Antibiotic althiomycin was totally synthesized from D-cysteine via the procedures of the coupling with sodium salt of pyrrolinone, hydroxymethylation, and the coupling with the thiazole part, successively.
A formal synthesis of althiomycin
โ Scribed by Peter L Toogood; Jessica J Hollenbeck; Huong M Lam; Li Li
- Publisher
- Elsevier Science
- Year
- 1996
- Tongue
- English
- Weight
- 206 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0960-894X
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โฆ Synopsis
Althiomycin (1) is a naturally occurring antibiotic, active against both gram-positive and gram-negative bacteria, t~ Its mechanism of action involves inhibition of protein synthesis at the peptidyltransferase stage. 2"4 Ahhiomycin is selective for prokaryotic organisms and does not inhibit protein synthesis in rabbit retieulocyte lysates. The structure of althiomycin was determined through chemical analysis, degradation studies, and Xray diffraction, t'5 Biosynthetically, althiomycin appears to be derived from the pentapeptide H~-gly-cys-sercys-gly-OH by post-translational modification, although this pathway has not been proven. ~b The organization of these residues into the tricyclic structure of althiomycin gives the molecule an are-like structure in three-
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