Issue 5, 2012
From the journal:

Chemical Communications

β-Hairpin stabilization through an interstrand triazole bridge†

Veronica Celentano,‡a   Donatella Diana,‡a   Lucia De Rosa,a   Alessandra Romanelli,b   Roberto Fattorussoc  and  Luca Domenico D'Andrea*a  

* Corresponding authors

a Istituto di Biostrutture e Bioimmagini, CNR, Via Mezzocannone 16, Napoli, Italy
E-mail: ldandrea@unina.it
Fax: +39 081 2534574
Tel: +39 081 2536679

b Dipartimento delle Scienze Biologiche, Università di Napoli “Federico II”, Via Mezzocannone 16, Napoli, Italy

c Dipartimento di Scienze Ambientali, Seconda Università di Napoli, Via Vivaldi 46, Caserta, Italy

Abstract

β-Hairpin peptides were conformationally stabilized through a 1,4 disubstituted 1,2,3-triazole interstrand linkage. A NMR conformational analysis revealed that the β-hairpin content depends on the number and position of substituent methylene units of the 1,2,3-triazole ring. These results will allow the design of metabolically stable peptidomimetic analogs of bioactive β-hairpin peptides.

Graphical abstract: β-Hairpin stabilization through an interstrand triazole bridge

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Article information

DOI
https://doi.org/10.1039/C1CC16017F
Article type
Communication
Submitted
27 Sep 2011
Accepted
17 Nov 2011
First published
01 Dec 2011

Chem. Commun., 2012,48, 762-764

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β-Hairpin stabilization through an interstrand triazole bridge

V. Celentano, D. Diana, L. De Rosa, A. Romanelli, R. Fattorusso and L. D. D'Andrea, Chem. Commun., 2012, 48, 762 DOI: 10.1039/C1CC16017F

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