Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups. Issue 15 (23rd March 2016)

• Record Type: Journal Article
• Authors: Burslem, George M.; Kyle, Hannah F.; Prabhakaran, Panchami; Breeze, Alexander L.; Edwards, Thomas A.; Warriner, Stuart L.; Nelson, Adam; Wilson, Andrew J.
• Is Part Of: Organic & biomolecular chemistry. Volume 14:Issue 15(2016)
• Page Start: 3782
• Page End: 3786
• Publication Date: 2016-03-23
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c6ob00078a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : New routes are developed to allow introduction of sensitive side-chains and synthesis of challenging proteomimetic sequences. Abstract : α-Helix proteomimetics represent an emerging class of ligands that can be used to inhibit an array of helix mediated protein–protein interactions. Within this class of inhibitor, aromatic oligobenzamide foldamers have been widely and successfully used. This manuscript describes alternative syntheses of these compounds that can be used to access mimetics that are challenging to synthesize using previously described methodologies, permitting access to compounds functionalized with multiple sensitive side chains and accelerated library assembly through late stage derivatisation.