Degradation of a nonylphenol single isomer by Sphingomonas sp. strain TTNP3 leads to a hydroxylation-induced migration product.
Sphingomonas sp. strain TTNP3 degrades 4(3',5'-dimethyl-3'-heptyl)-phenol and unidentified metabolites that were described previously. The chromatographic analyses of the synthesized reference compound and the metabolites led to their identification as 2(3',5'-dimethyl-3'-heptyl)-1,4-benzenediol. This finding indicates that the nonylphenol metabolism of this bacterium involves unconventional degradation pathways where an NIH shift mechanism occurs.
Corvini
P F X
PF
Department of Biology V, RWTH Aachen University, Aachen, Germany. Philippe.Corvini@bio5.rwth-aachen.de
Meesters
R J W
RJ
Schäffer
A
A
Schröder
H F
HF
Vinken
R
R
Hollender
J
J
D001555:Benzene Derivatives / Q000737:chemistry / Q000378:metabolism*; D001673:Biodegradation, Environmental; D008401:Gas Chromatography-Mass Spectrometry; D006900:Hydroxylation; D007536:Isomerism; D010636:Phenols / Q000737:chemistry / Q000378:metabolism*; D020578:Sphingomonas / Q000254:growth & development / Q000378:metabolism*
C492397:4-(3',5'-dimethyl 3'-heptyl)phenol; D001555:Benzene Derivatives; D010636:Phenols; C025256:nonylphenol