Porphyrin derivative based on self-assembly and capable of detecting hyaluronidase as well as preparation method and application of porphyrin derivative
A technology of hyaluronidase and hyaluronic acid, applied in chemical instruments and methods, measuring devices, fluorescence/phosphorescence, etc., can solve the problems of biological background fluorescence interference, strong toxicity of fluorescence sensors, poor anti-interference ability, etc., and achieve excellent Water solubility and biocompatibility, less adverse reactions, easy handling effects
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Embodiment 1
[0043] Example 1 A kind of porphyrin derivative and its preparation method
[0044] The molecular formula of a kind of porphyrin derivative is
[0045]
[0046] Its preparation method is
[0047] 1. Add 0.317 mmol of SM1-1 to 8ml of dry N,N-dimethylformamide (DMF), start stirring, then add 4.76 mmol of anhydrous potassium carbonate, stir at room temperature, after stirring evenly, add 4.76 mmol SM2-1, under the protection of nitrogen, reflux and stir at 140°C for 24h, detect by thin layer chromatography (petroleum ether PE: dichloromethane DCM = 10:1), after the reaction is completed, cool down to room temperature, wash with water to remove DMF, the obtained The solid material is purified by column chromatography (petroleum ether PE: dichloromethane DCM = 5:1) to obtain SM3-1, and its chemical reaction equation is:
[0048]
[0049] 2. Add 0.131 mmol SM3-1 to 4ml dry DMF, and add 5.24mmol triethylamine, under the protection of argon, reflux and stir at 110°C for 20h, m...
Embodiment 2~7
[0051] Embodiment 2~7 porphyrin derivative and preparation method thereof
[0052] The experimental operation steps and experimental conditions in the preparation method of embodiments 2 to 7 are all the same as the experimental operation steps and experimental conditions in Example 1, and the difference is only in the raw materials used The n is different, resulting in different products, wherein, n=2,5,9,11,17,24, the molecular formula of the final porphyrin derivative is
[0053]
Embodiment 8
[0054] Example 8 A porphyrin derivative and its preparation method
[0055] The molecular formula of a kind of porphyrin derivative is
[0056]
[0057] Its preparation method is
[0058] 1. Add 0.317 mmol of SM1-2 to 8ml of dry N,N-dimethylformamide (DMF), start stirring, then add 6.02 mmol of anhydrous potassium carbonate, and stir at room temperature. After stirring and mixing evenly, add 5.39 mmol SM2-2, under the protection of nitrogen, reflux and stir at 130°C for 30h, detect by thin layer chromatography (petroleum ether PE: dichloromethane DCM = 8:1), after the reaction is completed, cool down to room temperature, wash with water to remove DMF, the obtained The solid material is purified by column chromatography (petroleum ether PE: dichloromethane DCM = 4:1) to obtain SM3-2, and its chemical reaction equation is:
[0059]
[0060] 2. Add 0.131 mmol SM3-2 to 4ml dry DMF, and add 4.72mmol triethylamine, under the protection of argon, reflux and stir at 125°C for ...
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