Fundamentals of Biochemistry Third Edition Fundamentals of Biochemistry Third Edition Chapter 4 Amino Acids Chapter 4 Amino Acids Copyright © 2008 by John.

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Fundamentals of Biochemistry Third Edition Fundamentals of Biochemistry Third Edition Chapter 4 Amino Acids Chapter 4 Amino Acids Copyright © 2008 by John Wiley & Sons, Inc. Donald Voet Judith G. Voet Charlotte W. Pratt

Section 1 – Amino Acid Structure

zwitterions

Titration of Glycine pI – isoelectic point of an amino acid or protein. The pH at which a protein or amino acid has no net charge.

Formation of Peptide bond H2OH2O

A W D G

Two representations of an amino acid at neutral pH (b) Ball-and stick model (a) Structure

Stereochemistry Stereoisomers - compounds that have the same molecular formula but differ in the arrangement of atoms in space Enantiomers - nonsuperimposable mirror images Chiral carbons - have four different groups attached RS – nomenclature is not used for amino acids LD – nomenclature used for amino acids

L=levo: rotates polarized light to the left D=dextro: rotates polarized light to the right

Section 3 – Amino Acid Derivatives

Aequorea victoria

Practice: Questions: 1, 3 – 12, 15 – 17