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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.

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Official URL: http://onlinelibrary.wiley.com/doi/10.1034/j.1399-...

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
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.ernet.in/id/eprint/1309

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