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2.3.2.2.6 Reaction Using Enoyl-CoA Hydratases

DOI: 10.1055/sos-SD-215-00136

Resch, V.; Hanefeld, U.Science of Synthesis: Biocatalysis in Organic Synthesis, (20152279.

The addition of water represents a key step in the degradation of fatty acids by β-oxidation. Enzymes involved in degradation are not necessarily involved in the formation of fatty acids, and the degradation pathway is independent from the biosynthesis pathway. Enoyl-CoA hydratases catalyze the addition of water in a Michael-type fashion. Depending on the type of fatty acid that is to be degraded (linear or branched), different enzymes are capable of performing the addition of water. This includes performing the addition with differing stereocontrol, leading to the addition of water with R or S selectivity (Scheme 19).[‌132‌‌134‌] Furthermore, it should be highlighted that enoyl-CoA hydratases perform the addition of water in a syn-fashion, in contrast to chemical methods which furnish the anti-addition products.

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