fulltext.study @t Gmail

Biohydroxylation of N,N-dialkylarylamines by the isolated topsoil bacterium Bacillus megaterium

Paper ID Volume ID Publish Year Pages File Format Full-Text
18705 42735 2006 4 PDF Available
Title
Biohydroxylation of N,N-dialkylarylamines by the isolated topsoil bacterium Bacillus megaterium
Abstract

Topsoil microorganisms were screened for their acceptability of the standard substrate N,N-dimethylaniline in bacterial ‘whole-cell’ incubations. One bacterium converted N,N-dimethylaniline and was identified as Bacillus megaterium by 16S rDNA analysis and DNA/DNA-hybridization. In contrast to the well-known C-hydroxylation by liver microsomes, leading to p-hydroxylation, B. megaterium formed o- and p-monohydroxylated products, i.e. N,N-dimethyl-2-aminophenol and N,N-dimethyl-4-aminophenol, both identified by gas chromatography–mass spectrometry (GC–MS) using synthesized reference compounds. The observed hydroxylation showed slight regioselectivity in favour of the o-hydroxylated product. Two further substrates, N,N-diethylaniline and N-ethyl-N-methylaniline, were also successfully biohydroxylated by B. megaterium with corresponding regioselectivity. Interestingly, aniline, known to be transformed easily by cytochrome P-450meg into p-aminophenol, was not accepted as substrate.

Keywords
Bacillus megaterium; Biohydroxylation; N,N-Dialkylarylamines; N,N-Dialkyl-2-aminophenols; N,N-Dialkyl-4-aminophenols
First Page Preview
Biohydroxylation of N,N-dialkylarylamines by the isolated topsoil bacterium Bacillus megaterium
Publisher
Database: Elsevier - ScienceDirect
Journal: Enzyme and Microbial Technology - Volume 38, Issue 7, 2 May 2006, Pages 1013–1016
Authors
, , , ,
Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering