title: In vitro phosphinate methylation by PhpK from Kitasatospora phosalacinea.
abstract: Radical S-adenosyl-L-methionine, cobalamin-dependent methyltransferases have been proposed to catalyze the methylations of unreactive carbon or phosphorus atoms in antibiotic biosynthetic pathways. To date, none of these enzymes has been purified or shown to be active in vitro. Here we demonstrate the activity of the P-methyltransferase enzyme, PhpK, from the phosalacine producer Kitasatospora phosalacinea. PhpK catalyzes the transfer of a methyl group from methylcobalamin to 2-acetylamino-4-hydroxyphosphinylbutanoate (N-acetyldemethylphosphinothricin) to form 2-acetylamino-4-hydroxymethylphosphinylbutanoate (N-acetylphosphinothricin). This transformation gives rise to the only carbon-phosphorus-carbon linkage known to occur in nature.
authors.affiliation: School of Molecular Biosciences, College of Veterinary Medicine, Washington State University, Pullman, Washington 99164, United States.
authors.forename: Williard J
authors.initials: WJ
authors.lastname: Werner
authors.forename: Kylie D
authors.initials: KD
authors.lastname: Allen
authors.forename: Kaifeng
authors.initials: K
authors.lastname: Hu
authors.forename: Gregory L
authors.initials: GL
authors.lastname: Helms
authors.forename: Brian S
authors.initials: BS
authors.lastname: Chen
authors.forename: Susan C
authors.initials: SC
authors.lastname: Wang
mesh_terms: D001426:Bacterial Proteins / Q000737:chemistry*; D002384:Catalysis; D019175:DNA Methylation; D008780:Methyltransferases / Q000737:chemistry* / Q000378:metabolism; D009285:Naphthoquinones / Q000737:chemistry; D010721:Phosphinic Acids / Q000737:chemistry* / Q000378:metabolism; D011484:Protein-Arginine N-Methyltransferases / Q000737:chemistry* / Q000378:metabolism; D012436:S-Adenosylmethionine / Q000737:chemistry* / Q000378:metabolism; D013306:Streptomycetaceae / Q000201:enzymology*; D014805:Vitamin B 12 / Q000031:analogs & derivatives / Q000737:chemistry
chemical_list: C559199:2-acetylamino-3-chloro-1,4-naphthoquinone; D001426:Bacterial Proteins; D009285:Naphthoquinones; D010721:Phosphinic Acids; D012436:S-Adenosylmethionine; C019476:mecobalamin; D008780:Methyltransferases; C094206:P-methyltransferase; D011484:Protein-Arginine N-Methyltransferases; D014805:Vitamin B 12