Spermidine as a potential biosynthetic precursor to the 1,5-diazabicyclo[4:3:0]nonene residue in the efrapeptins

Uma, MV and Balaram, P and Sudha, R (2001) Spermidine as a potential biosynthetic precursor to the 1,5-diazabicyclo[4:3:0]nonene residue in the efrapeptins. In: Journal of Peptide Research, 58 (5). pp. 375-379.

PDF Spermidine_as.pdf - Published Version Restricted to Registered users only Download (163kB) | Request a copy

Abstract

Efrapeptins are a group of microheterogeneous polypeptide antibiotics produced by the fungus Tolypocladium niveum, which are potent inhibitors of mitochondrial F1-ATPase. Efrapeptins contain an unusual 1,5-diazabicyclo[4:3:0]nonene (DBN) residue at the C-terminus. This study is driven by the hypothesis that the DBN residue could, in principle, arise by oxidative cyclization of a spermidine moiety. Electrospray ionization mass spectrometry of the peptide antibiotics 'elvapeptins' from T. niveum establishes the presence of a C-terminal spermidine residue. Conversion of elvapeptins to efrapeptins by CuCl/pyridine demonstrates the transformation of the spermidine residue to the 1,5-diazabicyclo[4:3:0]nonene system by oxidative cyclization.

Item Type:	Journal Article
Publication:	Journal of Peptide Research
Publisher:	John Wiley and Sons
Additional Information:	Copyright for this article belongs to Blackwell Publishing
Department/Centre:	Division of Biological Sciences > Molecular Biophysics Unit
Date Deposited:	20 Aug 2004
Last Modified:	10 Jan 2012 09:51
URI:	http://eprints.iisc.ac.in/id/eprint/1309

Actions (login required)

View Item