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Stoffwechselprodukte von Mikroorganismen 221. Mitteilung . (3 S , 8 E )‐1,3‐Dihydroxy‐8‐decen‐5‐on, ein Stoffwechselprodukt von Streptomyces fimbriatus (M ILLARD und B URR 1926)
Author(s) -
KellerSchierlein Walter,
Wuthier Damian,
Drautz Hannelore
Publication year - 1983
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19830660425
Subject(s) - chemistry , metabolite , stereochemistry , streptomyces , chirality (physics) , decane , strain (injury) , bacteria , microbiology and biotechnology , organic chemistry , biochemistry , genetics , chiral symmetry breaking , physics , quantum mechanics , nambu–jona lasinio model , biology , quark , medicine
(3 S , 8 E )‐1,3‐Dihydroxy‐8‐decen‐5‐one, a Metabolite of Streptomyces fimbriatus (M ILLARD and B URR 1926) From the cultures of Streptomyces fimbriatus , strain Tü 2335, the title compound 1 was isolated by solvent extraction, chromatography, and distillation. Its constitution was determined by spectroscopic investigations of 1 and some of its derivatives, and the chirality by transformation to ( R )‐1,3‐isopropylidenedioxy‐decane ( 12 ); a reference sample of the latter was prepared from ( R )‐methyl 3‐hydroxydecanoate ( 10 ). In the equilibrium mixture the keto form 1 predominates the two hemiacetals 2a and 2b . Compound 1 is inactive against bacteria, yeasts and fungi.