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Catalytic action of L ‐2‐halo acid dehalogenase on long‐chain L ‐2‐haloalkanoic acids in organic solvents
Author(s) -
Hasan A. K. M. Quamrul,
Takada Harumi,
Esaki Nobuyoshi,
Soda Kenji
Publication year - 1991
Publication title -
biotechnology and bioengineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.136
H-Index - 189
eISSN - 1097-0290
pISSN - 0006-3592
DOI - 10.1002/bit.260380921
Subject(s) - chemistry , anhydrous , dehalogenase , organic chemistry , catalysis , chloroform , halogenation , dimethyl sulfoxide , toluene
Abstract A Lyophilized preparation of L ‐2‐halo acid dehalogenase was not only stable but also catalytically active in anhydrous dimethyl sulfoxide, toluene, and other organic solvents. 2‐Halo acids with long alkyl (C 5 ‐C 16 ) or aromatic (phenyl and benzyl) side chains were inert in water but dehalogenated effectively in anhydrous dimethyl sulfoxide by the lyophilized enzyme. Long chain 2‐haloalkanoic acids such as 2‐bromohexadecanoic acids were better as substrate than short‐chain halo acids (e.g., 2‐chloropropanoic acid). The dehalogenation proceed with inversion of C 2 configuration to produce the corresponding (2 R )‐2‐hydroxy acids in anhydrous dimethyl sulfoxide in the same way as found in water.