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THE STEREOCHEMISTRY OF THE GLUTAMATE MUTASE REACTION *
Author(s) -
Sprecher M.,
Sprinson D. B.
Publication year - 1964
Publication title -
annals of the new york academy of sciences
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.712
H-Index - 248
eISSN - 1749-6632
pISSN - 0077-8923
DOI - 10.1111/j.1749-6632.1964.tb45042.x
Subject(s) - citation , annals , library science , medicine , family medicine , psychology , classics , computer science , history
4-Deuterioglutamic acid was prepared by incubation in D2O of ammonium mesaconate with an extract of Clostridium tetanomorphum. In these extracts, methylaspartase catalyzed the formation of threo-3-methyl-l-aspartate-3-D, which was then rearranged to glutamate by the cobamide coenzyme-dependent glutamate mutase. The monodeuteriosuccinate obtained by chloramine-T oxidation of the glutamate showed a plain negative optical rotatory dispersion curve, and was therefore (R)-succinate-2-D. It was concluded that the intramolecular rearrangement of thero-3-methyl-l-aspartate to l-glutamate proceeded by net inversion of configuration of carbon atom 3. (R)-Succinate-2-D was also prepared from (2S,3R)-aspartic acid-3-D.