title: Halopicolinic acids, novel products arising through the degradation of chloro- and bromo-biphenyl by Sphingomonas paucimobilis BPSI-3.
abstract: Sphingomonas paucimobilis BPSI-3 was previously isolated from a mixed microbial consortium growing on biphenyl as the sole source of carbon and energy. Transformation of 4-chlorobiphenyl (4CBP) was demonstrated by this strain, although little or no growth was observed. In minimal salts medium supplemented with 4CBP or bromobiphenyl and dextrose, yellow coloured product(s) were rapidly formed. Gas chromatography-mass spectrometry (GC-MS) revealed single-ring N-heterocyclic compounds that were identified as halopicolinic acids. We believe this to be the first report of such compounds being formed via biological transformation of halobiphenyls. A mechanism is proposed for their formation.
authors.affiliation: School of Biological Sciences, Macquarie University, Sydney, Australia.
authors.forename: A D
authors.initials: AD
authors.lastname: Davison
authors.forename: P
authors.initials: P
authors.lastname: Karuso
authors.forename: D R
authors.initials: DR
authors.lastname: Jardine
authors.forename: D A
authors.initials: DA
authors.lastname: Veal
mesh_terms: D001673:Biodegradation, Environmental; D001713:Biphenyl Compounds / Q000378:metabolism*; D002244:Carbon / Q000378:metabolism; D004734:Energy Metabolism; D004785:Environmental Pollutants / Q000378:metabolism*; D008401:Gas Chromatography-Mass Spectrometry; D008956:Models, Chemical; D010848:Picolinic Acids / Q000302:isolation & purification* / Q000378:metabolism; D011549:Pseudomonas / Q000378:metabolism*
chemical_list: D001713:Biphenyl Compounds; D004785:Environmental Pollutants; D010848:Picolinic Acids; D002244:Carbon; C034949:4-bromobiphenyl; C006983:4-chlorobiphenyl