期刊
JOURNAL OF ANTIBIOTICS
卷 67, 期 6, 页码 471-477出版社
JAPAN ANTIBIOTICS RESEARCH ASSOC
DOI: 10.1038/ja.2014.16
关键词
2D NMR; chiral GC/EI-MS analysis; nucleoside antibiotic; stereochemistry; Streptomyces; structure elucidation
资金
- Cluster of Excellence ('Unifying concepts in catalysis' UniCat) - German Research Council (DFG)
The antibiotic strepturidin (1) was isolated from the microorganism Streptomyces albus DSM 40763, and its structure elucidated by spectroscopic methods and chemical degradation studies. The determination of the relative and absolute stereocenters was partially achieved using chiral GC/EI-MS analysis and microderivatization by acetal ring formation and subsequent 2D-NMR analysis of key H-1, H-1-NOESY NMR correlations and extraction of H-1, C-13 coupling constants from H-1, C-13-HMBC NMR spectra. Based on these results, a biosynthesis model was proposed.
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