Carbazole (CAR), a heterocyclic aromatic compound containing a dibenzopyrrole system, is produced during coal gasification and in cigarette smoke. Coal tar produced at high temperature contains an average of 1.5% carbazole. Several thousand tons of carbazole are produced each year from coal tar and crude oil. It is used widely in synthesis of dyes, pharmaceuticals, and plastics and is a suspected carcinogen. This pathway was proposed based on the identification of metabolites and the comparison with other aromatic compound degradative pathways such as biphenyl and naphthalene (Sato et al., 1997).
The following is a text-format Carbazole pathway map.
Organisms which can initiate the pathway are given, but the other
organisms may also carry out later steps. Follow the links for more
information on compounds or reactions. This map is also available in graphic
Carbazole Pseudomonas sp. CA10 Pseudomonas stutzeri OM1 Sphingomonas sp. CB3 Escherichia coli | | | carbazole 1,9a- | dioxygenase | v 2'-Aminobiphenyl-2,3-diol | | | 2'-aminobiphenyl-2,3- | diol 1,2-dioxygenase | | v 2-Hydroxy-6-oxo-6- (2'-aminophenyl)-hexa-2E,4Z-dienoate | | | 2-hydroxy-6-oxo-6-(2'-aminophenyl)- | hexa-2E,4Z-dienoate hydrolase | v 2-Hydroxypenta- + 2-Aminobenzoate 2,4-dienoate | | | | | | | | | | | v v to the to the Toluene pathway 2-Aminobenzoate pathway
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