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A method for preparing chitooligosaccharide monomers by modifying chitooligosaccharides with aromatic aldehydes

A technology of chitosan oligosaccharide and aromatic aldehyde, which is applied in the biological field, can solve the problems of difficulty in separation and purification of chitosan oligosaccharide, and achieves the effects of low cost of separation filler, reduction of detection steps, and large sample load.

Active Publication Date: 2020-09-01
JIANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, due to the small difference in charge density and molecular weight between chitosan oligosaccharide monomers, it is very difficult to separate and purify it, especially for chitosan oligosaccharides with a degree of polymerization greater than 4.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] A method for preparing chitosan monomers by modifying chitosan with aromatic aldehyde, is characterized in that, comprises the steps:

[0030] S1. Weigh 10g of chitosan oligosaccharide (average molecular weight 450), add 500mL of deionized water to prepare a chitosan oligosaccharide solution with a mass percent concentration of 2.0%, stir until the chitosan oligosaccharide is completely dissolved into a clear solution, and place at 42°C Constant temperature stirring in a water bath;

[0031] S2, take 5g vanillin and join in the chitosan oligosaccharide solution that step S1 obtains, the mass percent concentration of described vanillin is 1.0%, adjust pH with saturated sodium bicarbonate solution to be 8.2, continue stirring at constant temperature for 18h, obtain vanillin Modified chitosan oligosaccharide solution;

[0032] S3. Cool the vanillin-modified chitosan oligosaccharide solution obtained in step S2 to 20°C, load the sample to a macroporous resin chromatography...

Embodiment 2

[0038] A method for preparing chitosan monomers by modifying chitosan with aromatic aldehyde, is characterized in that, comprises the steps:

[0039] S1. Weigh 10g of chitosan oligosaccharide (average molecular weight 400), add 500mL of deionized water to prepare a chitosan oligosaccharide solution with a mass percentage concentration of 2.0%, stir until the chitosan oligosaccharide is completely dissolved into a clear solution, and place at 40°C Constant temperature stirring in a water bath;

[0040] S2, take by weighing 6g cinnamaldehyde and join in the chitosan oligosaccharide solution that step S1 obtains, the mass percent concentration of described cinnamaldehyde is 1.2%, adjust pH with saturated sodium bicarbonate solution to be 8.1, continue constant temperature stirring 18h, obtain cinnamaldehyde Modified chitosan oligosaccharide solution;

[0041] S3. Cool the cinnamaldehyde-modified chitosan oligosaccharide solution obtained in step S2 to 20°C, load the sample with ...

Embodiment 3

[0047] A method for preparing chitosan monomers by modifying chitosan with aromatic aldehyde, is characterized in that, comprises the steps:

[0048]S1. Weigh 10g of chitosan oligosaccharide (average molecular weight 600), add 500mL of deionized water to prepare a chitosan oligosaccharide solution with a mass percentage concentration of 2.0%, stir until the chitosan oligosaccharide is completely dissolved into a clear solution, and place at 40°C Constant temperature stirring in a water bath;

[0049] S2, take by weighing 5g benzaldehyde and join in the chitosan oligosaccharide solution that step S1 obtains, the mass percent concentration of described benzaldehyde is 1.0%, adjust pH with saturated sodium bicarbonate solution to be 8.0, continue constant temperature stirring 12h, obtain benzaldehyde Modified chitosan oligosaccharide solution;

[0050] S3. Cool the benzaldehyde-modified chitosan oligosaccharide solution obtained in step S2 to 20°C, load the sample with 20% of th...

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Abstract

The invention provides a method for preparing chitosan monomers by modifying chitosan oligosaccharides with aromatic aldehydes. The method first dissolves chitosan oligosaccharides and adds aromatic aldehydes for modification, then loads the sample to a macroporous resin chromatography column, and uses 0- Gradient elution with 70% ethanol aqueous solution, while using an ultraviolet detector to monitor the peak of the aromatic aldehyde-modified chitosan oligosaccharide monomer online at a wavelength of 260-280nm, collect the corresponding eluate of the aromatic aldehyde-modified chitosan oligosaccharide monomer, and spin evaporate Remove ethanol, adjust pH to 1.5-2.5 with dilute hydrochloric acid solution, stir at room temperature to fully release free aromatic aldehyde and chitosan oligosaccharide monomer, add macroporous resin to absorb free aromatic aldehyde, obtain chitosan oligosaccharide monomer solution, and remove residue by rotary evaporation hydrochloric acid, and finally freeze-dried to obtain a solid powder of chitosan oligosaccharide monomer hydrochloride that can be stored for a long time.

Description

technical field [0001] The invention relates to the field of biotechnology, in particular to a method for preparing chitooligosaccharide monomers by modifying chitooligosaccharides with aromatic aldehydes. Background technique [0002] Oligochitosan is the degradation product of chitosan, which has various biological activities, such as anti-tumor, anti-oxidation, antibacterial, immune regulation, etc. However, in previous literature reports, the biological activity research was carried out by using chitosan oligosaccharide mixtures with different molecular weights, which made it difficult to clarify which or which oligosaccharide monomers played a role in the biological activity, and also limited the understanding of the mechanism. study in depth. Therefore, in order to further study the biological activity of chitosan oligosaccharides, it is very necessary to prepare chitosan oligosaccharide monomers with a specific degree of polymerization. [0003] However, due to the ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08C07H5/06C07H1/00
CPCC07H1/00C07H5/06C08B37/003
Inventor 阳文静游清徽孙晨松蔡险峰徐贤柱王曼莹
Owner JIANGXI NORMAL UNIV