Design and synthesis of oligoamide-based double α-helix mimetics

Oleg V. Kulikov, Sam Thompson, Hai Xu, Christopher D. Incarvito, Richard T.W. Scott, Ishu Saraogi, Laura Nevola, Andrew D. Hamilton

Research output: Contribution to journalArticle

Abstract

An extensive series of bis-oligobenzamides and bis-oligopyridylamides have been efficiently prepared and studied by X-ray analysis and computational methods. A modular synthesis led to double α-helix mimics bearing between two and ten branched side-chains. The inter-helix angle and distance can be tuned by varying the length and rigidity of the spacer, thereby reproducing the recognition domains of a range of super-secondary structures.

Original languageEnglish (US)
Pages (from-to)3433-3445
Number of pages13
JournalEuropean Journal of Organic Chemistry
Issue number17
DOIs
StatePublished - Jun 2013

Keywords

  • Amides
  • Helical structures
  • Hydrogen bonds
  • Peptidomimetics
  • Synthesis design

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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    Kulikov, O. V., Thompson, S., Xu, H., Incarvito, C. D., Scott, R. T. W., Saraogi, I., Nevola, L., & Hamilton, A. D. (2013). Design and synthesis of oligoamide-based double α-helix mimetics. European Journal of Organic Chemistry, (17), 3433-3445. https://doi.org/10.1002/ejoc.201300363