Aspartic acid and glutamic acid are the two naturally occurring a-amino acids that have carboxylate groups in

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Aspartic acid and glutamic acid are the two naturally occurring a-amino acids that have carboxylate groups in their side chains. Asparagine and glutamine are the corresponding a-amino acids in which the side chains are primary amides. (All of these amino acids have the S configuration.)H NH3 C-CH C-O T CO nar aspartic acid NH3 C-CHCH-C-O T CO glutamic acid H + NH3 CH,-C-NH, CR H | CO + NH3

Asparagine synthetase catalyzes the biosynthesis of asparagine from glutamine according to the equation shown in Fig. P25.40. Note that the amide —NH2 group in asparagine comes from the amide —NH2 group of glutamine.

(a) Suggest a sequence of steps for this reaction that involves the adenylation of aspartic acid. (b)

HO + glutamine + aspartic acid + ATP Figure P25.40 asparagine synthetase glutamic acid + asparagine + AMP +

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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