The ratiometric fluorescent probe with high quantum yield for quantitative imaging of intracellular pH

Bo Lin; Li Fan; Zhou Ying; Jinyin Ge; Xueli Wang; Tongxin Zhang; Chuan Dong; Shaomin Shuang; Ricky M S Wong

doi:10.1016/j.talanta.2019.120279

The ratiometric fluorescent probe with high quantum yield for quantitative imaging of intracellular pH

Bo Lin, Li Fan, Zhou Ying, Jinyin Ge, Xueli Wang, Tongxin Zhang, Chuan Dong, Shaomin Shuang^*, Ricky M S Wong^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

26 Citations (Scopus)

Abstract

Intracellular pH, especially cytoplasmic pH (~7.2) plays a crucial role in cell functions and metabolism. A ratiometric fluorescent probe namely, 6-(2-(benzothiazol-2-yl)vinyl)naphthalen-2-ol (BTNO) was facilely synthesized by the condensation of 6-hydroxy-2-naphthaldehyde and 2-methylbenzothiazole. BTNO exhibited a remarkable ratiometric emission (F₄₅₆/F₅₂₆) enhancement in response to a pH change with a linear range of pH = 9.50–7.00 and a pKa value of 7.91 ± 0.03, which is desirable for measuring and monitoring the cytoplasmic pH fluctuations. In addition, because of the high fluorescence quantum yield of BTNO (Φ = 0.88 in DMSO and 0.61 in water relative to quinine sulfate solution in 0.1 M H₂SO₄), the interferences of the probe on the physiological functions could be greatly reduced. This could also provide enhanced measurement sensitivity. The successful demonstration of BTNO in detecting and monitoring the intracellular pH changes in live HeLa cells via a ratiometric approach confirmed that BTNO held a practical potential in biomedical research.

Original language	English
Article number	120279
Journal	Talanta
Volume	208
Early online date	19 Aug 2019
DOIs	https://doi.org/10.1016/j.talanta.2019.120279
Publication status	Published - 1 Feb 2020

Scopus Subject Areas

Analytical Chemistry

User-Defined Keywords

Fluorescent probe
High quantum yield
pH imaging
Ratiometric

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10.1016/j.talanta.2019.120279

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title = "The ratiometric fluorescent probe with high quantum yield for quantitative imaging of intracellular pH",

abstract = "Intracellular pH, especially cytoplasmic pH (~7.2) plays a crucial role in cell functions and metabolism. A ratiometric fluorescent probe namely, 6-(2-(benzothiazol-2-yl)vinyl)naphthalen-2-ol (BTNO) was facilely synthesized by the condensation of 6-hydroxy-2-naphthaldehyde and 2-methylbenzothiazole. BTNO exhibited a remarkable ratiometric emission (F456/F526) enhancement in response to a pH change with a linear range of pH = 9.50–7.00 and a pKa value of 7.91 ± 0.03, which is desirable for measuring and monitoring the cytoplasmic pH fluctuations. In addition, because of the high fluorescence quantum yield of BTNO (Φ = 0.88 in DMSO and 0.61 in water relative to quinine sulfate solution in 0.1 M H2SO4), the interferences of the probe on the physiological functions could be greatly reduced. This could also provide enhanced measurement sensitivity. The successful demonstration of BTNO in detecting and monitoring the intracellular pH changes in live HeLa cells via a ratiometric approach confirmed that BTNO held a practical potential in biomedical research.",

keywords = "Fluorescent probe, High quantum yield, pH imaging, Ratiometric",

author = "Bo Lin and Li Fan and Zhou Ying and Jinyin Ge and Xueli Wang and Tongxin Zhang and Chuan Dong and Shaomin Shuang and Wong, {Ricky M S}",

note = "Funding Information: We are gratefully for the financial supports of the National Natural Science Foundation of China (No. 21675135, 21874087 and 21575084), the Shanxi Scholarship Council of China (2017 Key-1). Talents Project and General Research Fund (GRF) (HKBU 12301317) by the Research Grant Council of Hong Kong. We also appreciate Lanqi Huang, Di Xu and Wu Chun from Hong Kong Baptist University, Hong Kong for assisting us on performing experiments.",

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T1 - The ratiometric fluorescent probe with high quantum yield for quantitative imaging of intracellular pH

AU - Lin, Bo

AU - Fan, Li

AU - Ying, Zhou

AU - Ge, Jinyin

AU - Wang, Xueli

AU - Zhang, Tongxin

AU - Dong, Chuan

AU - Shuang, Shaomin

AU - Wong, Ricky M S

N1 - Funding Information: We are gratefully for the financial supports of the National Natural Science Foundation of China (No. 21675135, 21874087 and 21575084), the Shanxi Scholarship Council of China (2017 Key-1). Talents Project and General Research Fund (GRF) (HKBU 12301317) by the Research Grant Council of Hong Kong. We also appreciate Lanqi Huang, Di Xu and Wu Chun from Hong Kong Baptist University, Hong Kong for assisting us on performing experiments.

PY - 2020/2/1

Y1 - 2020/2/1

N2 - Intracellular pH, especially cytoplasmic pH (~7.2) plays a crucial role in cell functions and metabolism. A ratiometric fluorescent probe namely, 6-(2-(benzothiazol-2-yl)vinyl)naphthalen-2-ol (BTNO) was facilely synthesized by the condensation of 6-hydroxy-2-naphthaldehyde and 2-methylbenzothiazole. BTNO exhibited a remarkable ratiometric emission (F456/F526) enhancement in response to a pH change with a linear range of pH = 9.50–7.00 and a pKa value of 7.91 ± 0.03, which is desirable for measuring and monitoring the cytoplasmic pH fluctuations. In addition, because of the high fluorescence quantum yield of BTNO (Φ = 0.88 in DMSO and 0.61 in water relative to quinine sulfate solution in 0.1 M H2SO4), the interferences of the probe on the physiological functions could be greatly reduced. This could also provide enhanced measurement sensitivity. The successful demonstration of BTNO in detecting and monitoring the intracellular pH changes in live HeLa cells via a ratiometric approach confirmed that BTNO held a practical potential in biomedical research.

AB - Intracellular pH, especially cytoplasmic pH (~7.2) plays a crucial role in cell functions and metabolism. A ratiometric fluorescent probe namely, 6-(2-(benzothiazol-2-yl)vinyl)naphthalen-2-ol (BTNO) was facilely synthesized by the condensation of 6-hydroxy-2-naphthaldehyde and 2-methylbenzothiazole. BTNO exhibited a remarkable ratiometric emission (F456/F526) enhancement in response to a pH change with a linear range of pH = 9.50–7.00 and a pKa value of 7.91 ± 0.03, which is desirable for measuring and monitoring the cytoplasmic pH fluctuations. In addition, because of the high fluorescence quantum yield of BTNO (Φ = 0.88 in DMSO and 0.61 in water relative to quinine sulfate solution in 0.1 M H2SO4), the interferences of the probe on the physiological functions could be greatly reduced. This could also provide enhanced measurement sensitivity. The successful demonstration of BTNO in detecting and monitoring the intracellular pH changes in live HeLa cells via a ratiometric approach confirmed that BTNO held a practical potential in biomedical research.

KW - Fluorescent probe

KW - High quantum yield

KW - pH imaging

KW - Ratiometric

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The ratiometric fluorescent probe with high quantum yield for quantitative imaging of intracellular pH

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