Mitochondria-Immobilized pH-Sensitive Off–On Fluorescent Probe

We report here a mitochondria-targetable pH-sensitive probe that allows for a quantitative measurement of mitochondrial pH changes, as well as the real-time monitoring of pH-related physiological effects in live cells. This system consists of a piperazine-linked naphthalimide as a fluorescence off–o...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2014-10, Vol.136 (40), p.14136-14142
Main Authors: Lee, Min Hee, Park, Nayoung, Yi, Chunsik, Han, Ji Hye, Hong, Ji Hye, Kim, Kwang Pyo, Kang, Dong Hoon, Sessler, Jonathan L, Kang, Chulhun, Kim, Jong Seung
Format: Article
Language:English
Subjects:
Acidification
Benzyl Compounds - chemistry
Biocompatible Materials - chemistry
Cationic
Chlorides
Conversion
Displays
Electron Transport
Environmental monitoring
Fluorescence
Fluorescent Dyes - chemistry
HeLa Cells
Humans
Hydrogen-Ion Concentration
Membrane Potential, Mitochondrial
Mitochondria - chemistry
Mitochondria - metabolism
Naphthalimides - chemistry
Organoselenium Compounds - chemistry
Physiological effects
Piperazines - chemistry
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Summary:We report here a mitochondria-targetable pH-sensitive probe that allows for a quantitative measurement of mitochondrial pH changes, as well as the real-time monitoring of pH-related physiological effects in live cells. This system consists of a piperazine-linked naphthalimide as a fluorescence off–on signaling unit, a cationic triphenylphosphonium group for mitochondrial targeting, and a reactive benzyl chloride subunit for mitochondrial fixation. It operates well in a mitochondrial environment within whole cells and displays a desirable off–on fluorescence response to mitochondrial acidification. Moreover, this probe allows for the monitoring of impaired mitochondria undergoing mitophagic elimination as the result of nutrient starvation. It thus allows for the monitoring of the organelle-specific dynamics associated with the conversion between physiological and pathological states.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja506301n