ch03 - Chapter 3 Amino Acids and Peptides Proteins play a...

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1 Chapter 3 Amino Acids and Peptides Proteins play a critical role in almost every biological process: enzymatic catalysis transport and storage of smaller molecules and ions coordinated motion - micro and macroscopic structural support and integrity, primarily collagen and elastin immune response generation and transmission of nerve impulse growth and development control substrate for metabolism 3-2 α 3-3a 3-3 perspective Fischer projection 3-4 Science 256 :1403, 1455 (1992) All D-HIV protease is mirror image of natural L-HIV protease
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2 R C COOH H NH 3 + R C COO - H NH 2 R C COO - H NH 3 + H + H + Proton donor (acid) Proton acceptor (base) zwitterion Acid/base properties of amino acids 3-10 pI = pK 1 + pK 2 2 Isoelectric point, +1 0 -1 -2 pI = pK α− COOH + pK R 2 = 2.19 + 4.25 2 = 3.22 3-12a pK R = 8.2 3-5 3-7 sulfhydryl disulfide pK R = 4.2 pK R = 3.7 3-5
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3 pK R = 10.5 pK R = 12.5 pK R = 6.0 3-5 (imidazole) (guanidino) 3-5 pK R = 10.1 3-5 3-6 5-9 3-13 Peptide bond formation
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ch03 - Chapter 3 Amino Acids and Peptides Proteins play a...

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