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
(10K) format.
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
Page Author(s): Thanh Trinh
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