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

doi:10.1016/j.tetlet.2015.09.063

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 journal › Article › peer-review

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 language	English (US)
Pages (from-to)	6653-6655
Number of pages	3
Journal	Tetrahedron Letters
Volume	56
Issue number	48
DOIs	https://doi.org/10.1016/j.tetlet.2015.09.063
State	Published - Jul 13 2015

Keywords

Coupling
Heterocycles
Peptide
Peptidomimetic
Proline

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2015.09.063

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title = "Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker",

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.",

keywords = "Coupling, Heterocycles, Peptide, Peptidomimetic, Proline",

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T1 - Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker

AU - Vertesaljai, Peter

AU - Lebedyeva, Iryna O.

AU - Oliferenko, Alexander A.

AU - Qi, Xin

AU - Fu, Junjie

AU - Ostrov, David A.

AU - Asiri, Abdullah M.

AU - Dennis Hall, C.

AU - Katritzky, Alan

PY - 2015/7/13

Y1 - 2015/7/13

N2 - 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.

AB - 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.

KW - Coupling

KW - Heterocycles

KW - Peptide

KW - Peptidomimetic

KW - Proline

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DO - 10.1016/j.tetlet.2015.09.063

M3 - Article

AN - SCOPUS:84955214233

SN - 0040-4039

VL - 56

SP - 6653

EP - 6655

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 48

ER -

Mimicking a proline tripeptide with pyrazolidines and a cyclopentane linker

Abstract

Keywords

ASJC Scopus subject areas

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