Novel fermentation products from Streptomyces fradiae: X-ray crystal structure of 5-O-mycarosyltylactone and proof of the absolute configuration of tylosin.

Publisher Website
Google Scholar
Abstract
5-O-Mycarosyltylactone was isolated as a predominant factor from fermentation broths of a S. fradiae mutant. The relative configurations of mycarose and tylactone (protylonolide) were determined by X-ray crystal structure analysis. Hydrolysis of 5-O-mycarosyltylactone yielded (-)-tylactone and L-(-)-mycarose. Taken together, these 2 experiments establish the absolute configuration of (-)-tylactone. Bioconversion of (-)-tylactone to tylosin by tyl G mutants of S. fradiae proves the absolute configuration of tylosin. Physicochemical data for tylactone and a unique component piece of tylactone are also reported.

This publication has 1 reference indexed in Scilit: