Chemoenzymatic synthesis of 4-amino-2-hydroxy acids: a comparison of mutant and wild-type oxidoreductases

A Sutherland, CL Willis

Index: Sutherland, Andrew; Willis, Christine L. Journal of Organic Chemistry, 1998 , vol. 63, # 22 p. 7764 - 7769

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Citation Number: 32

Abstract

We describe a new chemoenzymatic synthesis of enantiopure 4-amino-2-hydroxy acids using two biotransformations in a single-pot process in aqueous medium. These compounds are valuable as γ-turn mimics for investigations into the secondary structure of peptides. The enzyme substrates are a series of carbobenzyloxy (CBZ)-protected 4-amino-2-keto esters, prepared efficiently from the l-amino acids, alanine, leucine, phenylalanine, and valine. ...