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

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

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Abstract

alpha-Methylacyl-CoA racemase (AMACR;double dagger 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.
Original languageEnglish
Pages (from-to)3348-3350
Number of pages3
JournalChemical Communications
Volume46
Issue number19
Early online date29 Mar 2010
DOIs
Publication statusPublished - 21 May 2010

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