Microbial transformation of aniline derivatives:: Regioselective biotransformation and detoxification of 2-phenylenediamine by Bacillus cereus strain PDa-1

Microbial transformation of aniline derivatives:: Regioselective biotransformation and detoxification of 2-phenylenediamine by Bacillus cereus strain PDa-1
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DOI:
10.1263/jbb.102.21
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发表时间:
2006-07-01
影响因子:
2.8
通讯作者:
Aoki, Kenji
Aoki, Kenji
中科院分区:
工程技术3区
文献类型:
--
作者:
Takenaka, Shinji;Mulyono;Aoki, Kenji

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菌株PDa-1在添加有2-苯二胺、蔗糖和硝酸铵的基础培养基上生长良好,并完全转化2-苯二胺。经鉴定为蜡状芽孢杆菌(Bacillus cereus)。由2-苯二胺形成的产物通过EI-MS和NMR鉴定为2-氨基乙酰苯胺;全细胞以76%摩尔产率将2-苯二胺转化为产物。全细胞也表现出广泛的底物特异性对20的26个测试的芳基胺与各种大小和位置的取代基。特别是2-氨基苯甲酸、4-氨基水杨酸、5-氨基水杨酸和2-氨基芴完全转化为带有氨基乙酰基的相应产物。菌株PDa-1的细胞提取物具有较高的芳胺N-乙酰转移酶活性。部分纯化的酶将2-苯二胺转化为2-氨基乙酰苯胺。菌株PDa-1在不存在2-苯二胺的情况下组成型表达该酶。2-苯二胺和2-氨基乙酰苯胺对生长的影响表明,这种酶可能在该菌株中有毒芳胺的解毒中发挥作用。
A bacterial isolate, strain PDa-1, grew well on basal medium supplemented with 2-phenylenediamine, sucrose, and ammonium nitrate and completely transformed 2-phenylenediamine. The isolate was identified as Bacillus cereus. The product formed from 2-phenylenediamine was identified by EI-MS and NMR as 2-aminoacetanilide; whole cells converted 2-phenylenediamine to the product with a 76% molar yield. Whole cells also showed a broad substrate specificity toward 20 of 26 tested arylamines with substituent groups of various size and positions. Especially 2-aminobenzoic acid, 4-aminosalicylic acid, 5-aminosalicylic acid, and 2-aminofluorene were converted completely to the corresponding product with an aminoacetyl group. Cell extracts of strain PDa-1 had a high arylamine N-acetyltransferase activity. The partially purified enzyme converted 2-phenylenediamine to 2-aminoacetanilide. Strain PDa-1 constitutively expressed the enzyme in the absence of 2-phenylenediamine. Effects of 2-phenylenediamine and 2-aminoacetanilide on growth indicated that this enzyme probably plays a role in the detoxification of toxic arylamines in this strain.