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Identification of the stereoisomeric configurations of methylcitric acid produced by si ‐citrate synthase and methylcitrate synthase using capillary gas chromatography‐mass spectrometry
Author(s) -
Rooyen J. P. G.,
Mienie L. J.,
Erasmus E.,
Wet W. J.,
Ketting D.,
Duran M.,
Wadman S. K.
Publication year - 1994
Publication title -
journal of inherited metabolic disease
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.462
H-Index - 102
eISSN - 1573-2665
pISSN - 0141-8955
DOI - 10.1007/bf00712017
Subject(s) - citrate synthase , chromatography , mass spectrometry , chemistry , gas chromatography–mass spectrometry , atp synthase , gas chromatography , biochemistry , enzyme
Summary The absolute separation of the four stereoisomeric configurations of methylcitric acid can be achieved on a nonchiral stationary phase SE30 capillary column using the corresponding O ‐acetylated (tri‐(−)‐2‐butyl ester derivatives. Identification of the separated isomers was done using methylcitric acid produced by si ‐citrate synthase and methylcitrate synthase of Candida lipolitica. si ‐Citrate synthase produces the (2 S ,3 S )‐, (2 S ,3 R )‐ and a small amount of the (2 R ,3 S )‐isomers. Methylcitrate synthase produces the (2 R ,3 S )‐isomer, indicating that this enzyme is more stereospecific than the animal citrate synthase enzyme. The (2 R ,3 R )‐isomer may act as an inhibitor of aconitase.