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

Reference:

Sattar, F. A., Darley, D. J., Politano, F., Woodman, T. J., Threadgill, M. D. and Lloyd, M. D., 2010. Unexpected stereoselective exchange of straight-chain fatty acyl-CoA α-protons by human α-methylacyl-CoA racemase 1A (P504S). Chemical Communications, 46 (19), pp. 3348-3350.

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Official URL:

http://dx.doi.org/10.1039/c002509g

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.

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