Carbazole Pathway Map

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This pathway was contributed by Thanh Trinh, University of Minnesota.

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

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Page Author(s): Thanh Trinh

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