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Issue 33, 2011
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Accessing the disallowed conformations of peptides employing amide-to-imidate modification

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Abstract

Selective modification of the C-terminal amide in peptides to dihydrooxazine (a novel stable imidate isostere) by intramolecular nucleophilic cyclo-O-alkylation of the corresponding N-(3-bromopropyl)amides results in constraining of the C-terminal residue in natively disallowed conformations both in crystals and in solution.

Graphical abstract: Accessing the disallowed conformations of peptides employing amide-to-imidate modification

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Publication details

The article was received on 14 Jun 2011, accepted on 05 Jul 2011 and first published on 20 Jul 2011


Article type: Communication
DOI: 10.1039/C1CC13515E
Chem. Commun., 2011,47, 9417-9419

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    Accessing the disallowed conformations of peptides employing amide-to-imidate modification

    D. N. Reddy, R. Thirupathi and E. N. Prabhakaran, Chem. Commun., 2011, 47, 9417
    DOI: 10.1039/C1CC13515E

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