N-Oleoyl-N-methyltaurine Pathway Map

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This pathway was contributed by Tim Bloomquist, University of Minnesota.

N-Oleoyl-N-methyltaurine is an amphoteric surfactant used in insecticides, antimicrobials, skin cream, detergents, cosmetics, paper pulping and mining industries. Although widely used, little toxicology data exists. Major environmental or toxic effects have not been observed.

N-Oleoyl-N-methyltaurine is hydrolyzed to oleate and N-methyltaurine in P. alcaligenes. Oleate can form a CoA thioester and then is subject to beta-oxidation or can be used for biosynthesis of unsaturated fatty acids, while N-methyltaurine is transported out of the cell (Denger et al., 2008). N-Methyltaurine is converted to methylamine by Alcaligenes faecalis MT1. Methylamine is then excreted from the cell. The other byproduct of the reaction, sulfoacetaldehyde, is converted to acetylphosphate and sulfite via an inducible sulfoacetaldehyde acetyltransferase. Sulfite is oxidized to sulfate in the presence of an undefined sulfite dehydrogenase with ferricyanide as the electron acceptor and is excreted from the cell. Acetylphosphate is a biochemical intermediate in metabolism (Weinitschke et al., 2006). Paracoccus denitrificans can use methylamine dehydrogenase (MADH), to oxidize methylamine to formaldehyde which is a biochemical intermediate in metabolism (Harms et al., 2001).

The following is a text-format N-oleoyl-N-methyltaurine pathway map. An organism which can initiate the pathway is given, but other organisms may also carry out later steps. This map is also available in a graphic (6K) format. Follow the links for more information on compounds or reactions.

                                      
                      N-oleoyl-N-methyltaurine
                       Pseudomonas alcaligenes
                                 |
                                 | N-oleoyl-N-methyltaurine
                                 | amidase
         +-----------------------+
         |                       |
         |                       |
         v                       v
       Oleate             N-Methyltaurine
         |           Alcaligenes faecalis MT1
         |                       |
         |                       | N-methyltaurine dehydrogenase
         v                       |
    Intermediary                 +------------------------+	
     Metabolism                  |                        |
       (KEGG)                    |                        |
                                 v                        v
                            Methylamine           Sulfoacetaldehyde
                                 |                        | 
                                 |                        | 
                                 |                        | 
                                 |                        |
                                 v                        v
                               to the                Intermediary
                             Glyphosate               Metabolism
                              Pathway                   (KEGG)

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Page Author(s): Tim Bloomquist and Michael Turnbull

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