Uma, M. V. ; Balaram, P. ; Sudha, R. (2001) Spermidine as a potential biosynthetic precursor to the 1,5-diazabicyclo[4:3:0]nonene residue in the efrapeptins The Journal of Peptide Research, 58 (5). pp. 375-379. ISSN 1397-002X
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Official URL: http://www3.interscience.wiley.com/journal/1208306...
Related URL: http://dx.doi.org/10.1034/j.1399-3011.2001.00915.x
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: | Article |
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Source: | Copyright of this article belongs to John Wiley and Sons, Inc. |
Keywords: | Efrapeptins; Elvapeptins; Oxidative Cyclization; Spermidine |
ID Code: | 4947 |
Deposited On: | 18 Oct 2010 06:11 |
Last Modified: | 16 May 2016 15:31 |
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