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Preparation method and application of physiological pH (potential of hydrogen) sensing dinuclear ruthenium complex

A technology of ruthenium complexes and bridging ligands is applied in the fields of fluorescent sensors and bio-inorganic chemistry, which can solve the problems of rare application of ruthenium-based metal complexes, and achieve the effects of stable structure and easy operation.

Inactive Publication Date: 2017-02-01
BEIJING NORMAL UNIVERSITY
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Problems solved by technology

Ruthenium-based metal complexes with protonatable / deprotonatable pH-tunable attractive ground-state and excited-state photophysical / photochemical properties, better photostability and visible-light excitation than pure organic pH probes advantages, but the application of ruthenium-based metal complexes reported in the literature in sensing intracellular physiological pH is extremely rare (R.Wang, C.Yu, F.Yu, L.Chen, Molecular fluorescent probes for monitoring pH changes in living cells, Trends in Analytical Chemistry, 2010,.29, 1004.)

Method used

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  • Preparation method and application of physiological pH (potential of hydrogen) sensing dinuclear ruthenium complex
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  • Preparation method and application of physiological pH (potential of hydrogen) sensing dinuclear ruthenium complex

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Embodiment 1

[0025] Embodiment one, the preparation of ruthenium complex

[0026] 1.1 Preparation of Ligand HL:

[0027] Ligand HL was prepared according to the route shown in the following formula:

[0028]

[0029] Add 150mg pyrazino[2,3-f][1,10]phenanthroline-2-carboxylic acid, 112mg 1,10-phenanthroline-5,6-diamine, and 22g polyphosphoric acid into 25mL three ports Bottle, nitrogen protection, mechanical stirring to mix evenly. Heating to 120°C first, then raising the temperature to 190°C for 7 hours, the mixture changed from red transparent to dark green. Cool to room temperature under the protection of nitrogen, and pour the obtained viscous liquid into ice water to obtain a light yellow-green precipitate, which is neutralized with ammonia water, and the color of the precipitate deepens. The precipitate was collected by suction filtration, washed with water and Soxhlet extraction with methanol, and vacuum dried to obtain 139 mg (57.4%) of HL as a solid. Infrared spectrum (KBr, ...

Embodiment 2

[0032] Embodiment two, the influence of pH change on the ultraviolet-visible absorption spectrum and photoluminescence spectrum of the Britton-Roberson (BR) buffer solution of ruthenium complex

[0033] The ultraviolet-visible absorption spectrum was measured on a UV-2600 ultraviolet-visible spectrophotometer, and the BR buffer solution was used as a reference solution during the measurement. Fluorescence emission spectra were measured on a Cary Eclipse fluorescence spectrophotometer. The quantum efficiency of luminescence is obtained by ruthenium terpyridine [Ru(bpy) 3 ] 2+ as a standard (Φ std =0.028), the measured concentration is 1.0×10 -6 mol / L [Ru(bpy) 3 ] 2+ The UV-visible absorption spectrum and emission spectrum of the aqueous solution, read the absorbance A at 468nm of the UV-visible absorption spectrum std and the integrated intensity I of the emission spectrum std , according to formula (1):

[0034] Φ=Φ std (A std / A)(I / I std ) (1)

[0035] Φ and Φ st...

Embodiment 3

[0037] Embodiment three, the mensuration of unknown water sample pH

[0038] Take a certain amount of unknown water sample, add sodium chloride to it to a concentration of 0.1M, and add a quantitative complex to make the concentration 2μM, measure the ultraviolet absorption and emission spectra of the water sample, and calculate the According to the standard curve (Fig. 2(c)) for the luminescence quantum yield, read the pH corresponding to the quantum yield, so as to know the pH of the unknown water sample.

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Abstract

The invention discloses a preparation method of a dinuclear ruthenium complex and an application of the dinuclear ruthenium complex to pH (potential of hydrogen) sensing in water and cells. The complex is low in cytotoxicity, physiological pH response is realized by visible light excitation, biological cells can be sensed by phosphorescence according to a ratio, and pH change of the biological cells is detected in real time.

Description

technical field [0001] The invention belongs to the fields of fluorescence sensors and bioinorganic chemistry, and relates to a preparation method of a binuclear ruthenium complex and its application in the related fields of aqueous solution in non-cellular environment and intracellular pH sensing. Background technique [0002] Intracellular pH plays an important role in calcium regulation, cell growth and differentiation, cell endocytosis, cell adhesion, ion transport, and muscle contraction (H.Izumi, T.Torigoe, H.Ishiguchi, H.Uramoto, Y.Yoshida, M.Tanabe, Cellular pH regulators: potentially promising molecular targets for cancer chemotherapy., Cancer Treat. Rev., 2003, 29, 541; R.J.Gillies, N.Raghunand, M.L.Garcia-Martin, R.A.Gatenby, A review of pH measurement methods and applications in cancers.IEEE Eng.Med.Biol.Mag.2004,23,57; N.M.Walker,J.E.Simpson,R.C.Levitt,K.T.Boyle,L.L.Clarke,J.Pharmacol.Exp.Ther.,2006, 317, 275.). In the same cell, the pH value in different orga...

Claims

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Application Information

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IPC IPC(8): C07F15/00C09K11/06G01N21/33G01N21/64G01N21/78
CPCC07F15/0053C09K11/06C09K2211/185G01N21/33G01N21/6486G01N21/78
Inventor 王克志王友军郑帅至刘洋刘平
Owner BEIJING NORMAL UNIVERSITY
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