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Resolution of N-acetyl-DL-methionine methyl ester by protease-catalyzed hydrolysis with mild base as the pH control reagent

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Abstract

The following results were obtained: (1) A commercial protease preparation gave the best enantioselective hydrolysis of N-acetyl-dl-methionine methyl ester (N-Ac-dl-MetOMe) to produce N-Ac-l-Met with >99% e.e. (2) Solid NaHCO3 prevented chemical hydrolysis of N-Ac-dl-MetOMe. (3) N-Ac-l-Met was produced more efficiently when the pH was maintained at 7 with a mild base. (4) Crystalline N-Ac-l-Met and d-Met were simultaneously obtained with >99% e.e. in 45 and 36% yield, respectively, from the reaction mixture.

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Correspondence to Toshiyuki Furutani.

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Furutani, T., Furui, M. Resolution of N-acetyl-DL-methionine methyl ester by protease-catalyzed hydrolysis with mild base as the pH control reagent. Biotechnology Letters 21, 1101–1105 (1999). https://doi.org/10.1023/A:1005622126036

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  • DOI: https://doi.org/10.1023/A:1005622126036

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