Aborycin – A Tricyclic 21-Peptide Antibiotic Isolated fromStreptomyces griseoflavus

✍ Scribed by Potterat, Olivier ;Stephan, Holger ;Metzger, Jörg W. ;Gnau, Volker ;Zähner, Hans ;Jung, Günther

• Book ID: 102366374
• Publisher: John Wiley and Sons
• Year: 1994
• Tongue: English
• Weight: 266 KB
• Volume: 1994
• Category: Article
• ISSN: 0947-3440
• DOI: 10.1002/jlac.199419940716

✦ Synopsis

Abstract

The screening for growth inhibitors against Bacillus subtilis revealed a peptide antibiotic produced by Streptomyces griseoflavus TÜ 4072. Very high yields of the antibiotic named aborycin were obtained by cultivation in a medium containing soybean meal and sucrose. Isolation from the mycelium was carried out by a combination of extraction and gel chromatography. Preparative HPLC yielded the uniform antibiotic. The structure elucidation was based on GC amino acid analysis on a chiral phase, automated Edman degradation, electrospray tandem mass spectrometry and two‐dimensional NMR (TOCSY, ROESY, HSQC, HMBC). Aborycin represents a 21‐peptide that is cyclized from the side chain of Asp^9^ to the N‐terminus of Cys^1^. Two disulfide bonds Cys^1^ to Cys^13^ and Cys^7^ to Cys^19^ form a tricyclic structure consisting exclusively of protein amino acids. The peptide antibiotic aborycin was found to be identical with a HIV protease inhibitor isolated recently from Streptomyces SP 9440. magnified image