Tetraphenylene-Coated Near-Infrared Benzoselenodiazole Dye: AIE Behavior, Mechanochromism, and Bioimaging

Fengying Ye; Yuhong Liu; Jianhua Chen; Sheng Hua Liu; Wenbo Zhao; Jun Yin

doi:10.1021/acs.orglett.9b02292

Tetraphenylene-Coated Near-Infrared Benzoselenodiazole Dye: AIE Behavior, Mechanochromism, and Bioimaging

Org Lett. 2019 Sep 20;21(18):7213-7217. doi: 10.1021/acs.orglett.9b02292. Epub 2019 Aug 20.

Authors

Fengying Ye¹, Yuhong Liu², Jianhua Chen¹, Sheng Hua Liu¹, Wenbo Zhao², Jun Yin¹

Affiliations

¹ Key Laboratory of Pesticide and Chemical Biology, Ministry of Education; Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis; International Joint Research Center for Intelligent Biosensing Technology and Health; College of Chemistry , Central China Normal University , Wuhan 430079 , P.R. China.
² National and Local Joint Engineering Research, Center of Biomedical Functional Materials, Jiangsu Key Laboratory of Bio-functional Materials, School of Chemistry and Materials Science , Nanjing Normal University , Nanjing 210023 , P.R. China.

PMID: 31429582
DOI: 10.1021/acs.orglett.9b02292

Abstract

A D-π-A-π-D type of tetraphenylene-coating benzoselenodiazole fluorescence dye with near-infrared emission has been designed and constructed. This dye shows an obvious aggregation-induced-emission behavior. In the solid state, it exhibits a reversible mechanochromism with the changes of near-infrared emission. Furthermore, this dye can be used to track the lysosomes of living cells and images in vivo.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Azoles / chemistry*
Benzene Derivatives / chemistry*
Fluorescent Dyes / chemical synthesis
Fluorescent Dyes / chemistry*
Humans
Infrared Rays
MCF-7 Cells
Molecular Structure
Optical Imaging*
Selenium / chemistry*
Selenium Compounds / chemistry*
Spectrometry, Fluorescence

Substances

Azoles
Benzene Derivatives
Fluorescent Dyes
Selenium Compounds
benzoselenodiazole
Selenium