Organelles often feature parameters pertinent to functions and yet responsive to biochemical stress. The electropotential across the mitochondrial membrane (ΔΨm) is a crucial mediator of cell fates. Herein we report a bioorthogonal reaction enabled fluorescence-on probing of ΔΨm alterations featuring anionic fluorescein-triphenylphosphonium diad (F-TPP), which is released via intramitochondria Staudinger reaction triggered self-immolation of o-azidomethylbenzoylated F-TPP. Compared to classical cationic mitochondria-specific dyes, F-TPP is hydrophilic and negatively charged. Effectively discerning ΔΨm changes upon diverse stress inducers, the organelle-directed bioorthogonal imaging strategy offers unprecedented choices to probe mitochondrial biology with functional molecules that are otherwise inaccessible via physiological organelle-probe affinity.
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| http://dx.doi.org/10.1021/acs.analchem.7b05465 | DOI Listing |
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