Purification and Structural Determination of SCB1, a γ-Butyrolactone That Elicits Antibiotic Production inStreptomyces coelicolor A3(2)*

By Eriko Takano, T. Nihira, Y. Hara, Joanna J. Jones, C. Gershater, Y. Yamada, M. Bibb. Journal of Biological Chemistry, 2000

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Early stationary phase culture supernatants ofStreptomyces coelicolor A3(2) contained at least four small diffusible signaling molecules that could elicit precocious antibiotic synthesis in the producing strain. The compounds were not detected in exponentially growing cultures. One of these compounds, SCB1, was purified to homogeneity and shown to be a γ-butyrolactone of structure (2R,3R,1′R)-2-(1′-hydroxy-6-methylheptyl)-3-hydroxymethylbutanolide. Bioassays of chemically synthesized SCB1, and of its purified stereoisomers, suggest that SCB1 acts in a highly specific manner to elicit the production of both actinorhodin and undecylprodigiosin, the two pigmented antibiotics made by S. coelicolor.

Subfields: Molecular Biology, Organic Chemistry, Pharmacology

View Paper: https://www.semanticscholar.org/paper/8a6cdbe9eb12f9bdeb7b38584ffdb39b976ae7a4

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