Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.



The application of nitrogen heterocycles on mitochondrial-targeting fluorescent markers with neutral skeleton

Abstract

Four kinds of neutral fluorescent markers contained nitrogen heterocycles (quinoxaline, 1H-pyrazolo[3,4-b]pyridine, 1H-indazole and 1H-pyrrolo[2,3-b]pyridine) as targeting groups were designed and prepared in order to screen out the structural units for targeting mitochondria. Several classical fluorophores (coumarin, 1,8-Naphthalimide and Nile Red) were connected with these heterocycles via Suzuki coupling reaction. Derivatives of coumarin (dyes 1a and 2a-c) and 1,8-Naphthalimide (dyes 3a-c) were in blue-green regions, while Nile Red derivatives (dyes 1b and 4a-c) fell in the red light regions. Optical properties of classical fluorophores such as emission properties and photo stability were retained in new dyes. All of them showed low cytotoxicity. Confocal fluorescence experiments in L929 normal cells and HeLa cancer cells indicated that dyes 1a-b had dual targeting sites of mitochondria and lipid droplets. Moreover, dyes 2a-c, 3a-c and 4a-c targeted mitochondria and they were only a few mitochondria-targeting markers with neutral skeleton. Furthermore, it is found that nitrogen heterocycles with N-H bond could improve mitochondrial target ability for partial neutral fluorophores.

Back to tab navigation

Supplementary files

Article information


Accepted
28 Jun 2020
First published
29 Jun 2020

J. Mater. Chem. B, 2020, Accepted Manuscript
Article type
Paper

The application of nitrogen heterocycles on mitochondrial-targeting fluorescent markers with neutral skeleton

Y. Wang, B. Xu, R. Sun, Y. Xu and J. Ge, J. Mater. Chem. B, 2020, Accepted Manuscript , DOI: 10.1039/D0TB01377C

Social activity

Search articles by author

Spotlight

Advertisements