title: Carboxyl formation from methyl via triple hydroxylations by XiaM in xiamycin A biosynthesis.
abstract: The P450 enzyme XiaM was identified as a candidate to form the C-24 carboxyl group in xiamycin A (1). Alteration of medium composition led to the discovery of four new compounds from the ΔxiaM and the ΔxiaK (encoding an aromatic ring hydroxylase) mutants. Biotransformation experiments revealed that XiaM was capable of converting a methyl group to a carboxyl group through diol and aldehyde intermediates.
authors.affiliation: CAS Key Laboratory of Marine Bio-resources Sustainable Utilization , RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301, China.
authors.forename: Qingbo
authors.initials: Q
authors.lastname: Zhang
authors.forename: Huixian
authors.initials: H
authors.lastname: Li
authors.forename: Sumei
authors.initials: S
authors.lastname: Li
authors.forename: Yiguang
authors.initials: Y
authors.lastname: Zhu
authors.forename: Guangtao
authors.initials: G
authors.lastname: Zhang
authors.forename: Haibo
authors.initials: H
authors.lastname: Zhang
authors.forename: Wenjun
authors.initials: W
authors.lastname: Zhang
authors.forename: Rong
authors.initials: R
authors.lastname: Shi
authors.forename: Changsheng
authors.initials: C
authors.lastname: Zhang
mesh_terms: D001189:Aryl Hydrocarbon Hydroxylases; D065702:Cytochrome P-450 CYP2B6; D003577:Cytochrome P-450 Enzyme System / Q000378:metabolism*; D004926:Escherichia coli / Q000235:genetics / Q000378:metabolism; D006900:Hydroxylation; D006899:Mixed Function Oxygenases / Q000378:metabolism; D010089:Oxidoreductases, N-Demethylating; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013302:Streptomyces / Q000737:chemistry / Q000235:genetics* / Q000378:metabolism
chemical_list: D012717:Sesquiterpenes; C556785:xiamycin; D003577:Cytochrome P-450 Enzyme System; D006899:Mixed Function Oxygenases; D001189:Aryl Hydrocarbon Hydroxylases; D065702:Cytochrome P-450 CYP2B6; D010089:Oxidoreductases, N-Demethylating