Chemical Communications 2010-05-21

Unexpected stereoselective exchange of straight-chain fatty acyl-CoA alpha-protons by human alpha-methylacyl-CoA racemase 1A (P504S).

Fouzia A Sattar, Daniel J Darley, Francesco Politano, Timothy J Woodman, Michael D Threadgill, Matthew D Lloyd

Index: Chem. Commun. (Camb.) 46 , 3348-3350, (2010)

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Abstract

Alpha-methylacyl-CoA racemase (AMACR; P504S) catalysed exchange of straight-chain fatty acyl-CoA alpha-protons. One alpha-proton was removed in each catalytic cycle, with the pro-S proton preferred. This reaction was most efficient for straight-chain substrates with longer side-chains. 2-Methyldecanoyl-CoA underwent alpha-proton exchange 3x more efficiently (as judged by K(cat)/K(m)) than decanoyl-CoA.