Issue 8, 2007
From the journal:

Chemical Communications

Promoting helicity in carbohydrate-containing foldamers through long-range hydrogen bonds†

David Rodríguez-Lucena,a   Juan M. Benito,b   Carmen Ortiz Mellet*a  and  José M. García Fernández*b  

* Corresponding authors

a Departamento de Química Orgánica, Facultad de Química, Universidad de Sevilla, Apartado 553, Spain
E-mail: mellet@us.es
Fax: +34 954624960
Tel: +34 954551519

b Instituto de Investigaciones Químicas, CSIC, Américo Vespucio 49, Isla de la Cartuja, Spain
E-mail: jogarcia@iiq.csic.es
Fax: +34-954460565
Tel: +34-954489559

Abstract

A sensor system to probe the propensity of carbohydrates to induce helical structures through long-range hydrogen bonds, based on a C2-symmetric xylylene bis(thiourea) arrangement, is reported; the formation of intermolecular complexes with benzoate anion promotes helix uncoiling, the free energy of the process being related to helix stability.

Graphical abstract: Promoting helicity in carbohydrate-containing foldamers through long-range hydrogen bonds

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Article information

DOI
https://doi.org/10.1039/B614294J
Article type
Communication
Submitted
02 Oct 2006
Accepted
08 Nov 2006
First published
27 Nov 2006

Chem. Commun., 2007, 831-833

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Promoting helicity in carbohydrate-containing foldamers through long-range hydrogen bonds

D. Rodríguez-Lucena, J. M. Benito, C. O. Mellet and J. M. García Fernández, Chem. Commun., 2007, 831 DOI: 10.1039/B614294J

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