Emily Marshall David Geiger Kreigh Kamman Stephanie Bradburn Caroline Peterson Carbohydrates • • • Functions o Energy storage (starch, glycogen) o Structural (cellulose, chitin) o Signaling (informational, localization) o Protective (bacterial cell walls) Polyhydroxy aldehydes or ketones o Mostly made up C:H:O= 1:2:1 o Can have N, P, S Forms o Monosaccharides Simple sugars D-glucose is most abundant • Look at chiral center. If OH on chiral center furthest from carbonyl is on the right in a fisher projection then it is D, if on left then L. Unbranched C-chain with single bonds between C’s. One C double bonded to O All other C’s have OHs C=O can be aldehyde or ketone Fisher projection • Flat representation, numbering starts at carbonyl Epimer- one chiral center If you have n chiral centers then you have 2n chiral centers Anomers • α OH on anomeric carbon is on opposite side of plane on bulky group from furthest chiral center • β OH on same side Recognize chair structures • Equatorial • Axial • Bulky groups more stable if equatorial o Disaccharides Two monosaccharides connected through a glycosidic bondcondensation of anomeric carbon and an alcohol Know how to form the ring from the fisher projection- Practice drawing the connection between two monosaccharides Reducing sugar can open back up from its ring structure to the carbonyl Non-reducing sugar cannot reopen or be part of a glycosidic bond o Polysaccharides Emily Marshall David Geiger Kreigh Kamman Stephanie Bradburn Caroline Peterson Homopolysaccs repeating unit of the same sugar • Two function: o Structural- cellulose (plants), Chitin (animals) Cellulose has maximal H-bonds to self, very strong, water insoluble. Β 1 4 glucose Chitin is Β 1 4 N-acetyl-D-glucosamine, Β link is non-digestible • Β 1 4 is much more elongated and H-bonds to self o Energy storage- starch, glycogen Need α bonds so that we can digest them • Starch- amylose α 1 4 glucose and amylopectin which has the 1 6 glucose • Enzymes that break glucose by breaking glycosidic bonds start at the non-reducing end. The branching breaks the 1 6. Can only release every single glucose if you have the branching enzymes. • Glycogen α 1 4 & α 1 6 Energy storages ones exist to compact it Heteropolysaccsrepeating unit is a disacc • Peptidoglycan layer- bacteria • Extracellular matrix of mammalian cells o Sugars-highly negatively charged so they all want to stay away from each other • See proteoglycan worksheet o Proteoglycans are protein plus glycosaminoglycans Mostly made up of polysaccharides o Glycoproteins Mostly amino acids Proteins plus glycosylated • Functions of protein modification o Structure o Recognition Events o Target new protein o Clearing protein from blood by liver o Control cell growth o Fertilization o Viruses, bacteria and euk parasites • Types Emily Marshall David Geiger Kreigh Kamman Stephanie Bradburn Caroline Peterson o N-linked Co-translational Beta link of N of amino acid and most of the time Asn. o O-linked Post-translational Takes place in the Golgi Structure specific OH of the serine of threonine o Oligosaccharides Small group of sugars Lipids • Molecules of biological origin that are water insoluble, soluble in organics (phenol) o Functions Structural Energy storage Signaling Vitamins and hormones o Fatty acid- hydrocarbon chain plus carboxylic acid Saturated- with maximum number of Hs, no double bonds • Ex: animal fats • Most likely to be solid at room temp, packed together most tightly, lots of van der waals, higher melting point Unsaturated- at least one double bond • Ex: plant oils • Packs together the least well, fewest van der waal interactions, lowest melting point, likely to be a liquid at room temperature • Cis puts large kink into chain • Trans is non-biological from hydrogenation of plant oils Know nomenclature- Delta, Omega Cis is biologically relevant o Triacylglycerols True fats, triglycerides, glycerol backbone esterified with three fatty acids • Know structure Emily Marshall David Geiger Kreigh Kamman Stephanie Bradburn Caroline Peterson • • • Simple triacylglycerol- R1=R2=R3 Non-polar overall Preferred energy storage molecules o More reduced o Less associated H2O Know phospholipid and sphingolipid structure • o Cholesterol Membrane associated lipid, rigid, recognize structurally similar to steroids o Vitamins Fat soluble and Water soluble o Membranes Composed of lipids, proteins, and carbs Proteins associated with membranes • Peripheral o Removed through salting • Integral o Removed with detergents • Lipid- modified o Removed enzymatically o Aggregation Micelle Bilayer Vesicle • Useful for getting things across membrane