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Preparation and purification of [ 14 C] labeled N‐demethyl lincomycin and propylproline from [ 14 C] tyrosine
Author(s) -
Hausknecht E. C.,
Wolf H. J.
Publication year - 1987
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580240304
Subject(s) - lincomycin , chemistry , chromatography , ion chromatography , high performance liquid chromatography , tyrosine , hydrolysis , ion exchange , biochemistry , ion , antibiotics , organic chemistry
Propylproline and N‐demethyl‐lincomycin, two intermediates in lincomycin biosynthesis, were prepared in radiolabeled form. [ 14 C]‐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 [ 14 C]‐tyrosine. [ 14 C]‐N‐demethyl‐lincomycin was isolated from the culture medium by ion exchange chromatography and reverse phase‐ion pair high pressure liquid chromatography. [ 14 C]‐propylproline was generated by the base hydrolysis of [ 14 C]‐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.