Isolation, Structural Elucidation, and Biosynthesis of the Signaling Molecules SRBs that Induce Antibiotic Production in Streptomyces rochei

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  • 放線菌Streptomyces rocheiの抗生物質生産を誘導するシグナル分子SRBの単離・構造決定および生合成

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<p>Novel signaling molecule(s) that induce lankacidin and lankamycin production in Streptomyces rochei were extracted from the culture filtrate and purified by Sephadex LH20 and silica gel chromatography with the help of bioassay using a mutant of srrX (afsA homolog in S. griseus). ESI-MS analysis indicated the presence of two active components, SRB1 and SRB2, and their molecular formulae were established to be C15H24O5and C16H26O5, respectively. Based on extensive NMR analysis, SRB1 and SRB2 were determined to be 2-(1’-hydroxyl-6’-oxo-8’-methylnonyl)-3-methyl-4-hydroxybut-2-en-1,4-olide and 2-(1’-hydroxyl-6’-oxo-8’-methyldecyl)-3-methyl-4-hydroxybut-2-en-1,4-olide, respectively. These structures were finally confirmed by chemical synthesis, and the absolute configuration of C-1’ was determined to be R. The synthetic 1’R-isomers induced production of lankacidin and lankamycin at around 40 nM concentration. Thus, SRB1 and SRB2 are distinct from the well-known 2,3-disubstituted g-butyrolactone molecules such as A-factor, virginia butanolide, and SCB1. Several possible genes for SRB biosynthesis were found around srrX (orf85) on a linear plasmid pSLA2-L; an NAD-dependent dehydrogenase gene srrG (orf81), a phosphatase gene srrP(orf83), a P450 monooxygenase gene srrO (orf84), and a thioesterase gene srrH(orf86). We characterized the functional of SrrO involved in SRB biosynthesis, which will be described in this paper.</p>

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Details 詳細情報について

  • CRID
    1390845702294017408
  • NII Article ID
    130007723013
  • DOI
    10.24496/tennenyuki.58.0_poster56
  • ISSN
    24331856
  • Text Lang
    ja
  • Article Type
    journal article
  • Data Source
    • JaLC
    • CiNii Articles
    • KAKEN
  • Abstract License Flag
    Disallowed

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