Abstract
An increasingly large number of bioactive cyclic peptides have been found in nature. The enhanced biological specificity, activity, and metabolic stability of cyclopeptides, by virtue of their conformationally constrained structural feature, have attracted much attention and made these compounds extensively studied. Cyclic peptidomimetic scaffolds and templates have been widely used to assemble various spatially defined functional groups for molecular recognition and drug discovery. These efforts are complemented optimally by NMR and X-ray based structure information, and assisted by molecular modeling based structure predictive methods. Peptide cyclization also becomes an effective and commonly employed strategy for peptide modifications. During the past several decades, great effort has been made to develop more efficient methods for the synthesis of cyclic peptides and peptidomimetics, as potential drug leads and / or as models for conformational analysis. This review is aimed at highlighting nove l recently developed peptide cyclization approaches, and illustrating the profitable applications.
Keywords: peptide, peptidomimetic cyclization, solid-phase, halipeptin a, polyoxypeptin a, tolybyssidins a, aciculitins a, proteinase inhibitory activity, cyclosporin o, aureobasidin a, solid-phase synthesis
Current Organic Chemistry
Title: Current Synthetic Approaches to Peptide and Peptidomimetic Cyclization
Volume: 6 Issue: 5
Author(s): Peng Li, Peter P. Roller and Jiecheng Xu
Affiliation:
Keywords: peptide, peptidomimetic cyclization, solid-phase, halipeptin a, polyoxypeptin a, tolybyssidins a, aciculitins a, proteinase inhibitory activity, cyclosporin o, aureobasidin a, solid-phase synthesis
Abstract: An increasingly large number of bioactive cyclic peptides have been found in nature. The enhanced biological specificity, activity, and metabolic stability of cyclopeptides, by virtue of their conformationally constrained structural feature, have attracted much attention and made these compounds extensively studied. Cyclic peptidomimetic scaffolds and templates have been widely used to assemble various spatially defined functional groups for molecular recognition and drug discovery. These efforts are complemented optimally by NMR and X-ray based structure information, and assisted by molecular modeling based structure predictive methods. Peptide cyclization also becomes an effective and commonly employed strategy for peptide modifications. During the past several decades, great effort has been made to develop more efficient methods for the synthesis of cyclic peptides and peptidomimetics, as potential drug leads and / or as models for conformational analysis. This review is aimed at highlighting nove l recently developed peptide cyclization approaches, and illustrating the profitable applications.
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Cite this article as:
Li Peng, Roller P. Peter and Xu Jiecheng, Current Synthetic Approaches to Peptide and Peptidomimetic Cyclization, Current Organic Chemistry 2002; 6 (5) . https://dx.doi.org/10.2174/1385272024604970
DOI https://dx.doi.org/10.2174/1385272024604970 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
Chemistry and Biology of Carbohydrates
Carbohydrates are one of the most abundant natural products and are considered to be extremely important biomolecules for their ever-increasing impact on chemistry and biology. Their role in several important biological processes, notably energy storage, transport, modulation of protein function, intercellular adhesion, malignant transformation, signal transduction, viral, and bacterial cell ...read more
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