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Kinetic resolution of amino acid esters catalyzed by lipases

✍ Scribed by Jer-Yiing Houng; May-Ling Wu; Shui-Tein Chen

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
416 KB
Volume
8
Category
Article
ISSN
0899-0042

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✦ Synopsis

Racemic amino acids were resolved by lipase via hydrolysis of their esters. Lipases (Pseudomonas lipase from Amano PS, Rhizopus lipase from Serva, and porcine pancrease lipase from Sigma) could selectively hydrolyze the L-amino acid esters in aqueous solution with high reactivities and selectivities. The effect of the structural changes in the ester moiety on the stereoselectivity of the lipases was also investigated using D,L-homophenylalanine as a model. Procedures were developed for the resolution of natural and unnatural amino acids.

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## Abstract **Access to enantiopure β‐amino acids**: β‐Aminopeptidases are hydrolases that possess the unique ability to cleave N‐terminal β‐amino acids from peptides and amides. Hydrolysis of racemic β‐amino acid amides catalyzed by these enzymes displays enantioselectivity with strong preference