Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker

Peter Vertesaljai, Iryna O. Lebedyeva, Alexander A. Oliferenko, Xin Qi, Junjie Fu, David A. Ostrov, Abdullah M. Asiri, C. Dennis Hall, Alan Katritzky

Research output: Contribution to journalArticle

1 Scopus citations

Abstract

In this work the five-step assembly of a peptidomimetic structurally resembling Prolyl-Prolyl-Proline tripeptide is reported. Proline units are mimicked by two pyrazolidine rings connected to trans-1,2-cyclopentanedicarboxylic acid. The Pro-Pro-Pro mimetic resembles a tri-l-proline unit but with increased lipophilicity and structural constraints imposed by the linker.

Original languageEnglish (US)
Pages (from-to)6653-6655
Number of pages3
JournalTetrahedron Letters
Volume56
Issue number48
DOIs
Publication statusPublished - Jul 13 2015

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Keywords

  • Coupling
  • Heterocycles
  • Peptide
  • Peptidomimetic
  • Proline

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Vertesaljai, P., Lebedyeva, I. O., Oliferenko, A. A., Qi, X., Fu, J., Ostrov, D. A., ... Katritzky, A. (2015). Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker. Tetrahedron Letters, 56(48), 6653-6655. https://doi.org/10.1016/j.tetlet.2015.09.063