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Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups.


ABSTRACT: ?-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.

SUBMITTER: Burslem GM 

PROVIDER: S-EPMC4839272 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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Synthesis of highly functionalized oligobenzamide proteomimetic foldamers by late stage introduction of sensitive groups.

Burslem George M GM   Kyle Hannah F HF   Prabhakaran Panchami P   Breeze Alexander L AL   Edwards Thomas A TA   Warriner Stuart L SL   Nelson Adam A   Wilson Andrew J AJ  

Organic & biomolecular chemistry 20160401 15


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 sensiti  ...[more]

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