Streptomyces Antibiotics. III. Degradation of Streptomycin to Streptobiosamine Derivatives
- 16 November 1945
- journal article
- research article
- Published by American Association for the Advancement of Science (AAAS) in Science
- Vol. 102 (2655), 506-507
- https://doi.org/10.1126/science.102.2655.506
Abstract
When streptomycin hydrochloride was treated with methanol containing HCl, the biol. activity sharply decreased. The mixture of products was separated chromatographically into streptidine hydrochloride and the amorphous hydro-chloride of a base, methyl streptobiosaminide dimethyl acetyl hydrochloride. Acetylation of the latter gave a crystalline acetyl derivative, m. p. 124.5-126[degree], [image] (CHCl3). Analytic and mol. wt. data on recrystallized material showed a composition C13H16_18NO7 (CH3CO)4 (OCH3)3, or methyl tetra-acetylstreptobiosaminide dimethyl acetyl (MTADA). Expts. indicated that streptomycin contained at least 1 carbonyl group, and that the N atom in MTADA was present as a methylamino group which signified a residual C12 structure.This publication has 5 references indexed in Scilit:
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