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

Reddy, Damodara N and Thirupathi, Ravula and Prabhakaran, Erode N (2011) Accessing the disallowed conformations of peptides employing amide-to-imidate modification. In: Chemical Communications, 47 (33). pp. 9417-9419.

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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.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 16 Sep 2011 09:11
Last Modified: 16 Sep 2011 09:11
URI: http://eprints.iisc.ernet.in/id/eprint/40563

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