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Absolute Configuration of the Product of the Acetolactate Synthase Reaction by a Novel Method of Analysis using Acetolactate Decarboxylase

DOI: 10.1039/P19900001367

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 1367 - 1369 (1990)

Update date:2022-08-24

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Authors:

Crout, David H. G.Crout, David H. G.

Lee, Edward R.Lee, Edward R.

Rathbone, Daniel L.Rathbone, Daniel L.

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Article abstract of DOI:10.1039/P19900001367

Pyruvate and 2-oxobutanoate were incubated with acetolactate synthase in the presence of acetolactate decarboxylase <(S)-2-hydroxy-2-methyl-3-oxobutanoate carboxy-lyase, EC 4.1.1.5)>.The exclusive production of 3-hydroxypentan-2-one showed that the α-acetohydroxybutyrate (2-ethyl-2-hydroxy-3-oxobutanoate) produced by acetolactate synthase had the (S)-configuration.The ability of acetolactate decarboxylase to catalyse rearrangement of the (R)-enantiomer of substrates via carboxylate migration was investigated using <3,4-13C2>-α-acetolactate, in which the degeneracy of the rearrangement of the normal substrate was broken by isotopic labelling.The predicted sequential formation of <1,2-13C2>- and <3,4-13C2>-acetoin was observed.

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