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 Citation (Scopus)

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
StatePublished - Jul 13 2015

Fingerprint

Cyclopentanes
Proline
Peptidomimetics
Acids
prolyl-proline

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

Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker. / Vertesaljai, Peter; Lebedyeva, Iryna O.; Oliferenko, Alexander A.; Qi, Xin; Fu, Junjie; Ostrov, David A.; Asiri, Abdullah M.; Dennis Hall, C.; Katritzky, Alan.

In: Tetrahedron Letters, Vol. 56, No. 48, 13.07.2015, p. 6653-6655.

Research output: Contribution to journalArticle

Vertesaljai, P, Lebedyeva, IO, Oliferenko, AA, Qi, X, Fu, J, Ostrov, DA, Asiri, AM, Dennis Hall, C & Katritzky, A 2015, 'Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker', Tetrahedron Letters, vol. 56, no. 48, pp. 6653-6655. https://doi.org/10.1016/j.tetlet.2015.09.063
Vertesaljai, Peter ; Lebedyeva, Iryna O. ; Oliferenko, Alexander A. ; Qi, Xin ; Fu, Junjie ; Ostrov, David A. ; Asiri, Abdullah M. ; Dennis Hall, C. ; Katritzky, Alan. / Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker. In: Tetrahedron Letters. 2015 ; Vol. 56, No. 48. pp. 6653-6655.
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AU - Fu, Junjie

AU - Ostrov, David A.

AU - Asiri, Abdullah M.

AU - Dennis Hall, C.

AU - Katritzky, Alan

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