title: Biosynthetic origin of butyrolactol A, an antifungal polyketide produced by a marine-derivedStreptomyces.
abstract: Butyrolactol A is an antifungal polyketide ofStreptomycesbearing an uncommontert-butyl starter unit and a polyol system in which eight hydroxy/acyloxy carbons are contiguously connected. Except for its congener butyrolactol B, there exist no structurally related natural products to date. In this study, inspired by our previous genomic analysis, incorporation of13C- and2H-labeled precursors into butyrolactol A was investigated. Based on the labeling pattern and sequencing analytical data, we confirmed that thetert-butyl group is derived from valine and itsC-methylation with methionine and the polyol carbons are derived from a glycolysis intermediate, possibly hydroxymalonyl-ACP.
authors.affiliation: Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.
authors.forename: Enjuro
authors.initials: E
authors.lastname: Harunari
authors.affiliation: Biological Resource Center, National Institute of Technology and Evaluation (NBRC), 2-5-8 Kazusakamatari, Kisarazu, Chiba 292-0818, Japan.
authors.forename: Hisayuki
authors.initials: H
authors.lastname: Komaki
authors.affiliation: Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama 939-0398, Japan.
authors.forename: Yasuhiro
authors.initials: Y
authors.lastname: Igarashi
keywords: Streptomyces; biosynthesis; butyrolactol; contiguous polyol; hydroxymalonyl-ACP; polyketide; tert-butyl