ORGANIC CHEMISTRY Miss Napolitano & Mrs. Haas CP Biology Do Now: • What is the difference between organic & inorganic? Use the examples below! Organic: Inorganic: Glucose (C6H12O6) Table sugar – sucrose (C12H22O11) Methane (CH4) Vinegar (CH3COOH) Nicotine (C10H14N2) Chlorophyll a (C55H72O5N4Mg) Table salt (NaCl) Carbon dioxide (CO2) Water (H2O) Hydrochloric acid (HCl) Ozone (O3) Sodium Hydroxide (NaOH) Also – define the following terms: “Dehydration” “Synthesis” “Hydro-” “-lysis” Introduction to Orgo • Organic Chemistry: the study of carbon-based compounds • Contains both C & H atoms • Why carbon? • It’s versatile! • 4 valence electrons = 4 covalent bonds • Able to form simple or complex compounds • C chains form the backbone of most biological molecules Functional Groups • Groups of atoms that give molecules specific characteristics • Responsible for chemical reactions between molecules • “R” can be any group of atoms Name Atoms Aldehyde --COH (double bond) Carboxylic Acid --COOH (double bond) Ketone --O-- (double bond) Amine --NH2 Alcohol --OH Phosphate --PO4- (one double bond) Example Hydrocarbons • Hydrocarbons: contain ONLY C & H atoms • Store energy • Hydrophobic Macromolecules • “Big molecules” • 4 classes • Carbohydrates • Lipids • Proteins • Nucleic acids • Polymers: long molecules made up of building blocks called monomers • “poly” = many, “mono” = 1 • Polymerization: making bonds between monomers Polymerization • Dehydration synthesis (condensation rxn): building dimers or polymers (Monomer-OH) + (H-monomer) (dimer) + (H2O) • Hydrolysis: breaking down dimers or polymers (Dimer) + (H2O) (monomer-OH) + (H-monomer) Dehydration Synthesis & Hydrolysis Carbohydrates • Carbohydrates: macromolecules with the molecular ratio 1C : 2H : 1O (or some multiple) • Ex: Glucose = C6H12O6 • Stores energy • Types of sugars – most end in “-ose” • Monosaccharides: monomer of carbs • Simple sugar with 3-7 carbons • Ex: Glucose, fructose, galactose Monosaccharides (Carbs) Carbohydrates (cont’d) •Disaccharide – formed by 2 monosaccharides •Ex: • Glucose + glucose maltose + H2O • Glucose + fructose sucrose + H2O • Glucose + galactose lactose + H2O Disaccharides (Carbs) Carbohydrates (cont’d) • Polysaccharides: 100’s – 1,000’s of monosaccharides • Storage polysaccharides: • Starch – helical glucose • Produced by plants • Glycogen – branched glucose • Stored in vertebrate liver & muscle • Structural polysaccharides: • Cellulose – linear glucose • Makes up plant cell walls • Chitin • Makes up arthropod exoskeletons, fungi cell walls Polysaccharides (Carbs) Lipids •Energy storage macromolecule • Stores 2x more energy than carbs! •Hydrophobic (not soluble in water) •Types: • Fats & oils • Phospholipids • Steroids • Waxes Fats & Oils (Lipids) •Many made up of glycerol – C3H5(OH)3 – & fatty acid chains •Can be classified as either saturated or unsaturated •Function: • Store energy • Insulation • Protective cushioning around organs Saturated Fats (Lipids) • Contain no C double bonds • Straight chains • Saturated in the number of H’s • Solid at room temperature • Usually animal fats • Ex: butter, lard, adipose tissue Unsaturated Fats (Lipids) • One or more (polyunsaturated) C double bonds • Bent or kinked chains • Liquid at room temperature • Most plant & fish fats • Ex: Olive oil, corn oil, canola oil Phospholipids • Major component of cell membranes • Phosphate head = hydrophilic • Fatty acid tails = hydrophobic • Form a bilayer (2) in water Steroids •4 fused carbon rings with various functional groups •Ex: cholesterol • Component of cell membrane & many hormones Proteins • Various functions: enzymes, structural support, storage, transport, cellular communication, movement, defense • Monomer = amino acid • Cells use 20 amino acids to build thousands of different proteins • Polymers = polypeptides Protein Structure • Primary (1o) structure • Sequence of amino acid (length varies) • Determined by genes • Secondary (2o) structure • How polypeptide folds or coils • α-helix or β-pleats • Tertiary (3o) structure • 3D structure (folds onto itself) • Hydrophilic vs. hydrophobic interactions • Quaternary (4o) structure • 2+ polypeptide chains bonded together • Not all proteins have 4o structure Protein Conformation • Structure of a protein is directly related to function! • Conformation depends on when synthesized, pH, salt concentration, temperature, etc. • Proteins can become denatured • Unravel & lose conformation • Become biologically inactive • Can become renatured if conditions are restored to normal Denatured Proteins Nucleic Acids • 2 types: 1. DNA (DeoxyriboNucleic Acid) • Contains genetic information • Double stranded helix • Provides directions for own replication • Directs protein & RNA synthesis DNA RNA Proteins 2. RNA (RiboNucleic Acid) • Single stranded • Transfers information from nucleus to cytoplasm • Helps direct protein synthesis Structure of Nucleic Acid •Monomer – nucleotide composed of 3 parts: • Pentose (ribose or deoxyribose) • Phosphate group • Nitrogenous base • 5 nitrogenous bases – adenine (A), thymine (T), cytosine (C), guanine (G), & uracil (U) • ATCG = DNA • AUCG = RNA • A pairs with T (DNA) or U (RNA) • C pairs with G Nucleotides Individual nucleotide Chain of nucleotides DNA Adenosine Triphosphate (ATP) • Not a macromolecule, but still super important! • Primary energy transferring molecule in the cell • Bonds break to release energy, bonds form to store energy • ATP ADP + Pi + Energy (releases energy) • ADP + Pi + Energy ATP (stores energy)