Abstract

AbstractPropylproline and N‐demethyl‐lincomycin, two intermediates in lincomycin biosynthesis, were prepared in radiolabeled form. [14C]‐labeled N‐demethyl‐lincomycin was synthesized by a resting cell suspension of a lincomycin negative mutant of Streptomyces lincolnensis that was fed methylthiolincosaminide and uniformly labeled [14C]‐tyrosine. [14C]‐N‐demethyl‐lincomycin was isolated from the culture medium by ion exchange chromatography and reverse phase‐ion pair high pressure liquid chromatography. [14C]‐propylproline was generated by the base hydrolysis of [14C]‐N‐demethyl‐lincomycin and isolated by anion exchange chromatography. The products had radiochemical purities greater than 95% and specific activities of 5.9 mCi/mmole.

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