Abstract
A new octaketide named fogacin (1) was isolated from Streptomyces sp. (strain Tü 6319). Furthermore two shunt metabolites, SEK4b (2) and anhydroSEK4b (3), were detected and identified as non-enzymatically cyclized products of polyketide intermediates built during the biosynthesis of actinorhodin. SEK4b (2) as well as anhydroSEK4b (3) were previously described as metabolites of genetically engineered strains.
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Riedlinger J, Tarkka MT, Schrey SD, Hampp R, Kapur M, Fiedler H-P . Auxofuran, a novel metabolite stimulating growth of fly agaric, produced by the mycorrhiza helper bacterium Streptomyces AcH 505. Appl Environ Microbiol (in press)
Fiedler H-P . Biosynthetic capacities of actinomycetes. 1. Screening for secondary metabolites by HPLC and UV-visible absorbance spectral libraries. Nat Prod Lett 2: 119–128 ( 1993)
Fu H, Hopwood DA, Khosla C . Engineered biosynthesis of novel polyketides: evidence for temporal, but not regiospecific, control of cyclization of an aromatic polyketide precursor. Chem Biol 1: 205–210 ( 1994)
Petersen F, Zähner H, Metzger JW, Freund S, Hummel R-P . Germicidin, an autoregulative germination inhibitor of Streptomyces viridochromogenes NRRL B-1551. J Antibiot 46: 1126–1134 ( 1993)
Xiang L, Kalaitzis JA, Moore BS . EncM, a versatile enterocin biosynthetic enzyme involved in Favorskii oxidative rearrangement, aldol condensation and heterocycle-forming reactions. PNAS 101: 15609–15614 ( 2004)
Taguchi T, Ebizuka Y, Hopwood DA, Ichinose K . Identification of a novel shunt product produced by a disruptant of the actVI-ORFA gene involved in the biosynthesis of actinorhodin in Streptomyces coelicolor A3(2). Tetrahedron Lett 41: 5253–5256 ( 2000)
Taguchi T, Itou K, Ebizuka Y, Malpartida F, Hopwood DA, Surti CM, Booker-Milburn KI, Stephenson GR, Ichinose K . Chemical characterisation of disruptants of the Streptomyces coelicolor A3(2) actVI genes involved in actinorhodin biosynthesis. J Antibiot 53: 144–152 ( 2000)
Lee TS, Khosla C, Tang Y . Orthogonal protein interactions in spore pigment producing and antibiotic producing polyketide synthases. J Antibiot 58: 663–666 ( 2005)
Shen B, Summers RG, Wendt-Pienkowski E, Hutchinson CR . The Streptomyces glaucescens tcmKL polyketide synthase and tcmN polyketide cyclase gene govern the size and shape of aromatic polyketides. J Am Chem Soc 117: 6811–6821 ( 1995)
Bindseil KU, Hug P, Peter HP, Petersen F, Roggo BE . Balmoralmycin, a new angucyclinone, and two related biosynthetic shunt products containing a novel ring system. J Antibiot 48: 457–461 ( 1995)
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Art. No. 36 in 'Biosynthetic Capacities of Actinomycetes'. Art. No. 35: See ref. 1.
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Radzom, M., Zeeck, A., Antal, N. et al. Fogacin, a Novel Cyclic Octaketide Produced by Streptomyces Strain Tü 6319 . J Antibiot 59, 315–317 (2006). https://doi.org/10.1038/ja.2006.45
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DOI: https://doi.org/10.1038/ja.2006.45
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