Issue 48, 2014

Synthesis of coenzyme A thioesters using methyl acyl phosphates in an aqueous medium

Abstract

Regioselective S-acylation of coenzyme A (CoA) is achieved under aqueous conditions using various aliphatic and aromatic carboxylic acids activated as their methyl acyl phosphate monoesters. Unlike many hydrophobic activating groups, the anionic methyl acyl phosphate mixed anhydride is more compatible with aqueous solvents, making it useful for conducting acylation reactions in an aqueous medium.

Graphical abstract: Synthesis of coenzyme A thioesters using methyl acyl phosphates in an aqueous medium

Supplementary files

Article information

Article type
Communication
Submitted
30 Sep 2014
Accepted
22 Oct 2014
First published
22 Oct 2014

Org. Biomol. Chem., 2014,12, 9760-9763

Author version available

Synthesis of coenzyme A thioesters using methyl acyl phosphates in an aqueous medium

M. Pal and S. L. Bearne, Org. Biomol. Chem., 2014, 12, 9760 DOI: 10.1039/C4OB02079K

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