4.6 Article

Design, synthesis, and conformational analysis of 3-cyclo-butylcarbamoyl hydantoins as novel hydrogen bond driven universal peptidomimetics

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 4, Pages 521-525

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7ob02680c

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Funding

  1. Politecnico di Milano
  2. Universita degli Studi di Milano

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A collection of systematically substituted 3-cyclo-butylcarbamoyl hydantoins was synthesized by a regioselective multicomponent domino process followed by easy coupling reactions. Calculations, NMR studies and X-ray analysis show that these scaffolds are able to project their side chains similar to common secondary structures, such as the alpha-helix and beta-turn, with favourable enthalpic and entropic profiles.

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