Fluorescence Turn-on of Tetraphenylethylene Derivative by Transfer from Cyclodextrin to Liposomes, HeLa Cells, and E. coli

Kosuke Masuda, Riku Omokawa, Riku Kawasaki, Yuta Mise, Yousuke Ooyama, Shogo Harada, Wataru Shinoda, Atsushi Ikeda

Research output: Contribution to journalArticlepeer-review

Abstract

Herein, trimethyl-β-cyclodextrin (TMe-β-CDx) and γ-cyclodextrin (γ-CDx) could dissolve a tetraphenylethylene derivative (TPE−OH4) in water through high-speed vibration milling. The fluorescence intensity of the TMe-β-CDx−TPE−OH4 complex was much higher than that of the γ-CDx−TPE−OH4 complex, as the rotation of the central C=C double bond of TPE−OH4 after photoactivation was inhibited in a smaller TMe-β-CDx cavity in comparison with the γ-CDx cavity. In contrast, the fluorescence intensity of the γ-CDx−TPE−OH4 complex was very weak; nevertheless, it increased after the addition of liposomes due to the transfer of TPE−OH4 from the γ-CDx cavity to the lipid membrane as a “turn-on” phenomenon. Furthermore, to apply temperature sensor, it was demonstrated that the fluorescence intensity in the liposomes depended on the phase-transition temperature. By using the fluorescence turn-on phenomenon, TPE−OH4 could detect the presence of HeLa cells and E. coli by fluorescence.

Original languageEnglish
JournalChemistry - A European Journal
DOIs
Publication statusAccepted/In press - 2022

Keywords

  • cyclodextrins
  • fluorescence
  • fluorescence probes
  • host-guest systems
  • molecular dynamics

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Fluorescence Turn-on of Tetraphenylethylene Derivative by Transfer from Cyclodextrin to Liposomes, HeLa Cells, and E. coli'. Together they form a unique fingerprint.

Cite this