Program Overview
2:30 pm
3:00 pm-5:15 pm
5:15-5:30 pm
5:30-6:30 pm
6:30 pm
7:30 pm
Registration, Regina Hall, Refreshments served
Technical Sessions (see below)
Adjourn to Administration Building
Plenary talk, Performing Arts Center, Ground Floor Administration Building
Dinner, Performing Arts Center, Musical arrangements by Sung-Soo Cho,
Doctoral Candidate, Cleveland Institute of Music
Student Awards, Performing Arts Center
Plenary Talk
Venus in a bottle: Simulating Interactions Between the Crust and Atmosphere of Venus (and Venus-like
Exoplanets), Dr. Ralph Harvey, Senior Fellow, NASA Glenn Research Center, Assoc. Professor, Case
Western Reserve University
Both historical and current investigations of Venus suggest that atmosphere/rock interactions may play a
critical role in the evolution of that planet's atmosphere and crust, particularly in producing or maintaining
that planet's thick CO2-rich atmosphere in its current massive greenhouse state. Using GEER (the Glenn
Extreme Environment Rig) we are exploring such interactions by creating "Venus in a Bottle"- mixing
plausible Venus surface simulants with a high-fidelity recreation of that planet's thick, hot and corrosive
atmosphere. These "naturalistic" simulations complement prior and ongoing highly constrained
experiments and help us understand the messy and complex nature of Venus' rocks, atmosphere and
history.
Technical Sessions (Schedule/Titles, Abstracts)
Biochemistry I
Regina 019
Biochemistry II
Regina 024
Biochem/Organometallic/Polymers
Regina 025
Organic
Regina 201
Analytical
Regina 202
Inorganic/Materials/Analytical I
Regina 210
Inorganic/Materials/Analytical II
Regina 211
American Chemical Society- Cleveland Section would like to thank the faculty, staff, and
administration of Notre Dame College for hosting this event. Special thanks to all the organizers,
sponsors, judges, session moderators, and especially our Notre Dame College student
ambassadors from NDC Biology Club and NDC Chemistry Club for their assistance.
Biochemistry I, Regina 019
* - Denotes undergraduate presenter
** - Denotes graduate presenter
3:00 pm RNase L is involved in type I diabetes onset, Qiaoyun Zheng**, Chun Zeng, Xin Yi, and Aimin
Zhou, Clinical Chemistry Program, Department of Chemistry; Center for Gene Regulation in Health and
Diseases, Cleveland State University, Cleveland, OH
3:20 pm Graphene-Based Composites for Detection and Quantification of Peroxynitrite, Haitham
Kalil**, Mekki Bayachou, Department of Chemistry, Cleveland State University, Cleveland, OH
3:40 pm Incorporation of Azide Functionality into Recombinant Protein via Recombinant, Enzymatic,
and Chemical Approaches for Bio-Orthogonal Modification Lin Wang1**, Rui Jiang1, Lin Wang2 and
Xue-Long Sun1.
1
Department of Chemistry, Chemical and Biomedical Engineering and Center for Gene Regulation of
Health and Disease (GRHD), Cleveland State University, Cleveland, OH
2
Department of Medicinal Chemistry, China Medical University, Shenyang, Liaoning, China.
4:00-4:10 pm break
4:10 pm Dissolution of Aggregated Islet Amyloid Polypeptide (IAPP) in Rat Insulinomas Using Novel
Beta-Sheet Breakers Melissa Barranger-Mathys, Ph.D. Ursuline College, Department of Chemistry
4:40 pm Profiling Sialylation Status during Monocytes Differentiation, Dan Wang**1, Evgeny
Ozhegov2, Aimin Zhou1, Xue-Long Sun1*
1
Department of Chemistry, Chemical and Biomedical Engineering and Center for Gene Regulation in
Health and Disease (GRHD), Cleveland State University, Cleveland, Ohio 2Department of Biological,
Geological, and Environmental Sciences (BGES), Cleveland State University, Cleveland, Ohio
Biochemistry II, Regina 024 * - Denotes undergraduate presenter
** - Denotes graduate presenter
3:00 pm Lipids Affect Thrombomodulin's Capacity to Generate APC and TAFI, Valentinas Gruzdys**1
and Xue-Long Sun1,2
1
Department of Chemistry, Cleveland State University
Department of Biomedical Engineering, Cleveland State University
2
3:20 pm The Role Of Lipid-Free Apolipoprotein A-I Self-Association In The Formation Of High Density
Lipoprotein, Celalettin Topbas**1,2, Joseph A. Didonato2,3, Jonathan D. Smith2, Stanley L. Hazen2,3,4,
Valentin Gogonea1,2,3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Department Cellular and Molecular Medicine, Cleveland Clinic, Cleveland, OH
3
Center for Cardiovascular Diagnostics and Prevention, Cleveland Clinic, Cleveland, OH,
4
Cardiovascular Medicine Department, Cleveland Clinic, Cleveland, OH
2
3:40 pm Simultaneous Determination Of Dihydrotestosterone And Its Metabolites In Mouse Sera By LcMs/Ms With Chemical Derivatization, Shashank Gorityala** a, Shuming Yang b, Monica M. Montano c,
Yan Xu a,b
a
Department of Chemistry, Cleveland State University, Cleveland, Ohio
Case Comprehensive Cancer Center, Case Western Reserve University, Cleveland, OH
c
Department of Pharmacology, Case Western Reserve University, Cleveland, OH
b
4:00-4:10 pm break
4:10 pm Evaluating The Pro-Mutagenic Replication Of 8-Oxoguanine Anvesh Dasari1**, Anthony J
Berdis1, 2, 3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Center for Gene Regulation in Health and Disease, Cleveland State University, Cleveland, OH 3Red5
Pharmaceuticals, LLC, Cleveland, OH
2
4:30 pm Role of RNase L in Kidney Norah J Alghamdi**, Qiaoyun Zheng, Danting Liu, and Aimin
Zhou, Clinical Chemistry Program, Department of Chemistry, Cleveland State University, Cleveland, OH
4:50 pm Determination of Monosialogangliosides in Human Plasma by a Novel UPLC/MS/MS Assay
Coupled to Chemical Derivatization, Qianyang Huang**1, Xiang Zhou1, Danting Liu1, Baozhong Xin2,
Karen Cechner2, Heng Wang2, and Aimin Zhou1
1
Clinical Chemistry Program, Cleveland State University Cleveland, OH
DDC Clinic, Center for Special Needs Children, Middlefield, OH
2
Biochem/Organometallic/Polymers, Regina 025 * - undergraduate presenter
** - graduate presenter
3:00 pm Histidine-Tagged Peptide Binding to Anionic Lipid in Asymmetric Supported Lipid Bilayers,
Xiaosi Li** and Adam W. Smith, Department of Chemistry, The University of Akron
3:20 pm Ferreting out homo- and heterodimerization of G-protein coupled receptors (GPCR) via PIEFCCS William D. Comar** and Adam W. Smith, University of Akron, Akron, OH
3:40 pm Stimuli-Responsive Liquid Crystalline Elastomer Actuators, Brian T. Michal**, Blayne M.
McKenzie, Simcha E. Felser and Stuart J. Rowan, Department of Macromolecular Science and
Engineering, Case Western Reserve University, Cleveland, OH
4:00-4:10 pm break
4:10 pm Optimizing the formation of [3]catenates containing 2,6-bis(N-alkylbenzimidazolyl)pyridine
Qiong Wu**, Rudy J. Wojtecki, Stuart J. Rowan, Department of Macromolecular Science and
Engineering, Case Western Reserve University, Cleveland, Ohio
4:30 pm Synthesis of Lead Oxide Carboxylate Single Crystals and Nanostructures, Calvin Gang*,1
Venkata Shiva Mandala,1 Matthias Zeller,2 Catherine M. Oertel1
1
Department of Chemistry and Biochemistry, Oberlin College, Oberlin, OH
Department of Chemistry, Youngstown State University, Youngstown, OH
2
4:50 pm Selective nitrosylation of GAPDH occurs via the S100A8/A9 protein complex: A theoretical
investigation, Arlene Praniewicz*1,2 and Valentin Gogonea1,2,3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Department of Cellular and Molecular Medicine, Cleveland Clinic, Cleveland, OH
3
Center for Cardiovascular Diagnostics and Prevention, Cleveland Clinic, Cleveland, OH
2
Organic Chemistry , Regina 201
* - undergraduate presenter
** - graduate presenter
3:00 pm Conjugated Organophosphorus Materials, Alexandra Grimm**, Dr. John Protasiewicz
Case Western Reserve University, Dept. of Chemistry, Cleveland, OH
3:20 pm Synthesis and anti-proliferative activity of N,N’-bis(arylmethyl)imidazolium salts with lipophilic
or hydrophilic substituents on the imidazole and benzimidazole rings, Kerri L. Shelton**, Patrick O.
Wagers, Michael A. DeBord, Marie Southerland, Matthew J. Panzner, Claire A. Tessier, Wiley J. Youngs,
Department of Chemistry, The University of Akron, Akron, OH
3:40 pm DiPhosphonato Catechol (DPC): From bifunctional electrolytes to conjugated polymers
Joshua Gaffen**, Dr. John D. Protasiewicz, Department of Chemistry, Case Western Reserve University,
Cleveland, OH
4:00-4:10 pm break
4:10 pm Ene-Type Cyclization Chemistry from Cyclohexadiene-Tricarbonyliron Derivatives
Keith B. Beach**, Anthony J. Pearson. Case Western Reserve University, Department of Chemistry
4:30 pm Aziridination via Photolysis Using Hypervalent Iodine, Andrew Kollar**, Bindu Meprathu,
John Protasiewicz, Department of Chemistry, Case Western Reserve University, Cleveland, OH
4:50 pm Investigation of Thia-Michael Reversible Addition Towards Dynamic Materials, Katie M.
Greenman**, Joy Romulus, Jonathon Onorato, Stuart J. Rowan, Department of Macromolecular Science
and Engineering, Case Western Reserve University, Cleveland, OH
Analytical Chemistry Regina 202 * - Denotes undergraduate presenter ** - Denotes graduate presenter
3:00 pm Lipid Nanodiscs as Potential Carriers of Enzymes: a Light Scattering Study, Ghaith
Altawallbeh**1, Chris Verdi1, Christian Gunder2, Kiril A. Streletzky2, Mekki Bayachou1
1
Department of Chemistry, Cleveland State University, OH
Department of Physics, Cleveland State University, OH
2
3:20 pm Qualitative and Semi-Quantitative Analysis of Glycerolipids and Phospholipids in Algae
Scenedesmus dimorphus by Shotgun Lipidomics Satya Girish Chandra Avula**1, Joanne Belovich2, Yan
Xu1
1
Department of Chemistry, Cleveland State University, Cleveland, Ohio
Department of Chemical Engineering, Cleveland State University, Cleveland, Ohio
2
3:40 pm Detection of Estrogenic Activity in Water using a Yeast Bioassay Hannah Bowie*, Lisa M.
Ponton,Department of Chemistry, Baldwin Wallace University
4:00-4:10 pm break
4:10 pm Quantifying Hypomethylating Effect of Decitabine in HL60 Cells by Liquid Chromatography
Tandem Mass Spectrometry (LC-MS/MS) Sujatha Chilakala**, Yan Xu, Department of Chemistry,
Cleveland State University, Cleveland, Ohio
4:30 pm Developing New Schiff Bases for Fluorescent Detection of Aluminum Cation and Their
Potential Applications, Lucas McDonald**, Jungfeng Wang, Nick Alexander, Hui Li, Yi Pang
The University of Akron, Department of Integrated Bioscience, Department of Chemistry Akron, OH
4:50 pm Determination Of Bardoxolone Methyl By Ultra Performance Liquid Chromatography Tandem
Mass Spectrometry (UPLC-MS/MS), Chandana Mannem**, Yan Xu* Department of Chemistry,
Cleveland State University, Cleveland, Ohio
Inorganic/Materials/Analytical I
Regina 210
* undergraduate presenter
** graduate presenter
3:00 pm Chiral Channels in Molecular Co-Crystals: Unexpected Structures that arise from the cocrystallization of 2,4,6-tris(4-X-phenyl)arenes, Ren A. Wiscons1*, Holden W. H. Lai1, Matthias Zeller2,
Jesse L. C. Rowsell1
1
Department of Chemistry and Biochemistry, Oberlin College, Oberlin, Ohio
Department of Chemistry, Youngstown State University, Youngstown, Ohio
2
3:20 pm Updated Dielectric Thermal Analysis and Differential Scanning Calorimetry studies led to a
unified Polaron Theory of Ionic Conduction of organic and inorganic crystalline materials Alan T.
Riga, PhD1,2, Hannah Conway1,
1
Notre Dame College, South Euclid, Ohio
Case Western Reserve University, Cleveland Ohio
2
4:00-4:10 pm break
4:10 pm Computational Techniques for the Design of Mechanically Interlocked Molecules, Eric
P. Bruckner*, Katie M. Greenman, Michael J.A. Hore, Stuart J. Rowan, Department of
Macromolecular Science and Engineering, Case Western Reserve University, Cleveland, Ohio
4:30 pm Excited-State Dynamics as a Benchmark for the Optimization of Small-Molecules for Organic
Photovoltaics, Regina DiScipio**, Geneviève Sauvé, and Carlos E. Crespo-Hernández
Department of Chemistry and Center for Chemical Dynamics, Case Western Reserve University,
Cleveland, Ohio
4:50 pm Legal Case study to evaluate product Liability used Forensic Polymer Chemistry measured by
FTIR spectroscopy and Differential Scanning Calorimetry, Jacob Kirsh*, Hannah Conway, Alan T Riga,
Notre Dame College, South Euclid, Ohio
Inorganic/Materials/Analytical II
Regina 211
* undergraduate presenter
** graduate presenter
3:00 pm Enhancing the Phototherapeutic Potential of Sulfur-Substituted DNA and RNA Analogues
Marvin Pollum** and Carlos E. Crespo-Hernández, Department of Chemistry and Center for Chemical
Dynamics, Case Western Reserve University, Cleveland, Ohio
3:20 pm A Critical Assessment Of X H 2 O2 As A Figure Of Merit For Oxygen Reduction Electrocatalysts
In Aqueous Electrolytes, Nicholas S. Georgescu**, Adriel J. J. Jebaraj, and Daniel Scherson
Department of Chemistry, Case Western Reserve University, Cleveland, OH
3:40 pm Effect of Dielectric Properties on Drug Transport Through Shedded Snake Skins Hannah
Conway1*, Jacob Kirsh1, Sean Cadden2, Emily Bussis2 , Alan Riga 1,2
1
Notre Dame College Ohio, South Euclid Ohio USA
CWRU, Polymer Science and Engineering, Cleveland, Ohio USA
2
4:00-4:10 pm break
4:10 pm Photophysics of Bacteriochlorin Dyads, Christopher McCleese**a, Zhanqian Yub, Nopondo
Esemotob, Arun Mannac, Barry Dunietzc,*, Marcin Ptaszekb,*, Clemens Burdaa,*
a
Department of Chemistry Case Western Reserve University, Cleveland, OH
Department of Chemistry University of Maryland Baltimore County, Baltimore, MD
c
Department of Chemistry Kent State University, Kent, OH
b
4:30 pm Modeling And Measuring Thermal Properties Of Methylammonium Lead Halide Perovskite,
Anton Kovalsky**a, Gage Marekb, Lily Wanga, Jeffrey Dyckb, Clemens Burdaa
a
Case Western Reserve University, Department of Chemistry, Cleveland, OH
John Carroll University, Department of Physics, Cleveland, OH
b
Abstracts
Biochemistry I, Regina 019 * - Denotes undergraduate presenter
** - Denotes graduate presenter
3:00 pm RNase L is involved in type I diabetes onset, Qiaoyun Zheng**, Chun Zeng, Xin Yi, and Aimin
Zhou, Clinical Chemistry Program, Department of Chemistry; Center for Gene Regulation in Health and
Diseases, Cleveland State University, Cleveland, OH
The cause of type I diabetes continues to be a focus of investigation. Studies have revealed that interferon
(IFN)- in pancreatic islets after viral infection or treatment with double-stranded RNA (dsRNA), a
mimic of viral infection, is associated with the onset of type I diabetes. However, how IFN- contributes
to the onset of type I diabetes is obscure. In this study, we found that 2-5A dependent RNase L (RNase
L), an IFN--inducible enzyme that functions in the antiviral and antiproliferative activities of IFN,
played an important role in dsRNA-induced onset of type I diabetes. By using RNase L deficient, rat
insulin promoter (RIP)-B7.1 transgenic mice which are more vulnerable to environmental harmful factors
such as viral infection, we demonstrated that deficiency of RNase L in mice resulted in a significant delay
of diabetes onset induced by polyinosinic:polycytidylic acid (poly I:C), a type of synthetic dsRNA, and
streptozotocin (STZ), a drug which can artificially induce type I-like diabetes in experimental animals.
Immunohistochemical staining showed that the population of infiltrated CD8+ T-cells was remarkably
reduced in the islets of RNase L deficient mice, suggesting that RNase L may contribute to type I diabetes
onset through regulating immune responses. Furthermore, RNase L was responsible for the expression of
certain proinflammatory genes in the pancreas in induced conditions. Our findings provide new insight
into the molecular mechanism underlying -cells destruction and may suggest novel therapeutic strategies
for treatment and prevention of the disease based on the selective regulation and inhibition of RNase L.
3:20 pm Graphene-Based Composites for Detection and Quantification of Peroxynitrite, Haitham
Kalil**, Mekki Bayachou, Department of Chemistry, Cleveland State University, Cleveland, OH
Recent clinical research indicates that the cytotoxicity role of peroxynitrite (ONOO-) plays an essential
role in several cardiovascular dysfunctions and other diseases triggered by oxidative stress. Peroxynitrite
(PON) is a strong oxidizing agent produced from the diffusion-controlled reaction between nitric oxide
radical (●NO) and superoxide anion-radical (●O2-). PON attacks vital components inside the body and
initiates deleterious effects via direct and indirect interactions. It reacts directly with lipids, DNA, and
proteins and indirectly serves as a trigger of radical chain reactions. Some of these reactions yield to
cellular dysfunctions that may end up with necrosis or apoptosis of cells.
Previously, we have shown that hemin and hemin-modified graphene can be used as catalytic platforms
for electrochemical detection and quantification of peroxynitrite. In this work we prepare metal-decorated
graphene-based composite materials as potential catalytic interfaces for sensitive electrochemical
determination of PON. We first describe the method of preparation of metal-modified graphene materials.
We characterize the hybrid materials using a number of methods including scanning electron microscopy
(SEM), atomic force microscopy (AFM), raman, and x-ray photoelectron spectroscopy (XPS). The
modified metal-graphene composite is then tested on carbon electrodes for PON detection and
quantification using voltammetry and dose-response amperometry. We compare and contrast the
performance of the new metal-graphene materials with hemin-only based electrodes as well as bare
graphene based electrodes.
3:40 pm Incorporation of Azide Functionality into Recombinant Protein via Recombinant, Enzymatic,
and Chemical Approaches for Bio-Orthogonal Modification Lin Wang1**, Rui Jiang1, Lin Wang2 and
Xue-Long Sun1.
1
Department of Chemistry, Chemical and Biomedical Engineering and Center for Gene Regulation of
Health and Disease (GRHD), Cleveland State University, Cleveland, OH
2
Department of Medicinal Chemistry, China Medical University, Shenyang, Liaoning, China.
In this study, we systemically investigated four different strategies to introduce azide functionality into
recombinant thrombomodulin (TM), site-specifically by recombinant, chemical, and enzymatic methods
at either N-terminus or C-terminus for its bio-orthogonal modification application. The first method is to
express near C-terminus azido-TM by unnatural amino acid expression. The second method is to
incorporate azide molecule into the C-terminus of recombinant TM via sortase-mediated ligation (SML).
The third method is to add azide molecule to the N-terminal amine of recombinant TM via amidation
chemistry, and the fourth method is to introduce azide to recombinant TM via a tyrosine selective threecomponent Mannich reaction. The azido-TM derivatives obtained in all four methods were successfully
applied for site-specific modification and immobilization of recombinant TM through copper-free click
chemistry with upholding their protein C activation activities. In comparison, incorporating azide
molecule into the C-terminus of recombinant TM via SML affords highest overall yield since the key
protein expression step uses all natural amino acids. Also, single site modification and immobilization
facilitate the highest TM activity. Overall, the reported site-specific azide incorporation strategies can be
widely used in chemical biology and biomedical research and applications.
4:10 pm Dissolution of Aggregated Islet Amyloid Polypeptide (IAPP) in Rat Insulinomas Using Novel
Beta-Sheet Breakers Melissa Barranger-Mathys, Ph.D. Ursuline College, Department of Chemistry
Islet amyloid polypeptide (IAPP), or amylin, is a 37-residue polypeptide that is co-secreted with insulin
by pancreatic β-cells. IAPP self-associates, forms cytotoxic fibrils, and aggregates into a β-sheet
conformation even at nanomolar concentrations1. This aggregation is the main constituent of pancreatic
amyloid, which is observed in patients with Type II Diabetes Mellitus. Inhibition of this fibrillogenesis of
may prevent the death of these β-cells. Research suggests that a class of compounds known as β-sheet
breakers have the ability to alter the secondary structure of amyloid plaques, making them more soluble
and unable to self-associate. Using insulinomas in rat pancreatic β-cells, we tested the ability of our novel
five amino acid β-sheet breakers to decrease the aggregation of IAPP. Immunofluorescent FITC tags
allowed the visualization of IAPP in the cells with and without β- sheet breaker peptide treatment.
Meng, F. et al. (2007) Biochemistry, 46, 12091- 12099.
4:40 pm Profiling Sialylation Status during Monocytes Differentiation, Dan Wang**1, Evgeny Ozhegov2,
Aimin Zhou1, Xue-Long Sun1*
1
Department of Chemistry, Chemical and Biomedical Engineering and Center for Gene Regulation in
Health and Disease (GRHD), Cleveland State University, Cleveland, Ohio 2Department of Biological,
Geological, and Environmental Sciences (BGES), Cleveland State University, Cleveland, Ohio
Sialic acids (SAs), a family of 9-carbon containing acidic monosaccharides, often terminate the glycan
structures of cell surfaces and are involved in many biological functions including early fetal
development, cellular recognition and adhesion, and its utilization by microbes. While it is clear that cell
surface SAs are highly involved in the immune system, the sialylation status related to individual immune
cells and their activation state and functions are still unknown. In this study, we combined a newly
developed LC-MS/MS method, along with flow cytometry and confocal microscopy to profile the
changing pattern of SAs during THP-1 monocytes differentiation and polarization. After PMA treatment,
free SA in the culture medium increased from 4.18±0.01 ng/ml to 11.57±0.78 ng/mL, α-2,3 SAs on the
cell surface decreased 35%, and α-2,6 SAs decreased 25%. These results were confirmed by sialidase
activity assay, which showed the activity of major sialidase (Neu1) increased by more than a factor of 2.
Cellular SAs increased from 718±6 ng/mL to (1.59±0.5)×103 ng/mL. This change was verified by
confocal microscopy, which showed the increase of both α-2,3 and α-2,6 SAs inside the cells. Moreover,
after M1 and M2 polarization, cellular SA decreased 26% in M1 macrophages and increased 13% in M2
macrophages compared with only PMA treatment. Overall, this study provides for the first time a global
investigation of the cellular sialylation status of monocytes and differentiated and polarized macrophages.
It has potential significance in understanding the pathology and diagnosis of disorders involving SAs and
the immune system.
Biochemistry II, Regina 024
3:00 pm Lipids Affect Thrombomodulin's Capacity to Generate APC and TAFI, Valentinas Gruzdys**1
and Xue-Long Sun1,2
1
Department of Chemistry, Cleveland State University
Department of Biomedical Engineering, Cleveland State University
2
Protein C (PC) and thrombin activatable fibrinolysis inhibitor (TAFI) are both activated by the thrombinthrombomodulin (TM) complex yet have seemingly opposite effects in haemostasis. PC downregulated
coagulation while TAFIα maintains already formed clots. There is strong evidence to suggest that PC and
TAFI act as competitive inhibitors to one another. Furthermore, it is well known that the activation of
protein C by thrombin-TM is greatly affected by phospholipid presence, especially negatively charged
phospholipids such as phosphatidylserine which can be exposed during platelet activation. Both APC and
TAFI are significant indicators on haemostatic performace. Elevated TAFI antigen levels have been
associated with coronary heart disease and other pathologies. We hypothesize that in the presence of
different phospholipids, the inhibitory role of PC towards TAFI activation can be significantly altered and
result in reduced activation of TAFI in protein C presence. In this work, we determine which lipids have
the most significant effect on APC and TAFIα generation. We also determine which lipids result in
enhancement of protein C inhibitory role towards TAFI activation.
3:20 pm The Role Of Lipid-Free Apolipoprotein A-I Self-Association In The Formation Of High Density
Lipoprotein, Celalettin Topbas**1,2, Joseph A. Didonato2,3, Jonathan D. Smith2, Stanley L. Hazen2,3,4,
Valentin Gogonea1,2,3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Department Cellular and Molecular Medicine, Cleveland Clinic, Cleveland, OH
3
Center for Cardiovascular Diagnostics and Prevention, Cleveland Clinic, Cleveland, OH,
4
Cardiovascular Medicine Department, Cleveland Clinic, Cleveland, OH
2
Apolipoprotein A-I (apoA-I), the main protein constituent of high density lipoprotein (HDL), forms a
dimeric antiparallel structure that both confers nascent HDL stability and provides a scaffold for the lipid
phase. We performed kinetic analyses of monomeric and oligomeric apoA-I employing both hydrogendeuterium exchange mass spectrometry (HDX-MS) and functional lipidation assays. At low
concentrations lipid-free apoA-I is monomeric based on equilibrium PAGE, dynamic light scattering, and
cross-linking studies. Despite this, the protein displays in multiple discrete yet reproducible regions
bimodal HDX kinetics indicating the presence of intra-molecular protein – protein interactions (hairpin
loops). Kinetic HDX studies further reveal that at higher concentrations, lipid-free apoA-I self-associates
and dimerizes through a ten amino acid C-terminus domain (E223-A232). This is suggested by the
appearance of new intermolecular interactions surfacing at higher apoA-I concentrations concurrent with
the multimeric apoA-I forms. Surprisingly, apoA-I self-association through E223-A232, an equilibrium
process, significantly slowed down the rate of apoA-I lipidation. Our studies indicate that HDL genesis
starts with lipidation of apoA-I monomers followed by apoA-I dimerization in an antiparallel fashion on
the lipid surface.
3:40 pm Simultaneous Determination Of Dihydrotestosterone And Its Metabolites In Mouse Sera By LcMs/Ms With Chemical Derivatization, Shashank Gorityala** a, Shuming Yang b, Monica M. Montano c,
Yan Xu a,b
a
Department of Chemistry, Cleveland State University, Cleveland, Ohio
Case Comprehensive Cancer Center, Case Western Reserve University, Cleveland, OH
c
Department of Pharmacology, Case Western Reserve University, Cleveland, OH
b
Prostate cancer is the second leading cause of cancer-related deaths among men. Androgens play a key
role in the prostate cancer development, and their elimination and blockade is vital in the disease
management. Dihydrotestosterone (DHT) is the key ligand for androgen receptor (AR) in prostate and is
locally synthesized from testosterone. In prostate, DHT is predominantly metabolized to 5α-androstane3α,17β-diol (3α-diol) and 5α-androstane-3β,17β-diol (3β-diol). Recent studies show that impaired DHT
catabolism is associated with the prostate cancer which signifies the requirement of a sensitive
quantitative method for the determination of DHT and its metabolites.
In this work, an LC-MS/MS method has been developed and validated. Steroid-free serum was prepared
and used for the preparation of serum calibrators and QCs. DHT and its metabolites along with their
respective stable heavy isotope labelled internal standards were first extracted with methyl tert-butyl ether
(MTBE) and derivatized with picolinic acid (PA), then the deriviatized analytes were extracted again with
MTBE, dried under nitrogen and reconstituted in the mobile phase (80% methanol and 0.2% formic acid
in water). Chromatographic separation of the derivatized analytes was achieved isocratically on Xterra
C18 column (2.1 x 100 mm) using the mobile phase at a flow rate of 0.25 ml/min. Quantitation was
performed using multiple-reaction-monitoring mode with positive electrospray ionization. The mass
transitions used were 396 255 for DHT, 399 258 for DHT-d3, 398 257 for 3α-diol, 401 260 for
3α-diol-d3, 503 257 for 3β-diol and 506 260 for 3β-diol-d3. The method has calibration ranges from
0.0500 ng/mL to 50.0 ng/mL for DHT and its two metabolites with acceptable assay precision, accuracy,
recovery, and matrix factor. It has been applied to the determination of DHT and its metabolites in a
preliminary animal study.
4:10 pm Evaluating The Pro-Mutagenic Replication Of 8-Oxoguanine Anvesh Dasari1**, Anthony J
Berdis1, 2, 3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Center for Gene Regulation in Health and Disease, Cleveland State University, Cleveland, OH 3Red5
Pharmaceuticals, LLC, Cleveland, OH
2
Oxidative stress produces reactive oxygen species that can damage DNA. The consequences of this can
be devastating as the formed DNA lesions are mutagenic and their misreplication cause diseases such as
Parkinson’s disease and cancer. 8-oxoguanine (8-OG) is one such lesion that could initiate mutagenesis
due to its miscoding nature. Oxidation to the C-8 position of guanine changes its equilibrium from the
normal anti conformation to the syn conformation. This simple conformational change results in the
misinsertion of dATP opposite the lesion rather than dCTP. To better understand the mutagenic
replication of 8-OG, we performed a thorough kinetic analyses for the incorporation of natural and
modified nucleotide analogs opposite this miscoding DNA lesion using a high-fidelity DNA polymerase.
Mechanistic studies Using modified purines as substrates, our mechanistic work demonstrate that
alterations to functional groups associated with hydrogen bonding interactions cause significant decreases
in the overall efficiency for their utilization. Surprisingly, the lower efficiencies result from large
reductions in the rate constant for insertion rather than from negative effects on nucleotide binding. In
fact, all modified nucleotides tested here display higher binding affinities against 8-OG compared to
natural nucleotide substrates (dCTP and dATP). These results suggest that substrate binding is influenced
by the hydrophobic nature of the incoming nucleotide while the chemistry step is controlled by the
formation of correct hydrogen-bonding interactions between the incoming nucleotide and templating
nucleobase. Collectively, these studies help explain the pro-mutagenic nature of 8-OG. Future studies are
aimed at designing additional nucleotides that can monitor the cellular replication of 8-OG as well to
develop inhibitors to block its misreplication.
4:30 pm Role of RNase L in Kidney Norah J Alghamdi**, Qiaoyun Zheng, Danting Liu, and Aimin
Zhou, Clinical Chemistry Program, Department of Chemistry, Cleveland State University, Cleveland, OH
Renal diseases have been continuing to be a prevalent problem. Current data indicate that 1% of patients
admitted to the hospital are diagnosed initially with acute kidney injury (AKI), while about 2-5% of
hospitalized patients develop AKI secondarily. It has been reported that epidermal growth factor
(EGF)/EGFR activation contributes to the development and progression of renal diseases such as
obstructive nephropathy, diabetic nephropathy, hypertensive nephropathy, and glomerulonephritis
through mechanisms involved in induction of tubular atrophy, overproduction of inflammatory factors,
and/or promotion of glomerular and vascular injury. In this study, we showed that 2-5A dependent RNase
L (RNase L), one of the key enzymes playing an important role in the molecular mechanisms of
interferon functions against microbal infection and cell proliferation, mediated EGF/EGFR activation.
Interestingly, we found that the kidney size of aged RNase L deficient mice was significantly smaller than
that in wild type mice under the same condition. Histological staining revealed that there were remarkably
a higher number of vacuoles in the kidney of RNase L deficient mice than that in wild type mice although
the biological significance of the observation is largely unknown. Proteomic analyses of urine protein
excretion discovered that lack of RNase L exclusively blocked EGF excretion. Further investigation of
the molecular mechanism showed that RNase L regulated the shedding of EGF precursor through
inhibiting some specific proteases responsible for the event. Our findings provide new insight into the
pathogenesis of renal diseases and RNase L may be considered as a target molecule for therapeutic
treatment of the diseases.
4:50 pm Determination of Monosialogangliosides in Human Plasma by a Novel UPLC/MS/MS Assay
Coupled to Chemical Derivatization, Qianyang Huang**1, Xiang Zhou1, Danting Liu1, Baozhong Xin2,
Karen Cechner2, Heng Wang2, and Aimin Zhou1 1Clinical Chemistry Program, Cleveland State
University Cleveland, OH 2DDC Clinic, Center for Special Needs Children, Middlefield, OH
Gangliosides are a large subfamily of glycosphingolipids that present abundantly on the plasma
membrane of neuronal and glial cells of vertebrates. These molecules are structurally characterized by a
distinctive oligosaccharide moiety attached to a ceramide portion with variable length on fatty acid chain.
Physiologically, they are believed to play critical roles in the regulation of various receptor-mediated cell
signaling pathways and cellular events. Disruptions and disturbances in their metabolic pathways have
been found to pathologically facilitate the pathogenesis of numerous neurodegenerative disorders, such as
Parkinson disease, Alzheimer disease, and ganglioside GM3 synthase deficiency (GSD). Therefore, a
reliable LC/MS/MS method with enhanced sensitivity is urgently demanded for relevant biomedical
studies.
In this work, a novel reverse phase UPLC/MS/MS method for determination of three
monosialoganglioside species, GM1, GM2, and GM3, in human plasma has been developed and
validated. This assay employed DMTMM & PAEA chemical derivatization for signal enhancement and
D3-labeled monosialogangliosides as internal standards (IS). The analytes and ISs were extracted from
plasma using protein precipitation procedure, cleaned up with a mixture of water/methanol/chloroform,
dried under nitrogen purging, and derivatized with DMTMM & PAEA under optimized conditions.
Thereafter, the samples were injected into a Shimadzu Nexera UHPLC system interfaced to an AB Scix
Qtrap 5500 mass spectrometer that operating in ESI positive and Multiple Reaction Monitoring (MRM)
mode to achieve highly sensitive and specific detection.
This method has been applied to monitor plasma levels of monosialogangliosides in patients with GSD
for clinical diagnosis and therapeutic evaluation during the ongoing clinical trial.
Biochem/Organometallic/Polymers, Regina 025 * - undergraduate presenter
** - graduate presenter
3:00 pm Histidine-Tagged Peptide Binding to Anionic Lipid in Asymmetric Supported Lipid Bilayers,
Xiaosi Li** and Adam W. Smith, Department of Chemistry, The University of Akron
Study on the interaction between peptide with lipid plays a critical role in the understanding of various
biological processes in plasma membrane. In the supported lipid bilayers(SLBs) model system, anionic
lipid phosphatidylinositol biphosphate(PIP2) can interact with protein or peptide that contains the
polybasic regions. While , previous research demonstrated that there has some limits to use SLBs to
probe peptide dynamics due to the weak binding. Here we present that the Nickel-chelating lipid on the
fluid SLBs could selectively interact with histidine-tagged peptide, this specific interaction can
siginificant increased the electrostatic interaction between lipid and peptide. After labeling the fluorescent
dyes, diffusion and colocalization can be measured by a time-resolved fluorescence spectroscopy called
pulsed interleaved excitation fluorescence cross-correlation spectroscopy(PIE-FCCS). The result show us
that after lipid-peptide complex formed the lipid lateral mobility is decreased and electrostatic interactions
is also influenced by the different concentration of buffer conditions.
3:20 pm Ferreting out homo- and heterodimerization of G-protein coupled receptors (GPCR) via PIEFCCS William D. Comar** and Adam W. Smith, University of Akron, Akron, OH
Quantifying membrane protein-protein interactions is experimentally challenging, especially in live cells.
The complexity of the plasma membrane makes it difficult to rely on observations from reductive model
systems. I will present our recent work studying opsin, a prototypical Class A G-protein coupled receptor
(GPCR), in live cell membranes. Opsin dimerization has been reported by several groups, but the
prevalence and physiological relevance of opsin dimerization remains controversial. To quantify the
presence of opsin dimers we have used a time-resolved fluorescence technique called pulsed interleaved
excitation fluorescence cross correlation spectroscopy (PIE-FCCS). PIE-FCCS translates fluctuations in
fluorescence intensity (arising mainly from diffusion) into information about a protein’s mobility and
concentration. By cross-correlating the fluorescence fluctuations in two color channels, PIE-FCCS also
quantifies co-localization and co-diffusion with high accuracy (Smith 2012). Our results for individual
cell measurements revealed that opsin is predominantly organized into clusters. At low concentrations, we
observed that the population of oligomers increased linearly with the square of the individual monomer
populations. This evidence suggests a monomer-dimer equilibrium and provides an experimental
measurement of the dimerization equilibrium constant. These conclusions were supported by
complementary fluorescence methods including fluorescence lifetime and molecular brightness analysis.
Smith. AW; Lipid-protein interactions in biological membranes: A dynamic perspective; Biochimica et Biophsica Acta-Biomembranes
2012, 1818(2):172-177
Comar, WD, Schubert, SM, Jastrzebska, B, Palczewski, K, Smith, AW; Time-resolved fluorescence spectroscopy measures
clustering and mobility of a G Protein-coupled receptor Opsin in live cell membranes; J. Am. Chem. Soc. 2014, 136:8342-8349
3:40 pm Stimuli-Responsive Liquid Crystalline Elastomer Actuators, Brian T. Michal**, Blayne M.
McKenzie, Simcha E. Felser and Stuart J. Rowan, Department of Macromolecular Science and
Engineering, Case Western Reserve University, Cleveland, OH
Liquid crystalline elastomer (LCE) materials have been prepared using the metal binding ligand 2,6bisbenzimidazolylpyridine (Bip) as a multi-functional monomer. The Bip ligand exhibits thermotropic
liquid crystalline properties and has a metal binding site which switches off the liquid crystalline
properties of the molecule upon binding a metal ion, thus leading to materials which are both thermo- and
metallo- responsive. Incorporation of the Bip ligand in to non-dynamic polymeric networks via thiol-ene
chemistry results in a material that can change its shape or actuate in response to heat, light (via a photothermal transition of the Bip chromophore) or metal ions. The materials show a high degree of both fixing
and recovery in shape memory experiments using either heat or a metal ion as the stimulus. Furthermore,
the materials can generate actuation forces in response to heat, light or metal ions. Finally, a structurally
dynamic LCE has been produced by incorporating disulfide bonds into the LCE network. This allows for
access to monodomain liquid crystalline morphologies which show a much greater actuation response.
4:10 pm Optimizing the formation of [3]catenates containing 2,6-bis(N-alkylbenzimidazolyl)pyridine
Qiong Wu**, Rudy J. Wojtecki, Stuart J. Rowan, Department of Macromolecular Science and
Engineering, Case Western Reserve University, Cleveland, Ohio
Metal-ligand coordinating is an effective approach toward [2] or [3]catenanes; however, the synthesis of
linear mainchain poly[n]catenanes remains a great challange due to the difficulty of cyclization after
threading.1 To study the ring-closing efficiency, the 2,6-bis(N-alkyl-benzimidazolyl)pyridine (Bip) ligand
was utilized to access mechanically interlocked [3]catenanes via metal-templating.2 Two Bip ligand
contating components, namely macrocycles and linear threads, were designed to self-assemble upon the
addition of transition metal ions into [3]metallopseudorotaxanes that require a single olefin metathesis
ring-closing reaction to yield the [3]catenate. The ring-closing reaction was studied by two-dimensional
diffusion-ordered NMR spectroscopy (DOSY). The result showed that the cyclization conversion of the
[3]catenates was dependent on two parameters: (1)the preorganization and conformational flexibility of
the thread-like component; and (2) the size of the N-alkyl substituents on the Bip in the macrocyclic
component.2 Judicious design of both components dramatically improved the cyclization yield, and thus
the formation of the [3]catenate was predominantly favoured.2 This result might open a door toward the
synthesis of longer mainchain poly[n]catenanes, the progress toward which will also be discussed.
References
1) Niu, Z. B.; Gibson, H. W., Chem. Rev. 2009, 109, 6024–6046.
2) Wojtecki, R. J.; Wu, Q.; Johnson, J. C.; Ray D. G.; Korley, L. T. J.; Rowan, S. J. Chem. Sci. 2013, 4, 4440–4448.
4:30 pm Synthesis of Lead Oxide Carboxylate Single Crystals and Nanostructures, Calvin Gang*,1
Venkata Shiva Mandala,1 Matthias Zeller,2 Catherine M. Oertel1
1
Department of Chemistry and Biochemistry, Oberlin College, Oberlin, OH
Department of Chemistry, Youngstown State University, Youngstown, OH
2
Low-dimensional materials are systems with at least one spatial dimension on the nanoscale. These
systems have received attention because of their unique properties that can differ from their bulk
counterparts with the same chemical identity. We have synthesized and structurally characterized a series
of novel lead carboxylates that are potential starting points for solution processing to prepare lowdimensional materials. When subjected to methods of liquid exfoliation, lead benzoate hydrates with
fluorinated and chlorinated ligands have successfully formed low-dimensional wire-shaped
nanostructures. Analyses of these materials via powder X-ray diffraction, SEM imaging, and IR
spectroscopy suggest that the halogenated lead benzoate hydrate compounds chemically convert to
corresponding lead oxide benzoate compounds during the sonication process. The role of solutions
processing in the formation of these nanowires offers insight to the properties of an interesting family of
lead carboxylate inorganic-organic hybrid compounds as well as opportunities to further develop an
understanding of the production of low-dimensional material on the nanoscale via methods of liquid
exfoliation.
4:50 pm Selective nitrosylation of GAPDH occurs via the S100A8/A9 protein complex: A theoretical
investigation, Arlene Praniewicz*1,2 and Valentin Gogonea1,2,3
1
Department of Chemistry, Cleveland State University, Cleveland, OH
Department of Cellular and Molecular Medicine, Cleveland Clinic, Cleveland, OH
3
Center for Cardiovascular Diagnostics and Prevention, Cleveland Clinic, Cleveland, OH
2
Selective nitrosylation of glyceraldehyde 3-phosphate dehydrogenase (GAPDH) at Cys-247 affects gene
regulation through the interferon-gamma (IFN-g) activated inhibitor of translation (GAIT) complex.
Oxidized low-density lipoprotein (LDLox) and INF-γ induces assembly of the nitrosylase complex
composed of inducible nitric oxide synthase (iNOS), S100A8 and A100A9 proteins. Intracellular
GAPDH has been shown to exist as a mixture of monomer, dimer, and tetramer in cell lysate. Because
the crystal structure of the S100A8/A9/GAPDH complex is not known, Fox lab at Cleveland Clinic used
the ‘‘artificial protease’’ cleavage mapping [Fe(III) (s)-1-(p-bromoacetamidobenzyl) EDTA (FeBABE)]
to identify domains of GAPDH (1 and 3) that may interact with S100A8. Within this project, our goal
is to produce molecular models for the complex of GAPDH monomer, dimer and tetramer with
S100A8/A9 proteins by using protein-protein docking calculations (with the program PatchDock). The
molecular models selected for these complexes were further refined with the program FireDock. The
candidate molecular models were analyzed by measuring the shortest distance from GAPDH interaction
domains (1 and 3) to each of the three FeBABE linking site residues of S100A8, shown by experiment
to produce significant cleavage (Ile22, D32, D52). The known cleavage radius (~12Å) and length of
FeBABE (~14Å) were used to approximate the maximum distance at which interaction could occur.
Proposed models of the S100A8/A9/GAPDH complex presented herein were selected as the best
candidates from each category based on this criteria and overall consistency with the FeBABE cleavage
experimental data. Our analysis concludes that molecular models of GAPDH tetramer and monomer with
S100A8/A9 lead to cleavage patterns that agree with the experimental data.
Organic Chemistry , Regina 201
* - undergraduate presenter
** - graduate presenter
3:00 pm Conjugated Organophosphorus Materials, Alexandra Grimm**, Dr. John Protasiewicz
Case Western Reserve University, Dept. of Chemistry, Cleveland, OH
Phosphorus and carbon have similar electronegativities, making bonds between the two elements
relatively non-polar. This unique similarity has led to phosphorus atoms in these bonds being referred to
as a “carbon copy”. A variety of compounds have been created exploiting this analogy containing
multiply bonded low coordinate phosphorus atoms. Benzoxaphospholes (BOPs) are among these
compounds. These BOPs are a class of compound which has a P=C bond within the -conjugated
system. Materials that possess P=C bonds have useful photophysical and electroluminescent properties.
It is a goal to expand upon these compounds and integrate in polymers, with the P=C bonds as part of the
-conjugated system. Materials with such systems promise desirable and unique properties not easily
accessible via materials featuring only C=C units for -conjugation. These materials could have
applications such as use in organic light emitting diodes, organic solar photovoltaics, and flexible
electronics.
3:20 pm Synthesis and anti-proliferative activity of N,N’-bis(arylmethyl)imidazolium salts with lipophilic
or hydrophilic substituents on the imidazole and benzimidazole rings, Kerri L. Shelton**, Patrick O.
Wagers, Michael A. DeBord, Marie Southerland, Matthew J. Panzner, Claire A. Tessier, Wiley J. Youngs,
Department of Chemistry, The University of Akron, Akron, OH
The research area of imidazolium salts is of interest to the scientific community because of their potential
as alternative anti-tumor agents to drugs presently used in clinics. Clinically used chemotherapeutics
agents, such as cisplatin, are used to treat a variety of cancer types; however, they are also coupled with
numerous side effects. N,N’-bis(naphthylmethyl)imidazolium salts have been shown to have antiproliferative activity comparable to that of cisplatin. However, these highly powerful N,N’bis(naphthylmethyl)imidazolium salts tend to have inferior aqueous solubility.
In order to develop imidazolium salts with both high anti-proliferative activity and sufficient aqueous
solubility, a series of N,N’-bis(arylmethyl)imidazolium salts substituted with a variety of hydrophilic or
lipophilic groups on a number of the positions on the imidazole and benzimidazole rings. A series of
N,N’-bis(arylmethyl)imidazolium salts are synthesized, characterized and tested against a panel of nonsmall cell cancer cell lines. Variations of the substituents on the heterocycles’ carbon and nitrogen atoms
can impact the lipophilicity and aqueous solubility.
3:40 pm DiPhosphonato Catechol (DPC): From bifunctional electrolytes to conjugated polymers
Joshua Gaffen**, Dr. John D. Protasiewicz, Department of Chemistry, Case Western Reserve University,
Cleveland, OH
Originally synthesized as a precursor to aryl diphosphonic acids, but never isolated, tetraethyl-3,6diphosphonatocatechol (DPC) has been synthesized in two synthetic steps and isolated with an overall
yield of 60-70%. This versatile compound was first used in our lab as a chelate in lithium borates and
phosphates for use as an electrolytic salt in lithium-ion batteries. These salts demonstrated a strong
charring capability which means they could act as a flame retardant barrier in a lithium-ion battery while
also acting as the electrolytic salt. This would allow for the addition of a flame retardant to a lithium-ion
battery without the need to remove other components, which would reduce the battery capacity. The
simple synthesis of DPC also allows permutations to the compound, allowing for the generation of
“modified” DPC compounds which target specific properties such as solubility. While keeping the same
general synthetic approach, “DPC-like” compounds with changes to both the catechol and the
phosphonate moieties have been generated. Additionally DPC can undergo a reduction to generate
diphosphinocatechol (DPC-H6). This compound is air stable, despite containing two primary phosphines.
DPC-H6 has been utilized in the generation of novel fluorescent phosphaalkenes, and shows potential as a
precursor to fluorescent polymeric phosphaalkenes.
4:10 pm Ene-Type Cyclization Chemistry from Cyclohexadiene-Tricarbonyliron Derivatives
Keith B. Beach**, Anthony J. Pearson. Case Western Reserve University, Department of Chemistry
Diene-tricarbonyliron chemistry has found great utility in organic synthesis. One area of particular
interest utilizes an iron-promoted ene-type reaction to facilitate spirocyclization or tandem doublecyclization when a pendant alkene or diene is available, respectively. Previously in the Pearson lab,
spirocyclizations as well as double-cyclizations have been reported starting from compounds containing a
heteroatom (O, S, NPh) within the tethered side chain. The work herein focuses on the preparation of
cyclization products containing an all-carbon backbone, such as 1. The intriguing aspect of this
fundamental research is that synthesis of potential natural product-derivatives may be achieved, in
particular those of the angular triquinane class.
4:30 pm Aziridination via Photolysis Using Hypervalent Iodine, Andrew Kollar**, Bindu Meprathu, John
Protasiewicz, Department of Chemistry, Case Western Reserve University, Cleveland, OH
This talk will focus on the investigation of making aziridines through photolysis of hypervalent iodine
compounds. A previously made compound, 2-(tert-butylsulfonyl)tosylaminoiodobenzene will be
examined to make aziridines from olefins specifically styrene derivatives. Current literature on
epoxidation and hydroxylation reactions with hypervalent iodine compounds mention the need for a metal
catalyst. Using photolysis the need for a metal can be removed. NMR and GC-MS spectroscopy have
been used to characterize new compounds and to analyze these photolysis reactions.
4:50 pm Investigation of Thia-Michael Reversible Addition Towards Dynamic Materials, Katie M.
Greenman**, Joy Romulus, Jonathon Onorato, Stuart J. Rowan, Department of Macromolecular Science
and Engineering, Case Western Reserve University, Cleveland, OH
A common synthetic approach to polymeric material design utilizes either covalent bonds or
supramolecular interactions to bind long chains together forming a crosslinked network. Both methods,
while proven successful in many cases, experience pitfalls that leave critical gaps in their final material
properties. Supramolecular interactions generally lack the strength and stability of covalent bonds
whereas materials that utilize covalent bonds, as in thermoset plastics, have little to no re-processability
once the network has been fixed. This gap between strength and chemical flexibility can be bridged by
utilizing dynamic covalent chemistry. In our approach, we construct a ditopic crosslinker with a Michaelacceptor active site that binds reversibly with thiol functional groups. By modifying the chemistry of the
crosslinker, mainly the electron-withdrawing capabilities of the end groups, we are able to shift the
equilibrium and adjust the kinetics of the reaction which in turn allows us to tailor the reversibility of
covalent linkages and program the mechanical properties of the final material. In order to fully
understand the differences in dynamic properties between the various Michael-acceptors, an array of
kinetic experiments were performed using monotopic analogues to the ditopic crosslinkers. The resulting
information is used to understand and explain the unique mechanical properties in the crosslinked films.
Analytical Chemistry Regina 202 * - Denotes undergraduate presenter ** - Denotes graduate presenter
3:00 pm Lipid Nanodiscs as Potential Carriers of Enzymes: a Light Scattering Study, Ghaith
Altawallbeh**1, Chris Verdi1, Christian Gunder2, Kiril A. Streletzky2, Mekki Bayachou1
1
Department of Chemistry, Cleveland State University, OH
Department of Physics, Cleveland State University, OH
2
The structure and dynamics of discoidal phospholipid protein complexes (nanodiscs) with and without
endothelial nitric oxide synthase (eNOS) were studied with multiangle polarized and depolarized light
scattering. Nanodiscs present a mobile system that is similar to enzyme’s native microenvironment which
allows to explore the potential effect of membrane phospholipids on the activity of eNOS. Light
scattering revealed at least two different size distribution modes for empty nanodiscs, and nanodiscs
loaded with eNOSoxy. In both cases, the first mode was diffusive (linear G vs q2 with a small intercept)
with apparent RH = 6.4 nm for empty nanodiscs and 6.0 nm for loaded nanodisc, sizes consistent with
nanodisc dimensions. The second mode contributed 50% or less and showed non-diffusive behavior
which might correspond to coalesced nanodiscs present in solution. Studied concentration dependencies
and depolarized scattering measurements on enzyme free and enzyme loaded nanodiscs corroborated
these findings. Also, the specific activity of nanodiscs-bound eNOS was found to be significantly lower
than the specific activity of free eNOS.
3:20 pm Qualitative and Semi-Quantitative Analysis of Glycerolipids and Phospholipids in Algae
Scenedesmus dimorphus by Shotgun Lipidomics Satya Girish Chandra Avula**1, Joanne Belovich2, Yan
Xu1
1
Department of Chemistry, Cleveland State University, Cleveland, Ohio
Department of Chemical Engineering, Cleveland State University, Cleveland, Ohio
2
Microalgae can synthesize, accumulate and store large amounts of lipids (up to 40% of dry biomass) in
their cells, which hold an immense potential as a renewable source of oil for biodiesel production. In
order to optimize the growing conditions of various algal species in engineered gravity settlers, analytical
methods for lipid profiling and quantitation are critically needed. Hence, we set forth a quick and
effective infusion-based shotgun lipidomics method for high throughput qualitative and semi-quantitative
analyses of lipids from Algae, Scenedesmus dimorphus.
In this work, we aim to compare the compositional changes of lipids in algal cells cultivated by two
different biofertilizers (Digestate and 3N-BB). For this work, algal dried mass spiked with internal
standards was first grounded by mortar and pestle, then extracted by modified Bligh-dyer method and
fractionated by amino-propyl solid-phase-extraction cartridge into various lipid classes. Each class of
lipids was subjected to an array of multiple precursor and neutral loss scans through direct sample
infusion. Lipid identifications were accomplished by LipidView™ software. Our data revealed that there
were more than 200 glycerolipids and phospholipids species in Algae, Scenedesmus dimorphus. Semiquantitative analyses of glycerolipid and phospholipids were achieved using internal standards of
representative lipids spiked in the samples. Differential analysis of algal lipid profiles raised by two
different biofertilizers was done by MarkerView™ software. Principal component analysis (PCA) and ttest were performed to visualize the compositional changes of lipids in the Algae cells. This method
provides a useful way to monitor and optimize lipid growing conditions.
3:40 pm Detection of Estrogenic Activity in Water using a Yeast Bioassay Hannah Bowie*, Lisa M.
Ponton,Department of Chemistry, Baldwin Wallace University
Estrogenic compounds are found in excess quantities accumulating in natural water systems, in part due
to their ability to pass through unhindered by wastewater treatment plants. A yeast bioassay has been
employed to detect estrogens and xenoestrogens that find their way into natural water systems.1 A genetic
modification to Saccaromyces cerevisiae provided the strain with an estrogen receptor, similar to what
humans and other mammals have in their endocrine systems. The yeast is first allowed to grow with either
a stock solution of estrogen, such as 17-β-estradiol, or a sterile-filtered water sample, to give time for
estrogens and estrogenic compounds to bind with the modified yeast’s receptor. Once induced, yeast is
combined with Z-Buffer substrate containing DTT and ONPG. The yeast lyses and yields a yellow color
upon the release of o-nitrophenol due to the reaction of β-galactosidase that forms in the cell and the
ONPG. Strength of color development depends on the concentration of cumulative estrogenic activity,
which allows concentrations to be quantified via spectroscopy. The work presented here focuses on inhouse method development so that we can extend our studies to examine natural waterways and
wastewater effluent in the Cleveland area.
1.
Balsiger, Heather; de la Torre, Roberto; Lee, Wen-Yee; Cox, Marc. A four- hour yeast bioassay for the
direct measure of estrogenic activity in wastewater without sample extraction, concentration, or sterilization.
Science of the Total Environment. 2010, 408, 1422-1429.
4:10 pm Quantifying Hypomethylating Effect of Decitabine in HL60 Cells by Liquid Chromatography
Tandem Mass Spectrometry (LC-MS/MS) Sujatha Chilakala**, Yan Xu, Department of Chemistry,
Cleveland State University, Cleveland, Ohio
DNA methylation refers to the addition of a methyl group to the cytosine in the CpG dinucleotide by the
DNA methyltransferase. Hypermethylation of DNA leads to transcriptional silencing of numerous tumor
suppression genes and is the main cause for many types of cancers including acute myeloid leukemia
(AML) and myelodysplatic syndrome. Decitabine (5-aza-2'-deoxycitidine) is a nucleoside analog that
induces hypomethylation of DNA. Decitabine incorporates into DNA during S-phase of the cell cycle,
irreversibly inhibits DNA methyltansferases, and leads to reactivation of the silenced tumor suppression
genes. Although the anticancer property of decitabine has been known for 40 years, the therapeutic
dosage and schedules are still under clinical investigation. For instance, recent studies show that the lowdose drug regimen with low cytotoxicity was more desirable and efficacious than the high-dose ones.
To study the hypomethylating effect of low-dose decitabine, we have developed an ultrasensitive LCMS/MS method for quantitative assessment of the amounts of decitabine, cytidine, 5-methylcytidine
released from cellular DNA by a multi-enzyme digestion. In this method, enzyme digestion reaction was
optimized for releasing all deoxynucleosides; stable heavy isotope of 2-deoxycytidine was used as
internal standard; chromatographic separation was carried out on reverse-phase C18 column; and analytes
of interest were quantified by mass spectrometry operated under the multiple-reaction-monitoring mode.
The linear calibration ranges and limits of quantitation for the analytes were established. The method
developed has been successfully applied to the measurement of decitabine released from HL60 cellular
DNA after low-dose decitabine treatment at various time points.
4:30 pm Developing New Schiff Bases for Fluorescent Detection of Aluminum Cation and Their
Potential Applications, Lucas McDonald**, Jungfeng Wang, Nick Alexander, Hui Li, Yi Pang
The University of Akron, Department of Integrated Bioscience, Department of Chemistry Akron, OH
As the most abundant metal in the Earth’s crust, aluminum is widely used in various products including
food storage, automobiles, and fireworks. Aluminum (III) cation is known to react with various
biological tissues, more specifically neural tissue. Excessive aluminum has been shown to be toxic to
human, which has been shown to have possible connections to Alzheimer’s and Parkinson’s disease along
with a variety of other neural and vascular diseases. A series of fluorescent sensors have been developed
to study their optical response to Al3+ ion. The response mechanism of the fluorescent sensors has been
examined by using a wide range of spectroscopic methods, which include 1H NMR, single X-ray
diffraction crystallography, dynamic light scattering, UV-vis, variable temperature fluorescence
spectroscopy, and fluorescent microscopy. The developed sensors were tested in zebrafish embryos of
varying ages (24 to 72 hpf), and the models revealed that, after 1.5 hours of exposure to Al3+, the
aluminum ions were concentrating in the brain, heart, and in superficial areas of the yolk sack. These
results show that the aluminum sensors could have potential applications for studying the possible
biological impacts of Al3+ in animal models.
4:50 pm Determination Of Bardoxolone Methyl By Ultra Performance Liquid Chromatography Tandem
Mass Spectrometry (UPLC-MS/MS), Chandana Mannem**, Yan Xu* Department of Chemistry,
Cleveland State University, Cleveland, Ohio
Bardoxolone methyl [2-cyano-3,12-dioxooleane-1,9(11)-dien-28-oic acid methyl ester; CDDO-Me] is a
semi-synthetic triterpenoid with high anti-inflammatory activity, which currently under clinical trials for
the treatment of cancer and chronic kidney disease in type 2 diabetes patients.
In this work, we have developed a rapid and highly sensitive method for quantitation of CDDO-Me in
human urine matrix using positive electrospray ionization UPLC-MS/MS. In this method,
CDDO-Me and internal standard (CDDO-TFEA) were first extracted from the human urine using methyl
tert-butyl ether (MTBE). Chromatographic separation was carried out isocratically on Kinetex C18
column (2.1 × 50 mm, 1.7 µm) using a mobile phase containing 80% acetonitrile and 20% 10 mM
ammonium formate with 0.2% formic acid at a flow rate of 0.5 mL/min. Quantitation was accomplished
by tandem mass spectrometry using multiple-reaction-monitoring mode with mass transitions of m/z
506.4→446.4 for CDDO-Me and m/z 573.4→ 446.4 for the IS. This method has a lower limit of
quantitation (LLOQ) of 0.500 ng/mL and a linear calibration range up to 100 ng/mL in human urine. It
has been validated according to the industry guidance for bioanalytical method.
Inorganic/Materials/Analytical I
Regina 210
* undergraduate presenter
** graduate presenter
3:00 pm Chiral Channels in Molecular Co-Crystals: Unexpected Structures that arise from the cocrystallization of 2,4,6-tris(4-X-phenyl)arenes, Ren A. Wiscons1*, Holden W. H. Lai1, Matthias Zeller2,
Jesse L. C. Rowsell1
1
Department of Chemistry and Biochemistry, Oberlin College, Oberlin, Ohio
Department of Chemistry, Youngstown State University, Youngstown, Ohio
2
Diffraction of 2,4,6-tris(4-methylphenyl)pyridine and 2,4,6-tris(4-methylphenyl)pyrylium co-crystals
revealed a pseudohexagonal columnar structure assembled from π-stacked helices that enclose channels
containing disordered tetrafluoroborate counterions and solvent molecules. PXRD investigations suggest
modification of the crystal structure as a result of interactions between the co-crystal and monovalent
anions, indicating a possibility of ion exchange properties. The co-crystal structure is not shared with
either of the end-members’ crystal structures, though all three structures exhibit disorder, aperiodicity,
and complex twinning patterns. To gain a better understanding of the unique structural properties that
arise from co-crystallization, our group has synthesized the 2,4,6-tris(4-halophenyl)arenes and studied the
subtleties of aromaticity, steric constraints, and halogen interactions on packing motifs. Preliminary
results suggest the possibility of modifying solvent accessible volume in the tetrafluoroborate channels
through ion exchange.
3:20 pm Updated Dielectric Thermal Analysis and Differential Scanning Calorimetry studies led to a
unified Polaron Theory of Ionic Conduction of organic and inorganic crystalline materials Alan T.
Riga, PhD1,2, Hannah Conway1,
1
Notre Dame College, South Euclid, Ohio
Case Western Reserve University, Cleveland Ohio
2
Coauthors: Professor Ieda Santos (Paraiba, Brasil), Dr. D. Mantheni (Americhem, USA), Dr. P.
Mahashwearn (Americhem, USA), R. Munigeti (Ricerca, Painesville, OH, USA) and Professor Kenneth
Alexander (University of Toledo, OH, USA)
Unique variations in AC electrical conductivity and permittivity of organic (solid state mobility) or
inorganic (electrochemical metal oxide dissolution) solids, were measured with respect to dielectric,
temperature, time and frequency and the resulting behavior has led to a unified theory of polaron
conduction, the "ion hopping model". A wide range of organic solids were examined and include
pharmaceuticals, polymers, amino acids and carbohydrates.
Experimental results clearly show novel dielectric behavior of a linear increase in a log polar ionic
conductivity vs. temperature in the pre-melt (solid state) and melt transition regions with correlation
coefficients of >0.990. We have differentiated the solids which show the polar conductivity and
permittivity (capacitance) variations in the pre-melt from those with low conductivity in the liquid state
only, i.e. the latter non polar wax and polyethylene. The effect of various experimental factors, e.g.
moisture and purity, on the results were evaluated and found not contributing to the ionic conductivity of
the chemicals studied. Correlating calorimetric and dielectric analysis gave us a better understanding of
solid state properties. Calorimetric analysis was employed to assure that the observed variations in the
solid state conductivity were not due to impurities in the sample. ASTM E698, the DSC purity method,
verified the chemical purity at >99.97 mole %.
Activation energies were calculated based on the Arrhenius behavior, log conductivity vs. reciprocal
temperature (1/K) and identified the polar conduction mode in the solid state. As the different chemicals
were heat/cool cycled they become more quantitatively amorphous with decreasing activation energy and
an increasing amorphous content and polar conduction.
Entrepreneurial recommendations based on the new conduction properties will be explored and include
enhanced chemical reaction (Mallard reaction) and effective drug delivery through pig skin and rabbit eye
sclera.
4:10 pm Computational Techniques for the Design of Mechanically Interlocked Molecules, Eric P.
Bruckner*, Katie M. Greenman, Michael J.A. Hore, Stuart J. Rowan, Department of Macromolecular
Science and Engineering, Case Western Reserve University, Cleveland, Ohio
The synthesis of rotaxanes and polyrotaxanes requires optimization of the different molecular
components. Consisting of a molecular axle-like component threaded through a macrocycle and endcapped with a bulky stopper group, rotaxanes are a type of mechanically interlocked molecule. In order
to prevent component disassembly, the size of the stopper group relative to the macrocycle must be
optimized to prevent chain dethreading while still allowing for high mobility of the interlocked
molecules. Using computational techniques (e.g. molecular mechanics and semi-empirical quantum
mechanics), the optimal size for a stopper group was determined for a [3]rotaxane with two axles
threaded through one ring. Building upon these atomistic studies, coarse-grained dissipative particle
dynamics (DPD) simulations were used to predict the relationship between a singular [3]rotaxane and the
bulk rheological properties of a corresponding poly[3]rotaxane. Modifications to individual components,
such as macrocycle size and thread length, were made to investigate the resulting effect on the rheological
properties of these materials. Further understanding of the structure-property relationships within
mechanically interlocked polymers will guide the synthesis and allow for the design of the next
generation of these interesting materials.
4:30 pm Excited-State Dynamics as a Benchmark for the Optimization of Small-Molecules for Organic
Photovoltaics, Regina DiScipio**, Geneviève Sauvé, and Carlos E. Crespo-Hernández
Department of Chemistry and Center for Chemical Dynamics, Case Western Reserve University,
Cleveland, Ohio
The utility of a prospective donor or acceptor molecule for photoelectric applications is difficult to predict
a priori. This hinders productive synthetic exploration and necessitates lengthy device optimization
procedures for reasonable estimation of said molecule’s applicability. Using femtosecond broadband
transient absorption spectroscopy, supported by time-dependent density functional theory computations
and steady-state-absorption and emission spectroscopies, we have characterized a family of perspective
optoelectronic compounds, in an effort to predict their relative performance in organic photovoltaic
devices from information accrued from excited-state dynamics and photophysical properties.
A series of tetraphenylazadipyrromethene (ADP) complexes chelated with three different metal centers
was investigated. We have determined that the chelating metal has little effect on the ground state
properties of this family. However their excited state dynamics are strongly modulated by the metal.
Specifically, the zinc-chelated ADP complex remains in the excited state tenfold longer than the cobalt or
nickel complexes. We assert that this is key photophysical property that should make the zinc complex
outperform the other two complexes in photovoltaic applications. This hypothesis is supported by
preliminary power conversion efficiency results in devices.
4:50 pm Legal Case study to evaluate product Liability used Forensic Polymer Chemistry measured by
FTIR spectroscopy and Differential Scanning Calorimetry, Jacob Kirsh*, Hannah Conway, Alan T Riga,
Notre Dame College, South Euclid, Ohio
Forensic Case studies were developed to train students to solve product liability problems using
laboratory analytical tools. A fast food restaurant sold a cola beverage dispensed from their machine. A
person imbibed the drink and later discovered that shards of a material, that appeared to be a plastic, were
in the drink. Course of legal action was to use non-destructive testing by Microscopic analysis and
Infrared Spectroscopy as well as a modified test by Differential Scanning Calorimetry. Non-destructive
testing of the solids in the drink was measured by macrophotography and Infrared Spectroscopy to
determine the size and nature of the solid debris in the drink. Next to confirm the nature of the solid
debris the sample was scanned by Differential Scanning Calorimetry to identify an amorphous plastic
glass transition temperature or crystalline plastic melting temperature and heat of fusion. The FTIR
spectrum of the debris matched the polypropylene IR standard and the DSC of polypropylene with a
melting temperature of 155-160oC.
Within a reasonable degree of scientific and engineering certainty and clear and convincing evidence the
plastic debris imbibed by your client was polypropylene (PP) tubing fragments. PP is commonly used in
transferring fluids. Within a reasonable degree of scientific and engineering certainty the plastic delivery
tubing or excess debris fractured due to a defective design or erroneously placed in the restaurant’s cola
cup and the PP plastic debris caused the injury to your client.
Inorganic/Materials/Analytical II
Regina 211
* undergraduate presenter
** graduate presenter
3:00 pm Enhancing the Phototherapeutic Potential of Sulfur-Substituted DNA and RNA Analogues
Marvin Pollum** and Carlos E. Crespo-Hernández, Department of Chemistry and Center for Chemical
Dynamics, Case Western Reserve University, Cleveland, Ohio
Thio-analogues of the nucleobases, wherein a carbonyl oxygen is replaced by a sulfur atom, have recently
been demonstrated as effective photosensitizers for the light-activated treatment of various cancers and
skin diseases. Following the absorption of light, these thiobase derivatives populate long-lived, highlyreactive triplet states that are able to efficiently generate reactive oxygen species. When this
photosensitization occurs inside of malignant cells, the resulting oxidative stress ultimately leads to cell
death. A major drawback of the currently used thiobase photosensitizers is their absorption cutoff in the
mid-UVA region of the spectrum (~365 nm). These relatively short wavelengths are unable to deeply
penetrate tissues and can be absorbed by other biomolecules, thus reducing the phototherapeutic efficacy.
Our group has recently focused its efforts towards understanding the structure-photoreactivity properties
of several thiobase derivatives, seeking to maximize their prospective use in phototherapeutic
applications. I will show how the site and degree of sulfur substitution impact the absorption spectra, the
rates and yields of triplet state population, and the singlet oxygen yields of these thiobases. Significantly,
we have found that doubling sulfur substitution increases the photoreactivity, while simultaneously
shifting the absorption spectrum into the near-visible region (~395 nm) where light is able to penetrate
more than 110% deeper into tissues. These results lay the foundation for greater selectivity and deeper
tissue treatment in phototherapies based on sulfur-substituted nucleobase analogues.
The authors acknowledge the CAREER program of the National Science Foundation (Grant No. CHE1255084) for financial support.
3:20 pm A Critical Assessment Of X H 2 O2 As A Figure Of Merit For Oxygen Reduction Electrocatalysts
In Aqueous Electrolytes, Nicholas S. Georgescu**, Adriel J. J. Jebaraj, and Daniel Scherson
Department of Chemistry, Case Western Reserve University, Cleveland, OH
The rotating ring-disk electrode, RRDE, is particularly suited for gaining insight into the kinetics and
mechanism of the oxygen reduction reaction, ORR, in aqueous electrolytes. In particular it allows the
amount of solution phase peroxide, H2O2(aq), produced at the disk to be detected quantitatively at the
ring polarized at a potential positive enough for its oxidation to proceed under diffusion limited
conditions. Under conditions in which the disk is not active for the reduction of H2O2(aq), i.e. I3 = 0 in
Scheme I, the fraction of the disk current that generates
H2O2(aq), denoted as X H 2 O2 , may be shown to become
independent of the rotation rate of the electrode, . If, on the
other hand, the disk is active for the reduction of H2O2(aq),
a plot of the ring over the disk current vs ω-1/2 would be
expected to yield a straight line with a non-zero slope and an
intercept proportional to the rate of H2O2(aq) reduction on
the disk. On this basis, no reliable conclusions regarding the
relative activities of electrocatalysts can be made based on
measurements performed at a single rotation rate.
Illustrations of this formalism will be provided using data
collected in this and other laboratories.
SCHEME I
3:40 pm Effect of Dielectric Properties on Drug Transport Through Shedded Snake Skins Hannah
Conway1*, Jacob Kirsh1, Sean Cadden2, Emily Bussis2 , Alan Riga 1,2
1
Notre Dame College Ohio, South Euclid Ohio USA
CWRU, Polymer Science and Engineering, Cleveland, Ohio USA
2
Unique variations in AC ionic conduction of drug solids on polymeric shed snake skins were evaluated by
scanning temperature Dielectric Thermal Analysis (TA Instrument #2970). The polar conduction
properties were studied with respect to Permittivity (dipole content), temperature, time and frequency. A
range of drugs, based on melting temperature, affixed to shed snake skin as Lidocaine HCl and Caffeine
as well as Sulfamerazine was examined for this study. Experimental results clearly show novel dielectric
behavior of linear increase in a log ionic conductivity or permittivity (capacitance or dipole constant) vs.
temperature. The results follow the “Unified theory of Polar Conduction for organic and inorganic
chemicals” derived by Riga (USA) and Santos (Brazil) 2012-2014 in the Premelt (solid state) transition
temperature region. Dielectric Analysis was used to study the cause of this variation in polar solids which
yielded a measure of the behavior. Activation energies were calculated based on Arrhenius attributes to
better understand the solid state properties. As the different drugs were heat cool cycled they were more
amorphous as evidenced by the decreasing Activation Energy for charge transfer or ionic conduction and
a decrease in Permittivity (e’)-time response (Run1/Run2 on shed snake skin: 300 to 16 e’ for 5%
caffeine; 700 to 1 e’ 0.1% for Lidocaine.HCl and 6 million to 1000 e’ 0.02% for Sulfamerazine at 30
minutes) with an definitive increase in amorphous content. All three drugs passed the shed snake skin
with Sulfamerazine>Lidocaine>Caffeine. The remaining crystalline phase was measured to 5 to 0.1%.
4:10 pm Photophysics of Bacteriochlorin Dyads, Christopher McCleese**a, Zhanqian Yub, Nopondo
Esemotob, Arun Mannac, Barry Dunietzc,*, Marcin Ptaszekb,*, Clemens Burdaa,*
a
Department of Chemistry Case Western Reserve University, Cleveland, OH
Department of Chemistry University of Maryland Baltimore County, Baltimore, MD
c
Department of Chemistry Kent State University, Kent, OH
b
Bacteriochlorin is the macrocyclic structure that makes up the reaction center of bacteriochlorophyll, the
photosynthetic pigment in bacteria. These macrocycles are of interest because of their applications in
fields such as energy conversion and fluorescent probes. Here we use fs-transient absorption spectroscopy
and time resolved photoluminescence measurements to study the photodynamic process between directly
linked and phenylene bridged bacteriochlorins. We find that the dynamic processes between these linked
bacteriochlorins are highly dependent on the distance and conformation between the two macrocycles
when dissolved in polar solvent. We find that with increasing distance between the bacteriochlorins that
the rates of charge transfer becomes slower.
4:30 pm Modeling And Measuring Thermal Properties Of Methylammonium Lead Halide Perovskite,
Anton Kovalsky**a, Gage Marekb, Lily Wanga, Jeffrey Dyckb, Clemens Burdaa
a
Case Western Reserve University, Department of Chemistry, Cleveland, OH
John Carroll University, Department of Physics, Cleveland, OH
b
Organic-inorganic hybrid perovskites have attracted much attention because of their unique photoelectric
properties for potential uses in photovoltaic solar cell. In real application, the effect of operating
temperature on the output efficiency should not been neglected, as increasing temperature results in
decreasing efficiency, due to structural degradation and photovoltage reduction. Thus, it is crucial to
dissipate the thermal energy to avoid this. Presented herein is temperature dependent lattice thermal
conductivity data on polycrystalline methylamine lead iodide, CH3NH3PbI3. For comparison, we present
data on PbI2, which is both a precursor in the synthesis of the CH3NH3PbI3 and an eventual degradation
product. The experimental data are well fit to a model describing phonon scattering in this material. The
model both supports the only previous report on thermal behavior of hybrid perovskite and also points the
way toward further exploration of thermal management in related perovskite materials and devices
thereof, whose function and stability are dependent on the counter ion’s effect on the unit cell.