Sunznzary. UV:, 1R.-and NMR.-spectra of the antibiotic granaticin and several of its derivatives and degradation products are discussed. The spectroscopic properties agree with the formula XX for the antibiotic, which was fully elucidated by an X-ray structural analysis (see following communication)
Stoffwechselprodukte von Mikroorganismen. 178. Mitteilung. Die Avilamycine A und C: Chemischer Abbau und spektroskopische Untersuchungen
✍ Scribed by Walter Keller-Schierlein; William Heilman; W. David Ollis; Christopher Smith
- Publisher
- John Wiley and Sons
- Year
- 1979
- Tongue
- German
- Weight
- 879 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0018-019X
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✦ Synopsis
Hydrolysis and methanolysis of Avilamycin C yielded a series of mono‐ and oligosaccharide‐like products, which were, with one exception, identical with degradation products of flambamycin. Instead of evalose (6‐deoxy‐3‐methyl‐D‐mannose), a building stone of Flambamycin and Everninomicin B, evermicose (2, 6‐dideoxy‐3‐methyl‐D‐mannose) was identified as a constituent of the Avilamycins. This sugar was known as a degradation product of the Everninomicins C and D. From the degradation results a structure of Avilamycin A was postulated which differs from that of Flambamycin only by the lack of a hydroxyl group in position 2 of the evalose residue. This hypothesis was confirmed by a careful ^1^H‐ and ^13^C‐NMR. study.
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