不透明红球菌1G将2-卤代酚转化时的优先氧化脱卤作用

Preferential oxidative dehalogenation upon conversion of 2-halophenols by Rhodococcus opacus 1G.

作者信息

Bondar V S, Boersma M G, van Berkel W J, Finkelstein Z I, Golovlev E L, Baskunov B P, Vervoort J, Golovleva L A, Rietjens I M

机构信息

Department of Biomolecular Sciences, Laboratory of Biochemistry, Wageningen University, Dreijenlaan 3, 6703 HA, Wageningen, The Netherlands.

出版信息

FEMS Microbiol Lett. 1999 Dec 1;181(1):73-82. doi: 10.1111/j.1574-6968.1999.tb08828.x.

DOI:10.1111/j.1574-6968.1999.tb08828.x

PMID:10564791

Abstract

The regiospecificity of hydroxylation of C2-halogenated phenols by Rhodococcus opacus 1G was investigated. Oxidative defluorination at the C2 position ortho with respect to the hydroxyl moiety was preferred over hydroxylation at the non-fluorinated C6 position for all 2-fluorophenol compounds studied. Initial hydroxylation of 2,3, 5-trichlorophenol resulted in the exclusive formation of 3, 5-dichlorocatechol. These results indicate that, in contrast to all other phenol ortho-hydroxylases studied so far, phenol hydroxylase from R. opacus 1G is capable of catalyzing preferential oxidative defluorination but also oxidative dechlorination.

摘要

研究了不透明红球菌1G对C2-卤代酚羟基化反应的区域特异性。对于所有研究的2-氟苯酚化合物，相对于羟基部分，在邻位C2位置的氧化脱氟比在未氟化的C6位置的羟基化更受青睐。2,3,5-三氯苯酚的初始羟基化反应只生成3,5-二氯儿茶酚。这些结果表明，与迄今为止研究的所有其他苯酚邻位羟化酶不同，不透明红球菌1G的苯酚羟化酶不仅能够催化优先氧化脱氟，还能催化氧化脱氯。