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Stereospecifically labelled (2S.3.S + 2R.3R)-[2.3-eHa]-P-hydroxyisobutyric acid methyl ester benzoate was synthesized and used to assign the Eu(fod), shifted n.m.r. signals of the c -3 hydrogens of the unlabelled analogue. (E)-[3-ZH1]Methacrylic acid was converted by Pseudomonas putida (ATCC 21 244) to (2S,3S)-[3-aH1]-(?hydroxyisobutyric acid. The results show that the hydration of methacrylate to S-( +) -P-hydroxyisobutyric acid in this organism, probably via methacrylyl-CoA, proceeds stereospecifically by syn hydration.

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