Document Detail


Argyrins, immunosuppressive cyclic peptides from myxobacteria. II. Structure elucidation and stereochemistry.
MedLine Citation:
PMID:  12374385     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
The structures of argyrins A-H were elucidated by NMR spectroscopy, chemical degradation and X-ray analysis as cyclic octapeptides. Argyrins A and B, in addition to the common amino acids tryptophan, glycine, dehydroalanine and alanine or alpha-aminobutyric acid, sarcosine, contain 2-(1-aminoethyl)thiazol-4-caboxylic acid and the novel amino acid 4'-methoxytryptophan. In argyrins C and D the latter is replaced by 4'-methoxy 2'-methyltryptophan. According to NMR analysis the solution and crystal conformations of argyrins A and B are identical in CDCl3 and slightly different in acetone-d6. Argyrins A and B are identical with the antibiotics A21459 A and B, whose structures are revised with respect to 4'-methoxytryptophan.
Authors:
Larissa Vollbrecht; Heinrich Steinmetz; Gerhard Hofle; Lukas Oberer; Grety Rihs; Günter Bovermann; Peter von Matt
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  The Journal of antibiotics     Volume:  55     ISSN:  0021-8820     ISO Abbreviation:  J. Antibiot.     Publication Date:  2002 Aug 
Date Detail:
Created Date:  2002-10-10     Completed Date:  2002-11-04     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  0151115     Medline TA:  J Antibiot (Tokyo)     Country:  Japan    
Other Details:
Languages:  eng     Pagination:  715-21     Citation Subset:  IM    
Affiliation:
GBF, Gesellschaft für Biotechnologische Forschung mbH, Abteilung Naturstoffchemie, Braunschweig, Germany.
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MeSH Terms
Descriptor/Qualifier:
Crystallography, X-Ray
Immunosuppressive Agents / chemistry*
Magnetic Resonance Spectroscopy
Molecular Conformation
Myxococcales / metabolism
Peptides, Cyclic / chemistry*
Chemical
Reg. No./Substance:
0/A21459 A; 0/A21459 B; 0/Immunosuppressive Agents; 0/Peptides, Cyclic

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