3-(4-Sulfophenyl)butyrate Degradation Pathway

3-(4-Sulfophenyl)butyrate Pathway Map

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This pathway was contributed by Urvashi Pokhriyal, University of Minnesota, BioC/MicE 5309.

Linear alkylbenzenesulfonate (LAS) is a major synthetic surfactant, which is commonly used in laundry detergents. The degradation of LAS is important because it is a source of carbon in our environment, and worldwide over 2 million tons of LAS is produced (Schleheck et al., 2010). Commercially, LAS contains a mixture of about twenty different congeners, which are degraded into compounds such as sulfophenylcarboxylates (SPCs) (Schleheck et al., 2004).

3-(4-Sulfophenyl)butyrate is degraded by Comamonas testosteroni KF-1 to 4-sulfoacetophenone and 4-sulfophenol. The initial steps in 3-(4-sulfophenyl)butyrate degradation are analogous to beta-oxidation, with the formation of a CoA ester, dehydrogenation, hydration, and oxidation (Schleheck et al., 2010). The hydrolysis of the ester to acetate and 4-sulfophenol is followed by monoxygenation to 4-sulfocatechol. Ortho ring cleavage, desulfonation, and sulfite oxidation lead to intermediary metabolites.

The following is a text-format 3-(4-sulfophenyl)butyrate degradation pathway map. 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 (10k) format.

 
         3-(4-Sulfophenyl)butyrate       
        Comamonas testosteroni KF-1            
                     |
                     |
                     | 3-(4-sulfophenyl)butyrate-CoA                                         
                     | synthetase
                     |
                     v
       3-(4-Sulfophenyl)butyrate-CoA 
                     |
                     |
                     | 3-(4-sulfophenyl)butyrate-CoA                                      
                     | dehydrogenase
                     |
                     v
    3-(4-Sulfophenyl)butyrate enoyl-CoA
                     |
                     |
                     | 3-(4-sulfophenyl)butyrate           
                     | enoyl-CoA hydratase
                     |
                     v
   3-Hydoxy-3-(4-sulfophenyl)butyryl-CoA
                     |
                     |
                     | 3-hydoxy-3-(4-sulfophenyl)-           
                     | butyryl-CoA lyase
                     |
                     v
            4-Sulfoacetophenone 
                     |
                     |
                     | 4-sulfoacetophenone
                     | monooxygenase
                     |
                     v
           4-Sulfophenol acetate 
                     |
                     |
                     | 4-sulfophenolacetate
                     | esterase
                     | 
                     v
               4-Sulfophenol 
                     |
                     |
                     |
                     v
                   to the 
               Asulam Pathway

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Page Author(s): Urvashi Pokhriyal

September 13, 2011 Contact Us

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