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Issue 28, 2014
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Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics

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Abstract

Growth in the field of peptide mimicry over the past few decades has resulted in the synthesis of many new compounds and the investigation of novel pharmacological agents. Azabicyclo[X.Y.0]alkanone amino acids are among the attractive classes of constrained mimics, because they can create rigid peptide structures for probing the conformation and roles of natural motifs in recognition events important for biological activity. Herein, we review the last ten years of the synthesis, conformational analysis and activity of analogs of the azabicyclo[4.3.0]alkan-2-one amino acid subclass, so-called indolizidin-2-one amino acids, with particular attention on their employment as inputs for biological applications.

Graphical abstract: Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics

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Article information


Submitted
13 Apr 2014
Accepted
22 May 2014
First published
22 May 2014

Org. Biomol. Chem., 2014,12, 5052-5070
Article type
Review Article
Author version available

Design, synthesis, conformational analysis and application of indolizidin-2-one dipeptide mimics

A. Khashper and W. D. Lubell, Org. Biomol. Chem., 2014, 12, 5052
DOI: 10.1039/C4OB00777H

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