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Issue 59, 2019
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Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies

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Abstract

Benzene-1,3,5-tricarboxamide monomers derived from alkyl esters of tryptophan (BTA Trp) self-assemble into helices with an inner threefold hydrogen bond network surrounded by a second network involving the indole N–H groups. As a consequence of this extra stabilization of its helical assemblies, BTA Trp forms more viscous solutions than a range of ester and alkyl BTAs.

Graphical abstract: Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies

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Article information


Submitted
20 May 2019
Accepted
27 Jun 2019
First published
27 Jun 2019

Chem. Commun., 2019,55, 8548-8551
Article type
Communication

Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies

G. Basuyaux, A. Desmarchelier, G. Gontard, N. Vanthuyne, J. Moussa, H. Amouri, M. Raynal and L. Bouteiller, Chem. Commun., 2019, 55, 8548
DOI: 10.1039/C9CC03906F

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