title: Cycloheximide and actiphenol production in Streptomyces sp. YIM56141 governed by single biosynthetic machinery featuring an acyltransferase-less type I polyketide synthase.
abstract: Cycloheximide (1) and actiphenol (2) have been isolated from numerous Streptomyces species. Cloning, sequencing, and characterization of a gene cluster from Streptomyces sp. YIM65141 now establish that 1 and 2 production is governed by single biosynthetic machinery. Biosynthesis of 1 features an acyltransferase-less type I polyketide synthase to construct its carbon backbone but may proceed via 2 as a key intermediate, invoking a provocative reduction of a phenol to a cyclohexanone moiety in natural product biosynthesis.
authors.affiliation: Department of Chemistry, ⊥Department of Molecular Therapeutics, and ¶Natural Products Library Initiative, The Scripps Research Institute , Jupiter, Florida 33458, United States.
authors.forename: Min
authors.initials: M
authors.lastname: Yin
authors.forename: Yijun
authors.initials: Y
authors.lastname: Yan
authors.forename: Jeremy R
authors.initials: JR
authors.lastname: Lohman
authors.forename: Sheng-Xiong
authors.initials: SX
authors.lastname: Huang
authors.forename: Ming
authors.initials: M
authors.lastname: Ma
authors.forename: Guang-Rong
authors.initials: GR
authors.lastname: Zhao
authors.forename: Li-Hua
authors.initials: LH
authors.lastname: Xu
authors.forename: Wensheng
authors.initials: W
authors.lastname: Xiang
authors.forename: Ben
authors.initials: B
authors.lastname: Shen
mesh_terms: D000217:Acyltransferases / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism; D003512:Cyclohexanones / Q000737:chemistry*; D003513:Cycloheximide / Q000737:chemistry* / Q000302:isolation & purification; D005798:Genes, Bacterial; D008969:Molecular Sequence Data; D015394:Molecular Structure; D005810:Multigene Family; D010636:Phenols / Q000737:chemistry*; D048630:Polyketide Synthases / Q000737:chemistry* / Q000235:genetics / Q000378:metabolism; D013302:Streptomyces / Q000737:chemistry* / Q000201:enzymology
chemical_list: D003512:Cyclohexanones; D010636:Phenols; D048630:Polyketide Synthases; D003513:Cycloheximide; D000217:Acyltransferases