2,4,5-Trichlorophenoxyacetic Acid Pathway Map

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This pathway was contributed by Brian Hill, Dartmouth College and Jiangbi Liu, University of Minnesota.

2,4,5-Trichlorophenoxyacetic acid, more commonly known as 2,4,5-T, is a widely-used herbicide. For example, it is often used as a weed killer for home lawns. It is considered to be less readily biodegradable than the analogous herbicide 2,4-D. The greater resistance to microbial metabolism likely stems from the additional chlorine substituent on the aromatic ring. However, bacteria have been identified that are capable of metabolizing 2,4,5-T (Daubaras et al., 1995).

This is a text-format 2,4,5-T degradation pathway. An organism which can initiate the pathway is 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 (14k) format.

           2,4,5-Trichlorophenoxyacetic acid
             Burkholderia cepacia AC1100
                          |      
                          |
                          | 2,4,5-trichloro-
                          | phenoxyacetic acid
                          | oxygenase
                          |
                          v
                2,4,5-Trichlorophenol + Glyoxylate -----------> Intermediary
                          |                                      Metabolism
                          |                                        (KEGG)
                          | 
                          | chlorophenol          
                          | 4-monooxygenase          
                          |                   
                          |                    
                          v                      
              2,5-Dichlorohydroquinone <------------ from the 1,2,3,4,5,6-Hexachloro-
                          |                                     cyclohexane Pathway                         
                          |
                          | chlorophenol
                          | 4-monooxygenase
                          |
                          v
           5-Chloro-1,2,4-trihydroxybenzene
                          |
                          | 
                          | 5-chloro-1,2,4-trihydroxybenzene dechlorinase
                          | 
                          |
                          v
              2-Hydroxy-1,4-benzoquinone
                          |
                          |
                          | hydroxybenzoquinone reductase
                          |
                          |
                          v
                  1,2,4-Benzenetriol <------------ from the Asulam Pathway
                          |
                          |
                          | 1,2,4-benzenetriol dioxygenase
                          | 
                          |
                          V
                    Maleylacetate
                          |
                          |
                          | maleylacetate reductase
                          |
                          |
                          v
                     3-Oxoadipate
                          |
                          |
                          |
                          |
                          v
                    Intermediary
                     Metabolism
                       (KEGG)

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Page Author(s): Brian Hill and Jiangbi Liu

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