Issue 16, 2018
From the journal:

Chemical Communications

Cooperative 5- and 10-membered ring interactions in the 10-helix folding of oxetin homo-oligomers†

Sherif S. Ragab,ab   Ahmad F. Kassir,a   Régis Guillot, ORCID logo c   Marie-Christine Scherrmann,a   Thomas Boddaert ORCID logo a  and  David J. Aitken ORCID logo *a  

* Corresponding authors

a CP3A Organic Synthesis Group, ICMMO, UMR 8182, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 Rue Georges Clemenceau, 91405 Orsay cedex, France
E-mail: david.aitken@u-psud.fr
Fax: +33-(0)169156278
Tel: +33-(0)169153238

b Photochemistry Department, Chemical Industries Research Division, National Research Centre, Giza, Dokki, Egypt

c Services Communs, ICMMO, UMR 8182, CNRS, Université Paris-Sud, Université Paris-Saclay, 15 Rue Georges Clemenceau, 91405 Orsay cedex, France

Abstract

Homo-oligomers of the natural product oxetin (cis-3-amino-2-oxetanecarboxylic acid) were prepared and their conformational behaviour studied in solution and solid state and by molecular modelling. The predominant secondary structure was a 10-helix, propiciously stabilized by a network of 5-membered ring H-bonds implicating ring oxygens and neighboring amide hydrogen atoms.

Graphical abstract: Cooperative 5- and 10-membered ring interactions in the 10-helix folding of oxetin homo-oligomers

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Article information

DOI
https://doi.org/10.1039/C7CC09964A
Article type
Communication
Submitted
31 Dec 2017
Accepted
30 Jan 2018
First published
30 Jan 2018

Chem. Commun., 2018,54, 1968-1971

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Cooperative 5- and 10-membered ring interactions in the 10-helix folding of oxetin homo-oligomers

S. S. Ragab, A. F. Kassir, R. Guillot, M. Scherrmann, T. Boddaert and D. J. Aitken, Chem. Commun., 2018, 54, 1968 DOI: 10.1039/C7CC09964A

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