Phosphoryl choline chitosan derivative synthesis method

A technology for chitosan derivatives and phosphorylcholine, which is applied in the field of synthesis of phosphorylcholine chitosan derivatives, can solve the problem of affecting the specific interaction of scaffolds with biologically active substances, and is not conducive to the specific recognition of cells for tissue growth and application. effects, etc., to achieve the effects of improving biofunctionality and biocompatibility, inhibiting non-specific adsorption, and improving water solubility

Inactive Publication Date: 2007-05-16
JINAN UNIVERSITY
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Problems solved by technology

[0003] Due to the nature of chitosan itself, which is prone to non-specific protein adsorption, its practical application effect is affected.
For example, the chitosan-based nano-drug/gene carrier system is easy to quickly activate the foreign body recognition system in the blood, so that it can be captured and swallowed, thereby reducing th

Method used

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  • Phosphoryl choline chitosan derivative synthesis method

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Experimental program
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Effect test

Embodiment 1

[0020] (1) Preparation of double substituted choline phosphonate

[0021] Dissolve 0.01mol of choline chloride in 30-50ml of dimethyl sulfoxide, heat and dry in a vacuum to remove water completely, then add 0.005mol of p-phenoxyphosphonate and 3-5ml of anhydrous pyridine, at room temperature The reaction was stirred for 2 hours to obtain a disubstituted choline phosphonate solution.

[0022] (2) Preparation of phosphorylcholine chitosan derivatives

[0023] The disubstituted choline phosphonate solution prepared in step (1) was spin-dried to solvent, and dissolved in anhydrous isopropanol to obtain reaction solution A.

[0024] Dry 0.0005mol of chitosan powder with a deacetylation degree of 50% and a molecular weight of 228,000 in a vacuum oven at 50°C for 24 hours, remove the adsorbed water on the surface, and add 3ml of triethylamine and 2ml of carbon tetrachloride for drying treatment. , 5ml of isopropanol mixed solvent as a dispersant to obtain reaction solution B. The ...

Embodiment 2

[0026] (1) Preparation of double substituted choline phosphonate

[0027] Dissolve 0.02 mol of choline chloride in 60-120 ml of dimethyl sulfoxide, heat and dry in vacuum, completely remove water, then add 0.01 mol of p-phenoxyphosphonate and 6-10 ml of anhydrous pyridine, at room temperature The reaction was stirred for 2 hours to obtain the disubstituted choline phosphonate.

[0028] (2) Preparation of phosphorylcholine chitosan derivatives

[0029] The disubstituted choline phosphonate solution prepared in step (1) was spin-dried to solvent, and dissolved in anhydrous 2-butanol to obtain reaction solution A.

[0030] Dry 0.005mol of chitosan powder with a degree of deacetylation of 80% and a molecular weight of 46,000 in a vacuum oven at 50°C for 24 hours to remove the adsorbed water on the surface, and add 6ml of triethylamine and 3ml of carbon tetrachloride for drying treatment. , 10ml of 2-butanol mixed solvent as a dispersant to obtain reaction solution B. At 40° C.,...

Embodiment 3

[0032] (1) Preparation of double substituted choline phosphonate

[0033] Dissolve 0.01mol of choline chloride in 30-50ml of dimethyl sulfoxide, heat and dry in a vacuum to remove water completely, then add 0.005mol of p-phenoxyphosphonate and 3-5ml of anhydrous pyridine, at room temperature The reaction was stirred for 2 hours to obtain a disubstituted choline phosphonate solution.

[0034] (2) Preparation of phosphorylcholine chitosan derivatives

[0035] The disubstituted choline phosphonate solution prepared in step (1) was spin-dried to solvent, and dissolved in anhydrous isopropanol to obtain reaction solution A.

[0036] Dry 0.005 mol of chitosan powder with a deacetylation degree of 100% and a molecular weight of 5000 in a vacuum oven at 50°C for 24 hours to remove the adsorbed water on the surface, and add 3 ml of triethylamine and 1.5 ml of tetrachloride Carbon and 10ml of isopropanol mixed solvent were used as dispersant to obtain reaction liquid B. In an ice-wat...

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Abstract

The invention discloses a synthesizing method of phosphocholine chitosan derivant, which comprises the following steps: reacting chitose powder and disubstituted Choline phosphonate with different proportions in the composite system of alkaline, carbon tetrachloride and secondary alcohol at 0-40 Deg C for 12-24h; hydrolyzing through alkaline liquid to obtain the product with different coupling rate. The invention modifies biological function and compatibility, which can be applied in the drug and gene carrier, tissue engineering rack, biological medical film, aquagel and biological intelligent instrument domain.

Description

technical field [0001] The invention relates to a method for synthesizing phosphorylcholine chitosan derivatives. It belongs to the field of bionic technology modification of biodegradable medical materials. Background technique [0002] Chitosan is a natural alkaline polymer with extremely low toxicity, good biocompatibility and biodegradability. Its molecular structure contains free amino groups and hydroxyl groups, which can be further chemically modified to introduce multiple functions Molecules with special properties on groups or couplings. Therefore, chitosan and its derivatives are widely used in fields such as agriculture, food industry, environmental protection, and medicine and health, especially in the field of medicine and health, and can be used in wound healing, drug controlled release, tissue engineering, etc. [0003] Because chitosan itself is prone to non-specific protein adsorption and other properties, its practical application effect is affected. For...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 曾戎
Owner JINAN UNIVERSITY
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