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

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

Research output: Contribution to journalArticleResearchpeer-review

3 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 languageEnglish
Pages (from-to)1135-1144
Number of pages10
JournalChemPlusChem
Volume82
DOIs
Publication statusPublished - 4 Jul 2017

Keywords

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

Cite this

@article{fb0a7300903b43019c84239f6c48c524,
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.",
keywords = "Dynamic covalent bonds, Photo-reversible reactions, Photochemistry, Self-assembly, Thymine",
author = "Al-Shereiqi, {Ahmed S.} and Boyd, {Ben J.} and Kei Saito",
year = "2017",
month = "7",
day = "4",
doi = "10.1002/cplu.201700207",
language = "English",
volume = "82",
pages = "1135--1144",
journal = "ChemPlusChem",
issn = "2192-6506",
publisher = "Wiley-VCH Verlag GmbH & Co. KGaA",

}

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 journalArticleResearchpeer-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 -