Stereoselective synthesis of conformationally constrained reverse turn dipeptide mimetics

Wei Qiu, Xuyuan Gu, Vadim A. Soloshonok, Michael D. Carducci, Victor J. Hruby

Research output: Contribution to journalArticle

72 Scopus citations

Abstract

Peptide side chains play critical roles in the event of molecular recognition. In order to study the bioactive conformation of parent peptides, a concise and straightforward five-step synthesis of [5.5]-bicyclic reverse turn dipeptide mimetic scaffolds with side chain functionality at the i + 1 and i + 2 positions has been developed. In the bicyclic structure, two dihedral angles (ψ2 and φ3) are greatly restricted.

Original languageEnglish (US)
Pages (from-to)145-148
Number of pages4
JournalTetrahedron Letters
Volume42
Issue number2
DOIs
StatePublished - Jan 8 2001

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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