Identification of the stereoisomeric configurations of methylcitric acid produced bysi‐citrate synthase and methylcitrate synthase using capillary gas chromatography‐mass spectrometry

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Abstract
The absolute separation of the four stereoisomeric configurations of methylcitric acid can be achieved on a nonchiral stationary phase SE30 capillary column using the correspondingO-acetylated (tri-(−)-2-butyl ester derivatives. Identification of the separated isomers was done using methylcitric acid produced bysi-citrate synthase and methylcitrate synthase ofCandida lipolitica. si-Citrate synthase produces the (2S,3S)-, (2S,3R)- and a small amount of the (2R,3S)-isomers. Methylcitrate synthase produces the (2R,3S)-isomer, indicating that this enzyme is more stereospecific than the animal citrate synthase enzyme. The (2R,3R)-isomer may act as an inhibitor of aconitase.