title: Involvement of an octose ketoreductase and two acyltransferases in the biosynthesis of paulomycins.
abstract: C-4 hydroxyethyl branched octoses have been observed in polysaccharides of several genera of gram negative bacteria and in various antibiotics produced by gram positive bacteria. The C-4 hydroxyethyl branch was proposed to be converted from C-4 acetyl branch by an uncharacterized ketoreduction step. Paulomycins (PAUs) are glycosylated antibiotics with potent inhibitory activity against gram positive bacteria and are structurally defined by its unique C-4' hydroxyethyl branched paulomycose moiety. A novel aldo-keto-reductase, Pau7 was characterized as the enzyme catalyzing the stereospecific ketoreduction of 7'-keto of PAU E (1) to give the C-4' hydroxyethyl branched paulomycose moiety of PAU F (2). An acyltransferase Pau6 further decorates the C-4' hydroxyethyl branch of paulomycose moiety of 2 by attaching various fatty acyl chains to 7'-OH to generate diverse PAUs. In addition, another acyltransferase Pau24 was proposed to be responsible for the 13-O-acetylation of PAUs.
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China.
authors.forename: Jine
authors.initials: J
authors.lastname: Li
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China.
authors.forename: Min
authors.initials: M
authors.lastname: Wang
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China.|University of Chinese Academy of Sciences, Beijing, 110039, China.
authors.forename: Yong
authors.initials: Y
authors.lastname: Ding
authors.affiliation: QiLu University of Technology, Jinan, Shandong Province, 250353,China.
authors.forename: Yue
authors.initials: Y
authors.lastname: Tang
authors.affiliation: QiLu University of Technology, Jinan, Shandong Province, 250353,China.
authors.forename: Zhiguo
authors.initials: Z
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Microbial Resources, Institute of Microbiology, Chinese Academy of Sciences, Beijing 100101, China.
authors.forename: Yihua
authors.initials: Y
authors.lastname: Chen
mesh_terms: D000217:Acyltransferases / Q000096:biosynthesis / Q000737:chemistry* / Q000627:therapeutic use; D000900:Anti-Bacterial Agents / Q000096:biosynthesis / Q000737:chemistry* / Q000627:therapeutic use; D002690:Chlamydia Infections / Q000188:drug therapy / Q000382:microbiology; D053138:Cyclohexenes / Q000737:chemistry; D004187:Disaccharides / Q000096:biosynthesis / Q000737:chemistry; D006094:Gram-Positive Bacteria / Q000187:drug effects* / Q000472:pathogenicity; D010088:Oxidoreductases / Q000096:biosynthesis / Q000737:chemistry; D011134:Polysaccharides / Q000096:biosynthesis / Q000737:chemistry* / Q000627:therapeutic use; D013306:Streptomycetaceae / Q000737:chemistry
chemical_list: D000900:Anti-Bacterial Agents; D053138:Cyclohexenes; D004187:Disaccharides; D011134:Polysaccharides; C055555:paulomycin E; C055556:paulomycin F; D010088:Oxidoreductases; D000217:Acyltransferases