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 |
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Pages (from-to) | 1135-1144 |
Number of pages | 10 |
Journal | ChemPlusChem |
Volume | 82 |
DOIs | |
Publication status | Published - 4 Jul 2017 |
Keywords
- Dynamic covalent bonds
- Photo-reversible reactions
- Photochemistry
- Self-assembly
- Thymine
Cite this
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Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles. / Al-Shereiqi, Ahmed S.; Boyd, Ben J.; Saito, Kei.
In: ChemPlusChem, Vol. 82, 04.07.2017, p. 1135-1144.Research output: Contribution to journal › Article › Research › peer-review
TY - JOUR
T1 - Photo-Switchable Self-Assemblies Based on Thymine-Containing Bolaamphiphiles
AU - Al-Shereiqi, Ahmed S.
AU - Boyd, Ben J.
AU - Saito, Kei
PY - 2017/7/4
Y1 - 2017/7/4
N2 - 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.
AB - 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.
KW - Dynamic covalent bonds
KW - Photo-reversible reactions
KW - Photochemistry
KW - Self-assembly
KW - Thymine
UR - http://www.scopus.com/inward/record.url?scp=85021750041&partnerID=8YFLogxK
U2 - 10.1002/cplu.201700207
DO - 10.1002/cplu.201700207
M3 - Article
VL - 82
SP - 1135
EP - 1144
JO - ChemPlusChem
JF - ChemPlusChem
SN - 2192-6506
ER -