ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Development and photo-properties and intracellular behavior of visible-light-responsive molecule localizing to organelles of living cell

Kosei Shioji, Masashi Ozaki, Kasumi Kasai, Hidefumi Iwashita, Noriyoshi Nagahora, and Kentaro Okuma

Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan

E-mail: shioji@fukuoka-u.ac.jp

Received: 19 September 2022  Accepted: 18 January 2023

Abstract:

Visible-light-responsive azobenzene derivative in which a functional group having cell membrane permeability and a fluorophore were bonded was synthesized. This compound localized to the hydrophobic part in the lipid membrane of the liposome, and when the light corresponding to the transition absorption of azobenzene was irradiated, morphological change of the liposome was observed. When this compound was loaded into living cells, this molecule localized to the lysosome and when irradiated with light of the same wavelength caused cell death. These observed changes are thought to be due to photoisomerization of azobenzene derivatives.

Graphical abstract

Keywords: Azobenzene; Photo-isomerization; Liposome; Morhological change; Cell death

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-023-02685-8

Chemical Papers 77 (6) 3025–3034 (2023)