Enhanced conversion of racemic α-arylalanines to (R)-β-arylalanines by coupled racemase/aminomutase catalysis

BM Cox, JB Bilsborrow, KD Walker

Index: Cox, Brad M.; Bilsborrow, Joshua B.; Walker, Kevin D. Journal of Organic Chemistry, 2009 , vol. 74, # 18 p. 6953 - 6959

Full Text: HTML

Citation Number: 19

Abstract

The Taxus phenylalanine aminomutase (PAM) enzyme converts several (S)-α-arylalanines to their corresponding (R)-β-arylalanines. After incubating various racemic substrates with 100 μg of PAM for 20 h at 31° C, each (S)-α-arylalanine was enantioselectively isomerized to its corresponding (R)-β-product. With racemic starting materials, the ratio of (R)-β- arylalanine product to the (S)-α-substrate ranged between 0.4 and 1.8, and the remaining ...