Keywords: Biosynthesis / Natural products / Lactones / Benzoate biosynthesis / Shikimate / Streptomyces Biosynthetic studies of γ-butyrolactones and 3-furanylcarbonyl α-L-rhamnopyranosides reveal a new mixed biosynthetic pathway which provides different types of secondary metabolites. The new γ-butyrolactone 1 is produced by Streptomyces sp. (strain GT 61150) together with (propenyl-3-furanyl)carbonyl α-L-rhamnopyranoside (2). Their structures were elucidated by chemical and spectroscopic methods. The biosynthesis of 1 and 2 was established by feeding 13 C-labelled acetate and glycerol to Streptomyces sp. and resulted in a complete labelling pattern of 1 and 2.
Im Allgemeinen wandert der am höchsten substituierte Rest und zwar unter Retention der Konfiguration am direkt involvieren C-Atom. Sterische, konformationelle und elektronische Faktoren haben einen Einfluss auf die Geschwindigkeit der Umlagerung und auf die Wanderungstendenz. [27] Auch die Art der Peroxysäure beeinflusst die Wanderungstendenz.
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