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Issue 21, 2007
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Pyrrolidinone-modified di- and tripeptides: highly diastereoselective preparation and investigation of their stability

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Abstract

Pyrrolidine-2,4-diones have been identified as a novel starting point for the synthesis of peptide analogues. This paper describes a method for the efficient and diastereoselective incorporation of this moiety into peptide chains to furnish di- and tripeptide analogs. The stability of these pyrrolidinone modified di- and tripeptides was found to be markedly improved when compared to that of a natural peptide. In addition, solid phase peptide synthesis employing a pyrrolidinone containing tripeptide is demonstrated.

Graphical abstract: Pyrrolidinone-modified di- and tripeptides: highly diastereoselective preparation and investigation of their stability

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Publication details

The article was received on 27 Jul 2007, accepted on 12 Sep 2007 and first published on 19 Sep 2007


Article type: Paper
DOI: 10.1039/B711349H
Citation: Org. Biomol. Chem., 2007,5, 3486-3494
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    Pyrrolidinone-modified di- and tripeptides: highly diastereoselective preparation and investigation of their stability

    M. Hosseini, D. Tanner, A. Murray and J. E. Tønder, Org. Biomol. Chem., 2007, 5, 3486
    DOI: 10.1039/B711349H

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