Fluorescent probe for detecting hydrogen peroxide and preparation method and application thereof
A hydrogen peroxide and fluorescent probe technology, applied in the field of fluorescent probes, can solve the problems that the selectivity of hydrogen peroxide needs to be improved, the in vivo imaging cannot be used, the selectivity of the probe is not good, etc., and achieves novel responsive groups, The effect of small interference and simple synthesis method
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Embodiment 1
[0069] (1) 3-Aminophenol (436mg), (Boc) 2 O (1.04g) was dissolved in absolute ethanol (15mL), refluxed at 80°C for 5h, and spin-dried to obtain a white solid (Ph-Boc).
[0070] Mass Spectrometry Characterization:
[0071] HRMS (ESI - ): m / zcalcdfor[M-H]=208.0968,[2M-H]=417.2020, Found208.1114, 417.2035.
[0072] (2) Dissolve Cy.7.Cl (200mg), sodium hydride (19.2mg) and Ph-Boc (163mg) obtained in step (1) in DMF (3mL), react at 25°C for 2h, spin dry, and use The chromatographic column was separated (eluent V 石油醚 :V 二氯甲烷 :V 无水乙醇 =25:25:1), spin-dried to obtain a green solid (Cy-Ph-Boc).
[0073] Mass Spectrometry Characterization:
[0074] HRMS (ESI - ):m / zcalcdfor[M-I] + =684.4159, Found684.4198.
[0075] (3) Cy-Ph-Boc (200mg) was dissolved in dichloromethane (3mL), ice-bathed for 1h, then trifluoroacetic acid (1mL) was added dropwise, and reacted at 25°C for 6h. Saturated sodium bicarbonate aqueous solution and dichloromethane extraction, the organic phase was dried...
Embodiment 2
[0090] (1) 3-Aminophenol (2.18g), (Boc) 2 O (5.2g) was dissolved in absolute ethanol (75mL), refluxed at 80°C for 5h, and spin-dried to obtain a white solid (Ph-Boc).
[0091] Mass Spectrometry Characterization:
[0092] HRMS (ESI - ): m / zcalcdfor[M-H]=208.0968,[2M-H]=417.2020, Found208.1114, 417.2035.
[0093] (2) Dissolve Cy.7.Cl (0.8g), sodium hydride (76.8mg) and Ph-Boc (0.625g) obtained in step (1) in DMF (12mL), react at 25°C for 2h, spin dry , separated by chromatographic column (eluent V 石油醚 :V 二氯甲烷 :V 无水乙醇 =25:25:1), spin-dried to obtain a green solid (Cy-Ph-Boc).
[0094] Mass Spectrometry Characterization:
[0095] HRMS (ESI - ):m / zcalcdfor[M-I] + =684.4159, Found684.4198.
[0096] (3) Cy-Ph-Boc (0.450 mg) was dissolved in dichloromethane (6.75 mL), ice-bathed for 1 h, then trifluoroacetic acid (2.25 mL) was added dropwise, and reacted at 25° C. for 6 h. Saturated sodium bicarbonate aqueous solution and dichloromethane extraction, the organic phase was dr...
Embodiment 3
[0109] This example is the same as Example 1, except that 4-nitrophenylglyoxylic acid is changed to 4-cyanophenylglyoxylic acid.
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