A New Infrared Probe Targeting Mitochondria via Regulation of Molecular Hydrophobicity

Herein, we developed a near-infrared (NIR) fluorescent probe for mitochondrial staining based on the NIR fluorochrome, silicon-rhodamine. The hydrophobicity of the fluorescent core was systematically modified by conjugation with 10 different commercial amines. The resulting fluorescent compounds exh...

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Bibliographic Details
Published in:Bioconjugate chemistry 2019-01, Vol.30 (1), p.210-217
Main Authors: Sung, June, Rho, Jun Gi, Jeon, Gyeong G, Chu, Yeonjeong, Min, Jun Sik, Lee, Sanghee, Kim, Jong H, Kim, Wook, Kim, Eunha
Format: Article
Language:English
Subjects:
Amines
Animals
Cancer
Cell Line
Cell Line, Tumor
Cells
Chemical compounds
Conjugation
Fluorescence
Fluorescent Dyes - chemistry
Fluorescent Dyes - pharmacology
Fluorescent indicators
HeLa Cells
Humans
Hydrophobic and Hydrophilic Interactions
Hydrophobic surfaces
Hydrophobicity
Mice
Mitochondria
Mitochondria - drug effects
Molecules
Optical Imaging
RAW 264.7 Cells
Rhodamine
Rhodamines - chemistry
Staining
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Summary:Herein, we developed a near-infrared (NIR) fluorescent probe for mitochondrial staining based on the NIR fluorochrome, silicon-rhodamine. The hydrophobicity of the fluorescent core was systematically modified by conjugation with 10 different commercial amines. The resulting fluorescent compounds exhibited similar photophysical properties but diverse hydrophobicity. We identified the optimal level of hydrophobicity associated with high mitochondrial targeting efficiency. In particular, the SiR-Mito 8 probe provided excellent mitochondrial staining and successfully differentiated the live Hep3B cancer cells from normal L02 cells in vitro.
ISSN:1043-1802
1520-4812
DOI:10.1021/acs.bioconjchem.8b00845