Gadolinium-series contrast agent with carboxylated short single-walled carbon nanotube modified by hyaluronic acid as carrier as well as preparation method and application of gadolinium-series contrast agent
A single-walled carbon nanotube and hyaluronic acid modification technology, which is applied in the field of medicine, can solve the problems of low relaxation efficiency, large toxic and side effects, and short half-life, and achieve high relaxation rate, low toxicity, and high targeting Effect
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Embodiment 1
[0017] The preparation method of the present invention can be realized by the following steps in concrete implementation:
[0018] (1) Synthesis of carboxylated short single-walled carbon nanotubes: Put 80 mg of short single-walled carbon nanotubes into 40 mL of mixed acid, react for 3 hours under ultrasonic conditions with a power of 180 W, vacuum filter to obtain a solid product, and wash repeatedly with ultrapure water The product is neutralized to obtain short single-walled carbon nanotube carboxylation products;
[0019] (2) Synthesis of aminated hyaluronic acid: 95 mg hyaluronic acid, 254 mg 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC) and 150 mg N-hydroxysuccinyl Imine (NHS), dissolved in 8mL formamide, stirred at room temperature for 30min to obtain a reaction solution, within 1h under ice-bath conditions, the reaction solution was dropped into 0.4mL ethylenediamine formamide solution, raised to room temperature and reacted for 6h , after the react...
Embodiment 2
[0023] The preparation method of the present invention can be realized by the following steps in concrete implementation:
[0024] (1) Synthesis of carboxylated short single-walled carbon nanotubes: Put 90 mg of short single-walled carbon nanotubes into 45 mL of mixed acid, react for 3.5 hours under ultrasonic conditions with a power of 190 W, vacuum filter to obtain a solid product, and repeat with ultrapure water Wash the product to neutrality to obtain short single-walled carbon nanotube carboxylation products;
[0025] (2) Synthesis of aminated hyaluronic acid: Dissolve 100mg of hyaluronic acid, 259mg of EDC and 155mg of NHS in 10mL of N,N-dimethylformamide, stir at room temperature for 30min to obtain a reaction solution, and keep in ice bath for 1h Inside, drop the reaction liquid into 0.5mL ethylenediamine formamide solution, rise to room temperature and react for 24h. After the reaction, add 50ml of acetone, vacuum filter to get precipitate, add ultrapure water to redi...
Embodiment 3
[0029] The preparation method of the present invention can be realized by the following steps in concrete implementation:
[0030] (1) Synthesis of carboxylated short single-walled carbon nanotubes: Put 100 mg of short single-walled carbon nanotubes into 50 mL of mixed acid, react for 4 hours under ultrasonic conditions with a power of 200 W, vacuum filter to obtain solid products, and repeat with ultrapure water Wash the product to neutrality to obtain the carboxylation product of short single-walled carbon nanotubes;
[0031] (2) Synthesis of aminated hyaluronic acid: Dissolve 105mg of hyaluronic acid, 264mg of EDC and 160mg of NHS in 12ml of dimethyl sulfoxide, and stir at room temperature for 30min to obtain a reaction solution. The reaction solution was dropped into 0.6ml of ethylenediamine formamide solution, raised to room temperature and reacted for 48 hours. After the reaction, 50ml of acetone was added, and the precipitate was obtained by vacuum filtration. The preci...
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