Effects of Cyclodextrins on Intramolecular Photoinduced Electron Transfer in a Boronic Acid Fluorophore

Hiroya KANO; Daichi TANOUE; Hiroaki SHIMAOKA; Kohei KATANO; Takeshi HASHIMOTO; Hideyuki KUNUGITA; Shinkoh NANBU; Takashi HAYASHITA; Kazuhiro EMA

doi:10.2116/analsci.30.643

Original Papers

Effects of Cyclodextrins on Intramolecular Photoinduced Electron Transfer in a Boronic Acid Fluorophore

Hiroya KANO, Daichi TANOUE, Hiroaki SHIMAOKA, Kohei KATANO, Takeshi HASHIMOTO, Hideyuki KUNUGITA, Shinkoh NANBU, Takashi HAYASHITA, Kazuhiro EMA

Author information

Hiroya KANO
Department of Engineering and Applied Science, Faculty of Science and Technology, Sophia University
Daichi TANOUE
Department of Engineering and Applied Science, Faculty of Science and Technology, Sophia University
Hiroaki SHIMAOKA
Department of Engineering and Applied Science, Faculty of Science and Technology, Sophia University
Kohei KATANO
Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University
Takeshi HASHIMOTO
Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University
Hideyuki KUNUGITA
Department of Engineering and Applied Science, Faculty of Science and Technology, Sophia University
Shinkoh NANBU
Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University
Takashi HAYASHITA
Department of Materials and Life Sciences, Faculty of Science and Technology, Sophia University
Kazuhiro EMA
Department of Engineering and Applied Science, Faculty of Science and Technology, Sophia University

Keywords: Sugar recognition, time-resolved photoluminescence measurements, photoinduced electron transfer, cyclodextrin

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Supplementary material

2014 Volume 30 Issue 6 Pages 643-648

DOI https://doi.org/10.2116/analsci.30.643

Details

Abstract

An inclusion complex consisting of a boronic acid fluorophore (C1-APB) and β-cyclodextrin (β-CyD) acts as a supramolecular sugar sensor whose response mechanism is based on photoinduced electron transfer (PET) from the excited pyrene to the boronic acid. We have investigated the PET process in C1-APB/CyD complexes by using time-resolved photoluminescence (TRPL) measurements at room temperature, and have succeeded in estimating the electron-transfer time to be about 1 ns. We have also studied the effects of CyDs on the PET process by comparing two kinds of CyDs (α-CyD, β-CyD) under different water–dimethyisulfoxide (DMSO) concentration conditions. We found that the CyDs interacting with the boronic acid moiety completely inhibits PET quenching and increases the monomer fluorescence intensity.

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