Fluorescent probe for simultaneously detecting mitochondrial membrane potential and quality through flow cytometer and synthesis method of fluorescent probe
A mitochondrial membrane potential and synthesis method technology, applied in the field of fluorescent probe detection, can solve problems such as being easily washed off, unusable, and unable to reflect changes in mitochondrial membrane potential depolarization
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Embodiment 1
[0046] 1. Production of TM fluorescent probes:
[0047] The specific process of the experiment is as follows
[0048]
[0049] S10: Dissolve 1gA, 1.39g methyl 4-chloromethylbenzoate, and 0.753g sodium hydroxide in 10mL N,N-dimethylformamide, react at 80°C for 6 hours, filter, and place the reaction solution in 60mL Water and 40 mL of ethyl acetate were extracted, the organic phase was dried over anhydrous sodium sulfate, concentrated, and the crude product was subjected to column chromatography to obtain a colorless oil A1.
[0050] S20: Dissolve 1 g of M1 in 10 mL of methyl chloride, react in a closed tank at 50°C for 4 days, filter, wash the filter cake with 40 mL of ethyl acetate, and dry to obtain white solid M2.
[0051]S30: Dissolve 0.625g of 3-dimethylaminoacrolein in 5mL of acetonitrile, add 0.93g of phosphorus oxychloride dropwise under ice-cooling, stir for 10 minutes, and then add the mixture dropwise to 5mL of 1g M2 under ice-cooling In acetonitrile; after dro...
Embodiment 2
[0098] 1. Production of TM fluorescent probes:
[0099] S10: Dissolve 1gA, 1g methyl 4-chloromethylbenzoate, and 0.5g sodium hydroxide in 10mL N,N-dimethylformamide, react at 80°C for 6 hours, filter, and place the reaction solution in 60mL water and 40 mL of ethyl acetate, extracted, dried the organic phase over anhydrous sodium sulfate, concentrated, and the crude product was subjected to column chromatography to obtain a colorless oil A1.
[0100] S20: Dissolve 1 g of M1 in 10 mL of methyl chloride, react in a closed tank at 50°C for 4 days, filter, wash the filter cake with 40 mL of ethyl acetate, and dry to obtain white solid M2.
[0101] S30: Dissolve 0.5g of 3-dimethylaminoacrolein in 5mL of acetonitrile, add dropwise 0.5g of phosphorus oxychloride in ice bath, stir for 10 minutes, and then add the mixture dropwise to 5mL of 1g M2 in ice bath In acetonitrile; after dropping, rise to room temperature and react for 4 hours, add dropwise 4 mL of water to quench the reacti...
Embodiment 3
[0110] 1. Production of TM fluorescent probes:
[0111] S10: Dissolve 1gA, 2g methyl 4-chloromethylbenzoate, and 1g sodium hydroxide in 10mL N,N-dimethylformamide, react at 80°C for 6 hours, filter, and place the reaction solution in 60mL water and 40 mL of ethyl acetate, extracted, dried the organic phase with anhydrous sodium sulfate, concentrated, and the crude product was subjected to column chromatography to obtain a colorless oil A1.
[0112] S20: Dissolve 1 g of M1 in 10 mL of methyl chloride, react in a closed tank at 50°C for 4 days, filter, wash the filter cake with 40 mL of ethyl acetate, and dry to obtain white solid M2.
[0113] S30: Dissolve 0.5g of 3-dimethylaminoacrolein in 5mL of acetonitrile, add 1g of phosphorus oxychloride dropwise under ice-cooling, and stir for 10 minutes. After completion, add the mixture dropwise to 5mL of 1g M2 acetonitrile under ice-cooling Middle; after dropping, rise to room temperature and react for 4 hours, add dropwise 4 mL of w...
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