Dioxygenolytic cleavage of aryl ether bonds: 1,2-Dihydro-1,2-dihydroxy-4-carboxybenzophenone as evidence for initial 1,2-dioxygenation in 3- and 4-carboxy biphenyl ether degradation

Engesser, Karl-HeinrichFietz, Walter H.Fischer, PeterSchulte, P.Knackmuss, Hans-Joachim2012-08-152016-03-312012-08-152016-03-311990371087139http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-76309http://elib.uni-stuttgart.de/handle/11682/2018http://dx.doi.org/10.18419/opus-2001A bacterial strain, Pseudomonas sp. POB 310, was enriched with 4-carboxy biphenyl ether as sole source of carbon and energy. Resting cells of POB 310 co-oxidize a substrate analogue, 4-carboxybenzophenone, yielding 1,2-dihydro-1,2-dihydroxy-4-carboxy-benzophenone. The ether bond of 3- and 4-carboxy biphenyl ether is cleaved analogously by initial 1,2-dioxygenation, yielding a hemiacetal which is hydrolysed to proto-catechuate and phenol. These intermediates are degraded via an ortho and meta pathway, respectively. Alternative 2,3- and 3,4-dioxygenation can be ruled out as triggering steps in carboxy biphenyl ether degradation.eninfo:eu-repo/semantics/openAccessPseudomonas , Biaryle , Phenole , Mikrobieller Abbau570Dioxygenolytic cleavage of aryl ether bonds: 1,2-Dihydro-1,2-dihydroxy-4-carboxybenzophenone as evidence for initial 1,2-dioxygenation in 3- and 4-carboxy biphenyl ether degradationarticle