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Disulfonated naphthalenes are more resistant to biodegradation. However, Pigmentiphaga daeguensis ASL4 (formerly Moxaxella) can completely metabolize two such compounds (sulfonated at the 1,6 and 2,6 positions) (Wittich et al., 1988), and Pigmentiphaga sp. NDS-2 can metabolize the 2,6 compound (Uchihashi et al., 2003), to gentisate, a well-known intermediary metabolite.
The following is a text-format anaerobic naphthalenesulfonate family 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 (9k) format.
Naphthalene-1,6- Naphthalene-2,6- Naphthalene-1- Naphthalene-2- disulfonate disulfonate sulfonate sulfonate Pigmentiphaga Pigmentiphaga Pseudomonas Pseudomonas daeguensis ASL4 daeguensis ASL4 sp. C22 sp. C22, A3 | Pigmentiphaga sp. NDS-2 | | | | | | | naphthalene- | naphthalene- | naphthalene- | naphthalene- | disulfonate | disulfonate | sulfonate | sulfonate | 1,2-dioxygenase | 1,2-dioxygenase | 1,2-dioxygenase | 1,2-dioxygenase \ / \ / \ / \ / \ / \ / v v v v 1,2-Dihydroxynaphthalene 1,2-Dihydroxynaphthalene 6-sulfonate | | | | 1,2-dihydroxynaphthalene- | | 6-sulfonate | | 1,8a-dioxygenase | | | | | v v (Z)-4-(2-hydroxy-5-sulfonatophenyl)- to the 2-oxo-3-butenoate Naphthalene | Pathway | | A v | | v 5-Sulfosalicylate | | | 5-sulfosalicylate | monooxygenase | | v Gentisate | | | | | | v Intermediary Metabolism (KEGG)
Page Author(s): Ryan McLeish
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