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

作者：Reddy Damodara N; Thirupathi Ravula; Prabhakaran Erode N^*

来源：Chemical Communications, 2011, 47(33): 9417-9419.

DOI：10.1039/c1cc13515e

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.

• 出版日期2011