KINETICS AND MECHANISM OF SYN-ELIMINATION OF AMMONIA FROM (2S,3R)-3-METHYLASPARTIC ACID BY METHYLASPARTASE

C H ARCHER, D GANI, Catherine Helen Botting

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20 Citations (Scopus)

Abstract

Methylaspartase catalyses the slow syn-elimination of ammonia from the (2S,3R)-[L-erythro]-diastereoisomer of the natural substrate (2S,3S)-3-methylaspartic acid, to give mesaconic acid; the reaction does not involve C-3 epimerisation followed by normal anti-elimination, ruling-out the possibility of a carbanion intermediate, but, displays large primary deuterium isotope effects consistent with concerted C-H and C-N bond cleavage.

Original languageEnglish
Pages (from-to)140-142
Number of pages3
JournalJournal of the Chemical Society, Chemical Communications
Issue number2
Publication statusPublished - 21 Jan 1993

Keywords

  • (2S,3S)-3-METHYLASPARTIC ACID

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