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由节杆菌 W1 的苯酚羟化酶将氯取代吲哚生物转化为靛蓝。

Biotransformation of chloro-substituted indoles to indigoids by phenol hydroxylase from Arthrobacter sp. W1.

机构信息

State Key Laboratory of Urban Water Resource and Environment, Harbin Institute of Technology, Harbin 150090, China.

出版信息

Appl Biochem Biotechnol. 2013 Jun;170(4):951-61. doi: 10.1007/s12010-013-0234-y. Epub 2013 Apr 30.

DOI:10.1007/s12010-013-0234-y
PMID:23625634
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.

摘要

表达苯酚羟化酶的重组大肠杆菌细胞(命名为 PH(IND) 菌株)被用于通过吲哚的转化来合成氯取代的靛蓝。通过响应面法确定了 4-氯吲哚和 7-氯吲哚转化的最佳条件。生物转化动力学分析表明,PH(IND) 菌株对 4-氯吲哚和 7-氯吲哚具有很高的催化效率。PH(IND) 菌株形成 7,7'-二氯靛蓝(1.35 单位/毫克细胞干重)的速率比 4,4'-二氯靛蓝高 1.14 倍。通过高效液相色谱-质谱鉴定了 7-氯吲哚生物转化的中间体,并提出了生物转化机制。这些结果表明,PH(IND) 菌株在氯取代吲哚向有价值的靛蓝的生物转化方面具有潜在的应用。

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