Enzymatic synthesis of fluorine-containing amino acids

Abstract

Some amino acids are synthesized effectively by enzymatic reactions. These enzymatic reactions are also applicable to the synthesis of optically active fluorine-containing amino acids by the use of corresponding fluorine-containing precursors. This paper describes the following enzymatic reactions. 1) Synthesis of fluorine-containing phenylalanines by transamination of corresponding fluorine-containing phenylpyruvic acids, by phenylalanine ammonia-lyase reaction of fluorine-containing t-cinnamic acids, and by acylase reaction of fluorine-containing N-acetyl phenylalanines, 2) synthesis of fluorotyrosines by β-tyrosinase starting from fluorophenols and serine, 3) synthesis of fluorotryptophan by tryptophanase starting from fluoroindole and serine. © 1988, The Society of Synthetic Organic Chemistry, Japan. All rights reserved.