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Photo‐Switchable Self‐Assemblies Based on Thymine‐Containing Bolaamphiphiles
Author(s) -
AlShereiqi Ahmed S.,
Boyd Ben J.,
Saito Kei
Publication year - 2017
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201700207
Subject(s) - thymine , chemistry , amphiphile , dynamic light scattering , covalent bond , photochemistry , transmission electron microscopy , crystallography , polymer chemistry , dna , nanotechnology , polymer , organic chemistry , copolymer , nanoparticle , materials science , biochemistry
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 [2 π+2 π] 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.