Preparation method of multi-modified hyaluronic acid derivative
A technology of hyaluronic acid and its derivatives, which is applied in the field of biomedicine and can solve problems such as interfering with modification reactions and affecting the introduction of active groups
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Embodiment 1
[0018] Sodium hyaluronate (molecular weight 1 million Daltons) 1g (2.5mmol) was dissolved in 500ml distilled water at room temperature, 1-hydroxybenzotriazole 0.667g (5.0mmol) was added, ethylenediamine 0.6g (10mmol) was added, and then the solution The pH value was adjusted to 4.75 with 0.5mol / L hydrochloric acid, 0.96g (5mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added, and 0.5mol / L hydrochloric acid was added. The pH of the solution was kept at 4.75 and the reaction was carried out at room temperature overnight. Then, 0.3 g (1.25 mmol) of dithiodipropionyl hydrazide was added to the above reaction solution, and 0.24 g (1.25 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added. ), add 0.5mol / L hydrochloric acid to keep the pH value of the solution at 4.75, and react at room temperature for 4 hours. After the reaction, 1.43 g (5 mmol) of tris(2-carboxyethyl) phosphine hydrochloride was added to the post-reaction solut...
Embodiment 2
[0021]Sodium hyaluronate (molecular weight 200,000 Daltons) 1g (2.5mmol) was dissolved in 500ml of distilled water at room temperature, 1-hydroxybenzotriazole 0.667g (5.0mmol) was added, butanediamine 1.76g (20mmol) was added, and then the solution The pH value was adjusted to 4.75 with 0.5 mol / L hydrochloric acid, 0.96 g (5 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added, and 0.5 mol / L hydrochloric acid was added. The pH of the solution was kept at 4.75, and the reaction was carried out at room temperature for 4 hours. Then, 0.3 g (1.25 mmol) of dithiodipropionyl hydrazide was added to the above reaction solution, and 0.12 g (0.625 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added. ), add 0.5mol / L hydrochloric acid to keep the pH value of the solution at 4.75, and react at room temperature for 4 hours. After the reaction, 1.43 g (5 mmol) of tris(2-carboxyethyl) phosphine hydrochloride was added to the post-reactio...
Embodiment 3
[0024] 1g (2.5mmol) of sodium hyaluronate (molecular weight 500,000 Daltons) was dissolved in 500ml of distilled water at room temperature, 0.667g (5.0mmol) of 1-hydroxybenzotriazole was added, 1.48g (20mmol) of butanediamine was added, and then the solution The pH value was adjusted to 4.75 with 0.5 mol / L hydrochloric acid, 0.96 g (5 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added, and 0.5 mol / L hydrochloric acid was added. The pH of the solution was kept at 4.75 and the reaction was carried out at room temperature overnight. Then, 0.33 g (1.25 mmol) of dithiodibutyric hydrazide was added to the above reaction solution, and 0.12 g (0.625 mmol) of 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride was added. ), add 0.5mol / L hydrochloric acid to keep the pH value of the solution at 4.75, and react at room temperature for 4 hours. After the reaction, 1.43 g (5 mmol) of tris(2-carboxyethyl) phosphine hydrochloride was added to the post-r...
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