Issue 47, 2006
From the journal:

Chemical Communications

Synthesis and structural characterisation as 12-helix of the hexamer of a β-amino acid tethered to a pyrrolidin-2-one ring†

Ileana Menegazzo,a   Alexander Fries,a   Stefano Mammi,*a   Roberta Galeazzi,b   Gianluca Martelli,b   Mario Orena*b  and  Samuele Rinaldib  

* Corresponding authors

a Dipartimento di Scienze Chimiche, Università di Padova, ICB-CNR, Via Marzolo 1, I-35131 Padova, Italy
E-mail: stefano.mammi@unipd.it
Fax: +39 049 8275239
Tel: +39 049 8275293

b Dipartimento di Scienze dei Materiali e della Terra, Università Politecnica delle Marche, Via Brecce Bianche, I-60131 Ancona, Italy
E-mail: m.orena@univpm.it
Fax: +39 071 2204714
Tel: +39 071 2204720

Abstract

Starting from (3S,4R,1′S)-3-amino-2-oxo-1-[1′-(4-methoxyphenylethyl)]pyrrolidine carboxylic acid (2), the first synthesis of a β-foldamer containing pyrrolidin-2-one rings is described, whose 12-helix conformation is assigned by NMR analysis and confirmed by molecular dynamics (MD) simulations.

Graphical abstract: Synthesis and structural characterisation as 12-helix of the hexamer of a β-amino acid tethered to a pyrrolidin-2-one ring

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Article information

DOI
https://doi.org/10.1039/B612071G
Article type
Communication
Submitted
22 Aug 2006
Accepted
20 Sep 2006
First published
10 Oct 2006

Chem. Commun., 2006, 4915-4917

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Synthesis and structural characterisation as 12-helix of the hexamer of a β-amino acid tethered to a pyrrolidin-2-one ring

I. Menegazzo, A. Fries, S. Mammi, R. Galeazzi, G. Martelli, M. Orena and S. Rinaldi, Chem. Commun., 2006, 4915 DOI: 10.1039/B612071G

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