| Epimerization and stereochemistry of avoparcin. | |
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MedLine Citation:
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PMID: 6662809 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The epimerization of avoparcin entities is discussed in some detail. The absolute stereochemistry of avoparcin is now known since the N-methyl terminal amino acid of the aglycone has been isolated and shown to exhibit negative optical rotation and hence has the R-configuration. The same amino acid has been isolated from an epimerized solution of avoparcin and found to have positive rotation and hence the S-configuration. A comparison is made of the CD curves of beta-avoparcin and epi-beta-avoparcin. Some discussion on the effect of protonation of the terminal N-methyl group on the antibacterial activity of avoparcin is included. |
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Authors:
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G A Ellestad; W Swenson; W J McGahren |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: The Journal of antibiotics Volume: 36 ISSN: 0021-8820 ISO Abbreviation: J. Antibiot. Publication Date: 1983 Dec |
Date Detail:
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Created Date: 1984-03-16 Completed Date: 1984-03-16 Revised Date: 2008-11-21 |
Medline Journal Info:
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Nlm Unique ID: 0151115 Medline TA: J Antibiot (Tokyo) Country: JAPAN |
Other Details:
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Languages: eng Pagination: 1683-90 Citation Subset: IM |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Anti-Bacterial Agents* Bacteria / drug effects Chemical Phenomena Chemistry Drug Stability Glycopeptides / toxicity Hydrogen-Ion Concentration Microbial Sensitivity Tests Stereoisomerism |
| Chemical | |
Reg. No./Substance:
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0/Anti-Bacterial Agents; 0/Glycopeptides; 37332-99-3/avoparcin |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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