Biology, Seventh Edition Solomon • Berg • Martin Chapter 3 The Chemistry of Life: Organic Compounds Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Organic compounds • Carbon atoms covalently bonded form the backbone of the molecule • Very simple carbon compounds are considered inorganic if carbon is not bonded to another carbon or hydrogen • Carbon dioxide is an example of inorganic carbon Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Carbon forms four covalent bonds, producing many shapes Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Isomers: compounds with the same molecular formulas, but different structures • Structural isomers • Geometric isomers • Enantiomers Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Isomers Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Functional groups • Groups of atoms that determine the types of chemical reactions and associations • Most readily form associations with with other molecules Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Functional groups • • • • • • Hydroxyl Carbonyl Carboxyl Amino Phosphate Sulfhydryl Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Polymers • Most macromolecules are polymers • Produced by linking monomers Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds A simple polymer Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Carbohydrates • Sugars • Starches • Cellulose • Carbohydrate means hydrate (water of) carbon • Reflects 2:1 ratio of hydrogen to oxygen Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Monosaccharides • Contain three to seven carbon items • Glucose most abundant monosaccharide Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Monosaccharides, 2-D structures Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Disaccharide • “Two sugars” • Two monosaccharide rings joined by a glycosidic linkage Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Derivatives of monosaccharides are important biological molecules • Carbohydrates may combine with proteins to form glycoproteins Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Lipids • Heterogeneous group of compounds • Consist mainly of carbon and hydrogen • Some are important hormones and some are used for energy storage • Soluble in nonpolar solvents, such as ether, and relatively insoluble in water • Important groups include fats, phospholipids, carotenoids, etc. Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Triacylglycerols (fats) • Most abundant lipids in living organisms • When metabolized, yield twice as much energy as carbohydrates • Carbohydrates and proteins can be transformed by enzymes into fats Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Triacylglycerol, the main storage lipid Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Saturated fatty acids contain maximum possible number of hydrogen atoms • Unsaturated fatty acids include one or more adjacent pairs of carbon atoms joined by a double bond • Monounsaturated fatty acids—one double bond • Polyunsaturated fatty acids—more than one double bond Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Phospholipids • Amphipathic lipids • Two ends differ physically and chemically • Uniquely suited to function as fundamental components of cell membranes Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds A phospholipid and a phospholipid bilayer Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Carotenoids • Orange and yellow plant pigments • Classified with lipids • Play a role in photosynthesis • Consist of isoprene units • Animals convert to vitamin A Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Isoprenederived compounds Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Steroid • Carbon atoms in four attached rings • Consist of isoprene units • Cholesterol, bile salts, etc. • Involved in regulating metabolism Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Proteins • Macromolecules composed of amino acids • Most versatile cell components • Most enzymes are proteins • Proteins largely determine what a cell looks like and how it functions Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Four levels of organization • Primary structure is the amino acid sequence • Secondary structure results from hydrogen bonding • Tertiary structure depends on interactions among side chains • Quaternary structure results from interactions among polypeptides Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Primary structure of a polypeptide Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Secondary structure of a protein Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Tertiary structure of a protein Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Quaternary structure of a protein Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Nucleic acids • Transmit hereditary information • Determine what proteins a cell manufactures • Two classes found in cells –Ribonucleic acid (RNA) –Deoxyribonucleic acid (DNA) • Polymers of nucleotides Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds • Components of nucleotides • Five-carbon sugar –Deoxyribose (DNA) –Ribose (RNA) • One or more phosphate groups • Nitrogenous base of either a double-ring purine or a single-ring pyrimidine Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Components of nucleotides Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds RNA, a nucleic acid Copyright © 2005 Brooks/Cole — Thomson Learning Biology, Seventh Edition CHAPTER 3 The Chemistry of Life: Organic Compounds Classes of biologically important organic compounds Copyright © 2005 Brooks/Cole — Thomson Learning