A novel pH fluorescent probe based on indocyanine for imaging of living cells

Weifen Niu; Ming Nan; Li Fan; Man Shing Wong; Shaomin Shuang; Chuan Dong

doi:10.1016/j.dyepig.2015.11.027

A novel pH fluorescent probe based on indocyanine for imaging of living cells

Weifen Niu, Ming Nan, Li Fan, Man Shing Wong, Shaomin Shuang, Chuan Dong^*

^*Corresponding author for this work

Department of Chemistry

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

25 Citations (Scopus)

Abstract

In this paper, we report a novel pH fluorescent probe, 1,1-dimethyl-2-((E)-2-(pyridin-4-yl)vinyl)-1H-benzo[e]indole (PVBI), for imaging in living cells via ethylene bridging of indole derivatives and pyridine. The pH titration indicated that the probe exhibits sensitive pH-dependent behavior with pK_a 3.87 and responded linearly and rapidly to minor pH fluctuations within the range of 3.0-4.6 (linear coefficient of 0.9968). Thus PVBI could be potentially useful for quantitative determination of pH within the acidic window. Also, PVBI displays a notably large Stokes shift of 93 nm which could effectively reduce the excitation interference. Moreover, PVBI possesses highly selective response to H⁺ over various metal ions, good photostability and excellent reversibility. The confocal laser scanning microscope images for PVBI diffusing into cells in real-time and detection of pH in living cells were achieved successfully, suggesting the probe has excellent cell membrane permeability and could be applied to monitor pH fluctuations in living cells.

Original language	English
Pages (from-to)	224-231
Number of pages	8
Journal	Dyes and Pigments
Volume	126
DOIs	https://doi.org/10.1016/j.dyepig.2015.11.027
Publication status	Published - 1 Mar 2016

Scopus Subject Areas

Chemical Engineering(all)
Process Chemistry and Technology

User-Defined Keywords

Cellular imaging
Confocal laser scanning microscope
Extreme acidity
Indocyanine
Membrane permeability
pH fluorescent probe

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10.1016/j.dyepig.2015.11.027

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title = "A novel pH fluorescent probe based on indocyanine for imaging of living cells",

abstract = "In this paper, we report a novel pH fluorescent probe, 1,1-dimethyl-2-((E)-2-(pyridin-4-yl)vinyl)-1H-benzo[e]indole (PVBI), for imaging in living cells via ethylene bridging of indole derivatives and pyridine. The pH titration indicated that the probe exhibits sensitive pH-dependent behavior with pKa 3.87 and responded linearly and rapidly to minor pH fluctuations within the range of 3.0-4.6 (linear coefficient of 0.9968). Thus PVBI could be potentially useful for quantitative determination of pH within the acidic window. Also, PVBI displays a notably large Stokes shift of 93 nm which could effectively reduce the excitation interference. Moreover, PVBI possesses highly selective response to H+ over various metal ions, good photostability and excellent reversibility. The confocal laser scanning microscope images for PVBI diffusing into cells in real-time and detection of pH in living cells were achieved successfully, suggesting the probe has excellent cell membrane permeability and could be applied to monitor pH fluctuations in living cells.",

keywords = "Cellular imaging, Confocal laser scanning microscope, Extreme acidity, Indocyanine, Membrane permeability, pH fluorescent probe",

author = "Weifen Niu and Ming Nan and Li Fan and Wong, {Man Shing} and Shaomin Shuang and Chuan Dong",

note = "Funding Information: This work was supported by the National Natural Science Foundation of China (No. 21475080 and 21575084 ), the Hundred Talent Program of Shanxi Province , Shanxi Province Scholarship Council of China and Natural Science Foundation of Chongqing Municipal Education Commission (No. KJ1401210 ).",

year = "2016",

month = mar,

day = "1",

doi = "10.1016/j.dyepig.2015.11.027",

language = "English",

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pages = "224--231",

journal = "Dyes and Pigments",

issn = "0143-7208",

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T1 - A novel pH fluorescent probe based on indocyanine for imaging of living cells

AU - Niu, Weifen

AU - Nan, Ming

AU - Fan, Li

AU - Wong, Man Shing

AU - Shuang, Shaomin

AU - Dong, Chuan

N1 - Funding Information: This work was supported by the National Natural Science Foundation of China (No. 21475080 and 21575084 ), the Hundred Talent Program of Shanxi Province , Shanxi Province Scholarship Council of China and Natural Science Foundation of Chongqing Municipal Education Commission (No. KJ1401210 ).

PY - 2016/3/1

Y1 - 2016/3/1

N2 - In this paper, we report a novel pH fluorescent probe, 1,1-dimethyl-2-((E)-2-(pyridin-4-yl)vinyl)-1H-benzo[e]indole (PVBI), for imaging in living cells via ethylene bridging of indole derivatives and pyridine. The pH titration indicated that the probe exhibits sensitive pH-dependent behavior with pKa 3.87 and responded linearly and rapidly to minor pH fluctuations within the range of 3.0-4.6 (linear coefficient of 0.9968). Thus PVBI could be potentially useful for quantitative determination of pH within the acidic window. Also, PVBI displays a notably large Stokes shift of 93 nm which could effectively reduce the excitation interference. Moreover, PVBI possesses highly selective response to H+ over various metal ions, good photostability and excellent reversibility. The confocal laser scanning microscope images for PVBI diffusing into cells in real-time and detection of pH in living cells were achieved successfully, suggesting the probe has excellent cell membrane permeability and could be applied to monitor pH fluctuations in living cells.

AB - In this paper, we report a novel pH fluorescent probe, 1,1-dimethyl-2-((E)-2-(pyridin-4-yl)vinyl)-1H-benzo[e]indole (PVBI), for imaging in living cells via ethylene bridging of indole derivatives and pyridine. The pH titration indicated that the probe exhibits sensitive pH-dependent behavior with pKa 3.87 and responded linearly and rapidly to minor pH fluctuations within the range of 3.0-4.6 (linear coefficient of 0.9968). Thus PVBI could be potentially useful for quantitative determination of pH within the acidic window. Also, PVBI displays a notably large Stokes shift of 93 nm which could effectively reduce the excitation interference. Moreover, PVBI possesses highly selective response to H+ over various metal ions, good photostability and excellent reversibility. The confocal laser scanning microscope images for PVBI diffusing into cells in real-time and detection of pH in living cells were achieved successfully, suggesting the probe has excellent cell membrane permeability and could be applied to monitor pH fluctuations in living cells.

KW - Cellular imaging

KW - Confocal laser scanning microscope

KW - Extreme acidity

KW - Indocyanine

KW - Membrane permeability

KW - pH fluorescent probe

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U2 - 10.1016/j.dyepig.2015.11.027

DO - 10.1016/j.dyepig.2015.11.027

M3 - Journal article

AN - SCOPUS:84954440684

SN - 0143-7208

VL - 126

SP - 224

EP - 231

JO - Dyes and Pigments

JF - Dyes and Pigments

ER -

A novel pH fluorescent probe based on indocyanine for imaging of living cells

Abstract

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