Aromatic oxidations by Streptomyces griseus:: Biotransformations of naphthalene to 4-hydroxy-1-tetralone

被引：11

作者：

Gopishetty, Sridhar R. ^{[1
]}

Heinemann, John ^{[1
]}

Deshpande, Milind ^{[1
]}

Rosazza, John P. N. ^{[1
]}

机构：

[1] Univ Iowa, Ctr Biocatalysis & Bioproc, Iowa City, IA 52241 USA

来源：

ENZYME AND MICROBIAL TECHNOLOGY | 2007年 / 40卷 / 06期

基金：

美国国家科学基金会;

关键词：

Streptomyces griseus; naphthalene; 2-methyl-1,4-napthoquinone; biotransformations;

D O I：

10.1016/j.enzmictec.2006.11.012

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

摘要：

Streptomyces griseus NRRL 8090 catalyzed the biotransformation of naphthalene (1) to 4-hydroxy-1-tetralone (4) in good yield. The bioconversion pathway from 1 to 1-naphthol (2) and 1-tetralone (3) was surmised by feeding 2 and 3 as substrates and measuring 4 formation by gas chromatography. Tetralin and 1, 4-naphthoquinone were not biotransformed by S. griseus. 2-Methyl-1,4-naphthoquinone (5) was converted to 2-methyl-4-hydroxytetralone (6) while 2-methylnaphthalene was not a substrate for S. griseus. All products were isolated by solvent extraction, chromatographically purified and characterized by gas chromatography/mass spectrometry (GC/MS) and H-1- and C-13-NMR spectroscopy. Unlike previous work in fungi, 4 is the major naphthalene metabolite, and the pathway for S. griseus conversion of naphthalene is different. (C) 2006 Elsevier Inc. All rights reserved.

引用

页码：1622 / 1626

页数：5

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