Oxidation of carbazole to 3-hydroxycarbazole by naphthalene 1,2-dioxygenase and biphenyl 2,3-dioxygenase.
Naphthalene 1,2-dioxygenase from Pseudomonas sp. NCIB 9816-4 and biphenyl dioxygenase from Beijerinckia sp. B8/36 oxidized the aromatic N-heterocycle carbazole to 3-hydroxycarbazole. Toluene dioxygenase from Pseudomonas putida F39/D did not oxidize carbazole. Transformations were carried out by mutant strains which oxidize naphthalene and biphenyl to cis-dihydrodiols, and with a recombinant E. coli strain expressing the structural genes of naphthalene 1,2-dioxgenase from Pseudomonas sp. NCIB 9816-4. 3-Hydroxycarbazole is presumed to result from the dehydration of an unstable cis-dihydrodiol.
Resnick
S M
SM
Department of Microbiology, College of Medicine, University of Iowa, Iowa City 52242.
Torok
D S
DS
Gibson
D T
DT
D001419:Bacteria / Q000201:enzymology* / Q000378:metabolism; D002227:Carbazoles / Q000378:metabolism*; D049308:Dioxygenases; D007506:Iron-Sulfur Proteins; D009097:Multienzyme Complexes / Q000378:metabolism*; D010084:Oxidation-Reduction; D010105:Oxygenases / Q000378:metabolism*
D002227:Carbazoles; D007506:Iron-Sulfur Proteins; D009097:Multienzyme Complexes; C041514:carbazole; C085008:3-hydroxycarbazole; D010105:Oxygenases; D049308:Dioxygenases; C038703:naphthalene dioxygenase; C074161:biphenyl-2,3-dioxygenase