Characterization of acyl adenyl anhydrides: Differences in the hydrolytic rates of fatty acyl-AMP and aminoacyl-AMP derivatives

Otto F. Schall, Iwao Suzuki, Clare L. Murray, Jeffrey I. Gordon, George W. Gokel

Research output: Contribution to journalArticle

7 Scopus citations

Abstract

An improved procedure has been developed to prepare RCOOPO2-Ado (R = C6H13 and C15H31), the intermediate in the enzymatic synthesis of acyl-CoA's. The product has been characterized by spectral methods which, in turn, were used to define the hydrolysis rates of RCO-AMP. When R is a fatty acyl group, the hydrolysis rate is 10-fold slower than when R is aminoacyl. In both cases, the hydrolysis rate is enhanced by Mg2+. We speculate that the rate acceleration is due to intramolecular participation of the second carbonyl group in the aminoacyl residue.

Original languageEnglish
Pages (from-to)8661-8667
Number of pages7
JournalJournal of Organic Chemistry
Volume63
Issue number24
DOIs
StatePublished - Nov 27 1998

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