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A Bis(phenylethynyl)pyrene‐Based [3]Rotaxane as an Extremely Photostable Fluorescence Probe Suitable for Hard‐Edged Irradiation Experiments
Author(s) -
Yoshizawa Atsushi,
Inouye Masahiko
Publication year - 2018
Publication title -
chemphotochem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.13
H-Index - 18
ISSN - 2367-0932
DOI - 10.1002/cptc.201700223
Subject(s) - fluorophore , fluorescence , rotaxane , photochemistry , pyrene , chemistry , monomer , molecule , organic chemistry , polymer , optics , supramolecular chemistry , physics
Abstract Water‐soluble bis(phenylethynyl)pyrene‐based [3]rotaxanes were synthesized from a fluorescent core, two permethyl α‐cyclodextrins and two stopper molecules. The inner fluorophore was completely shielded with permethyl α‐cyclodextrin that does not interfere with the excitation or emission of the fluorophore. The system emitted only blue light attributable to monomeric pyrene under all conditions with high fluorescence quantum yields. The [3]rotaxane showed high photostability and could be excited with 405 nm light, a common laser wavelength of commercial microscopes. The [3]rotaxane was derivatized to its succinimidyl ester for labeling Lys residues of proteins. The fluorescent core was found to be stable against photoirradiation even after labeling. The [3]rotaxane‐type fluorophore may find application as a superior probe in fields such as super‐resolution microscopy and single‐molecule detection experiments in which significant photodurability is required.