Biotransformation of chloro-substituted indoles to indigoids by phenol hydroxylase from Arthrobacter sp. W1
Shengnan Shi1, Fang Ma, Tieheng Sun
1State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology, Harbin 150090, China.
Abstract:
Recombinant Escherichia coli cells expressing phenol hydroxylase (designated as strain PH(IND)) were used to synthesize chloro-substituted indigoids by the transformation of indoles. The optimal conditions for the biotransformation of 4- and 7-chloroindole were determined by response surface methodology. Biotransformation kinetic assays revealed that strain PH(IND) showed high catalytic efficiency for 4- and 7-chloroindole. The formation rate of 7,7'-dichloroindigo (1.35 unit/mg cell dry weight) by strain PH(IND) was 1.14-fold higher than that of 4,4'-dichloroindigo. The intermediates of 7-chloroindole biotransformation were identified by high-performance liquid chromatography-mass spectroscopy, and the biotransformation mechanism was also proposed. These results suggested that there was a potential application of strain PH(IND) in the biotransformation of chloro-substituted indoles to valuable indigoids.
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