101. β-Naphthothiazolium-based ratiometric fluorescent probe with ideal pKa for pH imaging in mitochondria of living cells.
- Author
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Lin, Bo, Wei, Yanan, Hao, Yanan, E, Shuang, Shu, Yang, and Wang, Jianhua
- Subjects
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INTRAMOLECULAR charge transfer , *MITOCHONDRIA , *STOKES shift , *DNA probes , *CELL imaging - Abstract
The weakly alkaline microenvironment (pH ~8.0) in mitochondria plays a vital role in maintaining its morphology and function. Thus monitoring mitochondrial pH (pH mito) is of great significance. Herein, a ratiometric fluorescent probe (ENBT) for pHmito imaging in mitochondria of living cells is reported. pH variation closely correlates to intramolecular charge transfer (ICT) from naphthol to β-naphthothiazolium. ENBT exhibits a remarkable decrease on ratiometric fluorescence at λ em1 /λ em2 = F 595 / F 700 in response to pH variation within 6.30–9.29. In addition, ENBT has an ideal p K a value of 7.94 ± 0.08, which is advantageous in accurate sensing of pH mito. Moreover, ENBT has a Stokes shift of >150 nm, which effectively eliminates the potential interference from the excitation irradiation. ENBT shows excellent capability for specific staining of mitochondria with low cytotoxicity, which is most suitable for pH mito imaging in live cells. The probe was applied for monitoring pH mito variation in mitochondria of live cells caused by H 2 O 2 , NAC (N-Acetyl- l -cysteine), NH 4 Cl, carbonyl cyanide m-chlorophenyl hydrazone (CCCP) and lactate/pyruvate. The morphological alterations of mitochondria in living cells after treatment by CCCP were further evaluated. [Display omitted] • A ratiometric fluorescent probe (ENBT) is developed for pH imaging based on ICT. • ENBT exhibits near infrared as well as ratiometric emission at F 595 / F 700. • ENBT shows an ideal p K a of 7.94 ± 0.08 to match the mitochondrial pH (~8.0). • ENBT exhibits large Stokes shifts (167/197 nm at pH 4.42/11.40). [ABSTRACT FROM AUTHOR]
- Published
- 2021
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