Pyrrole-2-carboxylate Pathway Map

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This pathway was completed by Melissa Straffon, University of Minnesota, BioC/MicE 5309.

Pyrrole-2-carboxylate (P2C) is a 5-membered N-heterocyclic compound and is an intermediate in the breakdown of collagen and hydroxyproline and possibly also tetrapyrrole ring systems such as hemes, chlorophyll, bile pigments and corrinoids. Industrially, P2C is employed in the synthesis of various pharmaceuticals. Recently the reversible activity of P2C decarboxylase has been of interest due to CO2-fixing and the green house effect. Very little if anything is known about the toxic effects of P2C. Only the first reactions (decarboxylation and oxygenation) have been shown experimentally, the remaining steps in degradation are proposed by (Hormann, K. and Andreesen, J. (1991) Archives of Microbiology. 157:43-48.), based on the presence of 2-Oxoglutarate as an intermediate metabolite.

The following is a text-format Pyrrole-2-Carboxylate degradation pathway map. Organisms which can initiate the pathway are given, but 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 (11k) format.

       Pyrrole-2-carboxylate                      Pyrrole-2-carboxylate     
    Bacillus megaterium PYR2910              Arthrobacter strain Py1 (DSM 6386) 
          Serratia sp.                 Paracoccus denitrificans strain MK33 (DSM 6392)   
               |                               Rhodococcus strain Sedi2
               | P2C decarboxylase                Vibrio strain YC1                             
               |                                          |
               v                                          |
            Pyrrole                                       | P2C monooxygenase
                                                          |
                                                          |
                                                          v
                                            5-Hydroxypyrrole-2-carboxylate  
                                                          |
                                                          | 5-hydroxypyrrole-2-
                                                          | carboxylate tautomerase
                                                          |
                                                          v
                                       5-Oxo-4,5-dihydropyrrole-2-carboxylate
                                                          |
                                                          | 5-oxo-4,5-dihydropyrrole-
                                                          | 2-carboxylate amidase
                                                          |
                                                          v
                                            [2-Amino-4-carboxybut-2-enate] 
                                                          |
                                                          |
                                                          |
                                                          v
                                                   2-Oxoglutarate
                                                          |
                                                          |
                                                          |
                                                          |
                                                          v
                                                    Intermediary
                                                     Metabolism
                                                       (KEGG)
                                                
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Page Author(s): Melissa Straffon

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