Complete dechlorination of tetrachlorohydroquinone by cell extracts of pentachlorophenol-induced Rhodococcus chlorophenolicus.
In this paper we describe the sequence of reactions leading from tetrachloro-para-hydroquinone to 1,2,4-trihydroxybenzene by inducible enzymes of Rhodococcus chlorophenolicus. Tetrachlorohydroquinone was first converted to a dichlorotrihydroxybenzene in a reaction involving both hydrolytic and reductive dechlorination; no trichlorinated intermediate was detected. Dichlorotrihydroxybenzene was subsequently reductively dechlorinated to a monochlorotrihydroxybenzene and finally to 1,2,4-trihydroxybenzene. The cell extract also catalyzed, at a lower rate, reductive dechlorination of trichlorohydroquinone, mainly to 2,3-dichlorohydroquinone. To our knowledge this is the first demonstration of reductive aromatic dechlorination by bacterial enzymes.
Apajalahti
J H
JH
Department of General Microbiology, University of Helsinki, Finland.
Salkinoja-Salonen
M S
MS
D000332:Aerobiosis; D000693:Anaerobiosis; D001711:Biotransformation; D002733:Chlorophenols / Q000494:pharmacology*; D006873:Hydroquinones / Q000378:metabolism*; D007700:Kinetics; D013058:Mass Spectrometry; D010416:Pentachlorophenol / Q000494:pharmacology*; D012240:Rhodococcus / Q000187:drug effects / Q000378:metabolism*
D002733:Chlorophenols; D006873:Hydroquinones; C044578:2,3,5,6-tetrachlorohydroquinone; D010416:Pentachlorophenol