Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles

Ahmed S. Al-Shereiqi; Ben J. Boyd; Kei Saito

doi:10.1002/cplu.201700207

Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles

Ahmed S. Al-Shereiqi, Ben J. Boyd, Kei Saito

Research output: Contribution to journal › Article › Research › peer-review

4 Citations (Scopus)

Abstract

The photoswitching of photosensitive bolaamphiphiles based on thymine was investigated. Topochemical principles were applied to create light-responsive supra-amphiphiles by the utilisation of dynamic covalent bonds created by the photo-dimerisation of a DNA base, thymine. In order to induce the photo-dimerisation of thymine, two bolaamphiphilic molecules were designed and synthesised to meet the required [2π+2π] photo-cycloaddition conditions. The amphiphiles were synthesised with different spacers and their photo-reversibility and morphologies were studied by using UV/Vis, NMR and infrared spectroscopy, rheometry, dynamic light scattering and transmission electron microscopy.

Original language	English
Pages (from-to)	1135-1144
Number of pages	10
Journal	ChemPlusChem
Volume	82
DOIs	https://doi.org/10.1002/cplu.201700207
Publication status	Published - 4 Jul 2017

Keywords

Dynamic covalent bonds
Photo-reversible reactions
Photochemistry
Self-assembly
Thymine

Access to Document

10.1002/cplu.201700207

Link to publication in Scopus

Cite this

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title = "Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles",

abstract = "The photoswitching of photosensitive bolaamphiphiles based on thymine was investigated. Topochemical principles were applied to create light-responsive supra-amphiphiles by the utilisation of dynamic covalent bonds created by the photo-dimerisation of a DNA base, thymine. In order to induce the photo-dimerisation of thymine, two bolaamphiphilic molecules were designed and synthesised to meet the required [2π+2π] photo-cycloaddition conditions. The amphiphiles were synthesised with different spacers and their photo-reversibility and morphologies were studied by using UV/Vis, NMR and infrared spectroscopy, rheometry, dynamic light scattering and transmission electron microscopy.",

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