Issue 57, 2013
From the journal:

Chemical Communications

N-Triethylene glycol (N-TEG) as a surrogate for the N-methyl group: application to Sansalvamide A peptide analogs†‡

Ana I. Fernández-Llamazares,ab   Jesús García,a   Vanessa Soto-Cerrato,c   Ricardo Pérez-Tomás,c   Jan Spengler*ab  and  Fernando Albericio*abde  

* Corresponding authors

a Institute for Research in Biomedicine (IRB), Barcelona Science Park (PCB), Baldiri Reixac 10, 08028 Barcelona, Spain
E-mail: albericio@irbbarcelona.org, jan.spengler@irbbarcelona.org

b CIBER-BBN, Networking Centre on Bioengineering, Biomaterials and Nanomedicine, PCB, Baldiri Reixac 10, 08028 Barcelona, Spain

c Department of Pathology and Experimental Therapeutics, University of Barcelona, Pavelló Central, LR 5101 C/Feixa Llarga s/n, E-08907 L'Hospitalet, Spain

d Department of Organic Chemistry, University of Barcelona, Martí i Franqués 1-11, 08028 Barcelona, Spain

e School of Chemistry & Physics, University of KwaZulua-Natal, 4001 Durban, South Africa

Abstract

Here we studied the N-triethylene glycol (N-TEG) group as a surrogate for the N-Me group in Sansalvamide A peptide. The five N-TEG and N-Me analogs of this cyclic pentapeptide were synthesized, and their biological activity, lipophilicity and conformational features were compared.

Graphical abstract: N-Triethylene glycol (N-TEG) as a surrogate for the N-methyl group: application to Sansalvamide A peptide analogs

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Article information

DOI
https://doi.org/10.1039/C3CC41788C
Article type
Communication
Submitted
09 Mar 2013
Accepted
24 May 2013
First published
28 May 2013

Chem. Commun., 2013,49, 6430-6432

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N-Triethylene glycol (N-TEG) as a surrogate for the N-methyl group: application to Sansalvamide A peptide analogs

A. I. Fernández-Llamazares, J. García, V. Soto-Cerrato, R. Pérez-Tomás, J. Spengler and F. Albericio, Chem. Commun., 2013, 49, 6430 DOI: 10.1039/C3CC41788C

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