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Issue 2, 1993
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Kinetics and mechanism of syn-elimination of ammonia from (2S,3R)-3-methylaspartic acid by methylaspartase

Catherine H. Archer  and  David Gani 

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.

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Article type: Paper
DOI: 10.1039/C39930000140
Citation: J. Chem. Soc., Chem. Commun., 1993,0, 140-142
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    Kinetics and mechanism of syn-elimination of ammonia from (2S,3R)-3-methylaspartic acid by methylaspartase

    C. H. Archer and D. Gani, J. Chem. Soc., Chem. Commun., 1993, 0, 140
    DOI: 10.1039/C39930000140

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