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Issue 6, 2018
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Water-induced formation of a chiral phenylalanine derivative supramolecule

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Abstract

In biological systems, chiral self-assemblies are formed in water. To understand the role of water in the formation of supramolecular chirality, an amino acid derivative, N,N-diphenylalanine-3,4,9,10-perylenetetracarboxylicdiimide (PBI-Phe), was synthesized from perylene-3,4,9,10-tetracarboxylic dianhydride and phenylalanine. PBI-Phe self-assembled into a spherical structure in pure DMSO, but into a helical fiber structure in a solution of DMSO mixed with water. Furthermore, increasing the relative amount of water included in the solution led to an increase the supramolecular chirality.

Graphical abstract: Water-induced formation of a chiral phenylalanine derivative supramolecule

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Publication details

The article was received on 27 Aug 2017, accepted on 26 Dec 2017 and first published on 02 Jan 2018


Article type: Paper
DOI: 10.1039/C7CP05845D
Citation: Phys. Chem. Chem. Phys., 2018,20, 4144-4148
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    Water-induced formation of a chiral phenylalanine derivative supramolecule

    W. Chen, Z. Zhu, C. Yin, Y. Li, Y. Liu, Y. Zhang, Y. Fan and X. Fan, Phys. Chem. Chem. Phys., 2018, 20, 4144
    DOI: 10.1039/C7CP05845D

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