lecture 27.2

lecture 27.2 - 27-27-1Organic Organic...

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Unformatted text preview: 27-27-1Organic Organic ChemistryChemistryWilliam H. BrownWilliam H. BrownChristopher S. FooteChristopher S. FooteBrent L. IversonBrent L. Iverson27-27-2Amino AcidsAmino Acids& Proteins& ProteinsChapter 27Chapter 2727-27-3Polypeptides & ProteinsPolypeptides & ProteinsIn 1902, Emil Fischer proposed that proteins are long chains of amino acids joined by amide bonds to which he gave the name peptide bondsPeptide bond:Peptide bond:the special name given to the amide bond between the -carboxyl group of one amino acid and the -amino group of another27-27-4Serylalanine (Ser-Ala)Serylalanine (Ser-Ala)H2NHOOHHOCH2H2NOOHH CH3H2NNOHHOCH2HHCH3OHOSerine(Ser, S)Alanine(Ala, A)+Serylalanine(Ser-Ala, (S-A)peptide bond27-27-5PeptidesPeptidespeptide:peptide:the name given to a short polymer of amino acids joined by peptide bonds; they are classified by the number of amino acids in the chaindipeptide:dipeptide:a molecule containing two amino acids joined by a peptide bondtripeptidetripeptide:a molecule containing three amino acids joined by peptide bondspolypeptidepolypeptide:a macromolecule containing many amino acids joined by peptide bondsproteinprotein:a biological macromolecule of molecular weight 5000 g/mol of greater, consisting of one or more polypeptide chains27-27-6Writing PeptidesWriting Peptidesby convention, peptides are written from the left, beginning with the free -NH3+group and ending with the free -COO-group on the rightH3NOHNHOHNCOO-O-OC6H5O+C-terminalamino acidN-terminalamino acidSer-Phe-Asp27-27-7Writing PeptidesWriting Peptidesthe tetrapeptide Cys-Arg-Met-Asnat pH 6.0, its net charge is +1HNNHOHNO-OOONH2SCH3NHNH2+H2NOH3NSHC-terminalamino acidN-terminalamino acidpKa 12.48pKa 8.00+27-27-8Primary StructurePrimary StructurePrimary structure:Primary structure:the sequence of amino acids in a polypeptide chain; read from the N-terminal amino acid to the C-terminal amino acidAmino acid analysishydrolysis of the polypeptide, most commonly carried...
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lecture 27.2 - 27-27-1Organic Organic...

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