Review stapling peptides using cysteine crosslinking

Fairlie, David P. and Dantas de Araujo, Aline (2016) Review stapling peptides using cysteine crosslinking. Biopolymers, 106 6: 843-852. doi:10.1002/bip.22877

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Author Fairlie, David P.
Dantas de Araujo, Aline
Title Review stapling peptides using cysteine crosslinking
Journal name Biopolymers   Check publisher's open access policy
ISSN 1097-0282
0006-3525
Publication date 2016-11-01
Year available 2016
Sub-type Critical review of research, literature review, critical commentary
DOI 10.1002/bip.22877
Open Access Status File (Author Post-print)
Volume 106
Issue 6
Start page 843
End page 852
Total pages 10
Place of publication Hoboken, NJ, United States
Publisher John Wiley & Sons
Language eng
Abstract Stapled peptides are an emerging class of cyclic peptide molecules with enhanced biophysical properties such as conformational and proteolytic stability, cellular uptake and elevated binding affinity and specificity for their biological targets. Among the limited number of chemistries available for their synthesis, the cysteine-based stapling strategy has received considerable development in the last few years driven by facile access from cysteine-functionalized peptide precursors. Here we present some recent advances in peptide and protein stapling where the side-chains of cysteine residues are covalently connected with a range of different crosslinkers affording bisthioether macrocyclic peptides of varying topology and biophysical properties.
Keyword Chemoselective reaction
Cysteine conjugation
Macrocyclization
Peptide stapling
S-alkylation
S-arylation
Q-Index Code C1
Q-Index Status Provisional Code
Grant ID DP150104609
1027369
Institutional Status UQ

Document type: Journal Article
Sub-type: Critical review of research, literature review, critical commentary
Collections: HERDC Pre-Audit
Institute for Molecular Bioscience - Publications
 
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