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Enantioselective synthesis ofN-acetyl-l-methionine with aminoacylase in organic solvent
Authors:K Yokoigawa  E Sato  N Esaki  K Soda
Institution:(1) Institute for Chemical Research, Kyoto University, 611 Uji, Kyoto, Japan;(2) Present address: Department of Food Science and Nutrition, Nara Women's University, 630 Nara, Japan
Abstract:We have developed an enzymatic procedure for the enantiospecific synthesis ofN-acetyl-l-methionine with aminoacylase in an organic solvent.N-Acetyl-l-methionine was most effectively synthesized with a yield of about 90% (on the basis of thel-methionine used) when the reaction mixture, composed of 100 mm sodium acetate, 20 MMdl-methionine and aminoacylase (1000 units) immobilized on celite in 1 ml ethyl acetate saturated with 32 mgrl 140mm sodium phosphate buffer (pH 7.0) containing 0.1 mm CoCl2, was incubated at 30°C for 24 h.N-Acetyl-l-methionine was isolated from the reaction mixture and the enantiomeric excess was 100%.d-Methionine was also isolated from the mixture with a yield of about 95% and 90% enantiomeric excess. The method is applicable to the synthesis of otherN-acetyl-l-amino acids.
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