Open AccessBiotransformation of 2,7-Dichloro- and 1,2,3,4-Tetrachlorodibenzo- p -Dioxin by Sphingomonas wittichii RW1
Author(s) -
Hyobong Hong,
Yoon Seok Chang,
In-Hyun Nam,
Peter Fortnagel,
Štefan Schmidt
Publication year - 2002
Publication title -
applied and environmental microbiology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.552
H-Index - 324
eISSN - 1070-6291
pISSN - 0099-2240
DOI - 10.1128/aem.68.5.2584-2588.2002
Subject(s) - biotransformation , metabolite , derivatization , strain (injury) , chemistry , trimethylsilyl , biodegradation , mass spectrometry , chromatography , gas chromatography–mass spectrometry , stereochemistry , biochemistry , organic chemistry , enzyme , biology , anatomy
Aerobic biotransformation of the diaryl ethers 2,7-dichlorodibenzo-p-dioxin and 1,2,3,4-tetrachlorodibenzo-p-dioxin by the dibenzo-p-dioxin-utilizing strain Sphingomonas wittichii RW1, producing corresponding metabolites, was demonstrated for the first time. Our strain transformed 2,7-dichlorodibenzo-p-dioxin, yielding 4-chlorocatechol, and 1,2,3,4-tetrachlorodibenzo-p-dioxin, producing 3,4,5,6-tetrachlorocatechol and 2-methoxy-3,4,5,6-tetrachlorophenol; all of these compounds were unequivocally identified by mass spectrometry both before and after N,O-bis(trimethylsilyl)-trifluoroacetamide derivatization by comparison with authentic standards. Additional experiments showed that strain RW1 formed a second metabolite, 2-methoxy-3,4,5,6-tetrachlorophenol, from the original degradation product, 3,4,5,6-tetrachlorocatechol, by methylation of one of the two hydroxy substituents.