Carbohydrate-derived conformationally restricted bicyclic dipeptides as potential hetero foldamer building blocks
|Title||Carbohydrate-derived conformationally restricted bicyclic dipeptides as potential hetero foldamer building blocks|
|Publication Type||Journal Article|
|Year of Publication||2012|
|Authors||Ramesh, VVE, Puranik, VG, Sanjayan, GJ|
Starting from carbohydrate precursors, hetero foldamer building blocks featuring diverse amino acid side chains and stereochemistry have been accessed via a multi-step synthetic protocol. These conformationally restricted bicyclic dipeptide building blocks are characterized by a constrained beta-lactam ring fused with a pyrrolidine ring carrying a hydroxyethylamine isostere (HEA) on the backbone. These building blocks offer the possibility of developing foldamers with interesting structural architectures, conspicuously different from those classically observed. Furthermore, such hetero-building blocks have the potential to augment the conformational space available for foldamer design with diverse backbone conformations and structural architectures. (C) 2012 Elsevier Ltd. All rights reserved.
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