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- W2058617726 abstract "Methylaspartase catalyses the slow syn-elimination of ammonia from the (2S,3R)-[L-erythro]-diastereomer of the natural substrate, (2S,3S)-3-methylaspartic acid, to give mesaconic acid. To provide material of sufficient stereochemical purity to probe the mechanism of the reaction, two synthetic routes to (2S,3R)- and (2S,3R)[3-2H]- 3-methylaspartic acid were devised. The use of these (2S,3R)-3-methylaspartic adds revealed that the enzymic reaction does not involve C-3 epimerisation followed by normal anti-elimination, ruling-out the possibility of a carbanion intermediate. Conversely, the substrate displayed very large primary deuterium isotope effects indicating rate-limiting CH bond cleavage." @default.
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- W2058617726 date "1993-06-01" @default.
- W2058617726 modified "2023-09-23" @default.
- W2058617726 title "Syntheses of (2S,3R)- and (2S,3R)[3-2h]- 3-methylaspartic acid: slow substrates for a syn-elimination reaction catalysed by methylaspartase." @default.
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- W2058617726 doi "https://doi.org/10.1016/s0957-4166(00)80221-9" @default.
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