Enzyme catalysed hydrolysis of dialkylated propanedioic acid diesters,chain length dependent reversal of enantioselectivity |
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Authors: | Fredrik Björkling John Boutelje Sten Gatenbeck Karl Hult Torbjŏrn Norin Peter Szmulik |
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Affiliation: | 1. Department of Organic Chemistry, Royal Institute of Technology, S-100 44 StockholmSweden;2. Department of Biochemistry and Biotechnology Royal Institute of Technology, S-100 44 StockholmSweden |
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Abstract: | Enzyme catalysed hydrolyses of dialkylated propanedioic acid diesters have been studied. A novel change of enantioselectivity from pro- to pro- in the hydrolysis of ester groups was observed, depending on the chain length of the alkyl substituents of the substrate. Optically pure ()-(-)-α-methylphenylalanine was prepared by α-chymotrypsin catalysed hydrolysis of benzylmethylpropanedioic acid dimethyl ester. |
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