Isocarbophos Pathway Map

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This pathway was contributed by Sujana Mittapalli, University of Minnesota.

Isocarbophos (O-2-isopropoxycarbonylphenyl O-methyl phosphoramidothioate) is a widely-used organophosphorous insecticide and acaricide. It persists in the environment and is moderately toxic, thus its biodegradation pathway is of interest (Li et al., 2009).

Arthrobacter sp. scl-2 can use iscarbophos as its sole source of carbon and phosphorous for growth. The first step in the pathway is hydrolysis of the O-methyl phosphoramidothioate moietry by an organophosphorous hydrolase (Wang, J.F. et al., The degradation effects of a Pseudomonas hydrolase OPHC2 to organophosphorus insecticides. Phosphorus Sulfur Silicon Relat. Elem, 183:804-810, 2008) to produce isopropyl salicylate. The isopropyl ester is next hydrolyzed to produce salicylate, a common, readily degraded, bacterial metabolic intermediate (Li et al., 2009).

The following is a text-format isocarbophos 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 (5k) format.

                                               Isocarbophos
                                              Arthrobacter sp.
                                                   scl-2
                                                     |
                                                     |
                                                     | isocarbophos
                                                     | phosphodiesterase
                                                     |
                                                     v
                                            Isopropyl salicylate
                                                     |
                                                     |
                                                     | isopropyl
                                                     | salicylate esterase
                                                     |
                                                     v
                                                 Salicylate
                                                     |
                                                     |
                                                     |
                                                     |
                                                     |
                                                     v
                                                   to the
                                                Naphthalene
                                                  Pathway


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Page Author(s): Sujana Mittapalli

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