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Hyaluronic acid photo-induced carrier as well as preparation method and application thereof

A technology of hyaluronic acid and sodium hyaluronate, which is applied in the direction of pharmaceutical formulations, cosmetic preparations, dressing preparations, etc., can solve the problems of low utilization rate, lack of biocompatibility, poor water solubility, etc. Skin damage, convenience-enhancing effect

Active Publication Date: 2021-11-23
苏州快乐猩球生物科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, traditional fluorescent materials have the following disadvantages: (1) usually cannot be directly used for imaging or imaging of organisms; (2) poor water solubility; (3) lack of biocompatibility; (4) particle size is too small, usually less than 10nm , it is easy to be quickly cleared by the kidneys during circulation in the body; (5) it cannot be driven by light on the surface of the skin, but simply relies on active transport to enter the surface of the skin, so there is a problem of low utilization rate
However, there is no report on the use of hyaluronic acid to prepare fluorescent materials in the prior art

Method used

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  • Hyaluronic acid photo-induced carrier as well as preparation method and application thereof
  • Hyaluronic acid photo-induced carrier as well as preparation method and application thereof
  • Hyaluronic acid photo-induced carrier as well as preparation method and application thereof

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preparation example Construction

[0028] The embodiment of the present invention provides a method for preparing a hyaluronic acid photoinducible carrier, comprising the following steps:

[0029] S1, using hyaluronidase to hydrolyze macromolecular sodium hyaluronate into sodium hyaluronate oligosaccharide molecules; the molecular weight of the macromolecular sodium hyaluronate is not less than 1000kDa, and the molecular weight of the sodium hyaluronate oligosaccharide Not greater than 10kDa. Preferably, the temperature of the enzymatic hydrolysis is 45-55° C., and the pH is 4.8-5.2.

[0030] S2, condensing sodium hyaluronate oligosaccharide molecules with cystamine dihydrochloride in the presence of a coupling agent to prepare a hyaluronic acid single disulfide bond product. Preferably, the coupling agent is selected from one or both of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and N-hydroxysuccinimide.

[0031] Preferably, the step S2 includes: dissolving sodium hyaluronate oligosaccharide...

Embodiment 1

[0042] (1) 1000kDa sodium hyaluronate solution: accurately weigh 10g of 1000kDa sodium hyaluronate molecule, stir and dissolve with deionized water, and prepare a solution with a concentration of 10g / L. Store in a 4°C refrigerator for later use.

[0043] (2) Enzymolysis: remove 100ml of the prepared 1000kDa sodium hyaluronate solution, adjust the pH to 5.0, heat the temperature to 50°C with water isolation, add 100ul hyaluronidase (CAS: 37259-53) with an activity of 150000U / L -3), the enzymatic hydrolysis reaction time is 4h, and the magnetic stirrer is used to stir slightly during the reaction, and then freeze-dried.

[0044] (3) Preparation of sodium hyaluronate oligosaccharide molecular liquid: take the 1000 kDa hyaluronic acid solution after the enzymatic hydrolysis reaction, inactivate it, vibrate it with ultrasonic waves, and then place it in a refrigerator at 4°C for refrigeration. Dialyze with a modified dialysis membrane to ensure that the molecular weight is lower t...

Embodiment 2

[0050] (1) 1000kDa sodium hyaluronate solution: accurately weigh 10g of 1000kDa sodium hyaluronate molecule, stir and dissolve with deionized water, and prepare a solution with a concentration of 10g / L. Store in a 4°C refrigerator for later use.

[0051] (2) Enzymolysis: remove 100ml of the prepared 1000kDa sodium hyaluronate solution, adjust the pH to 5.0, heat the temperature to 50°C with water isolation, add 100ul hyaluronidase (CAS: 37259-53) with an activity of 150000U / L -3), the enzymatic hydrolysis reaction time is 4h, and the magnetic stirrer is used to stir slightly during the reaction, and then freeze-dried.

[0052] (3) Preparation of sodium hyaluronate oligosaccharide molecular liquid: take the 1000 kDa hyaluronic acid solution after the enzymatic hydrolysis reaction, inactivate it, vibrate it with ultrasonic waves, and then place it in a refrigerator at 4°C for refrigeration. Dialyze with a modified dialysis membrane to ensure that the molecular weight is lower t...

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Abstract

The invention provides a preparation method of a hyaluronic acid photo-induced carrier. The preparation method comprises the following steps: S1, carrying out enzymolysis on macromolecular sodium hyaluronate by using hyaluronidase to obtain sodium hyaluronate oligosaccharide molecules; S2, carrying out condensation reaction on the sodium hyaluronate oligosaccharide molecules and cystamine dihydrochloride in the presence of a coupling agent to prepare a hyaluronic acid single-disulfide bond product; S3, taking one part of the hyaluronic acid single-disulfide bond product, slowly adding into one part of the hyaluronic acid single-disulfide bond product under the condition of acidic catalysis, and performing dehydration condensation to form a hyaluronic acid double-disulfide bond product; and S4, taking the hyaluronic acid double-disulfide bond product, adding tryptophan and X, and carrying out a hydroxyamination reaction to prepare the hyaluronic acid photo-induced carrier. The hyaluronic acid photo-induced carrier is high in photoinduction efficiency.

Description

technical field [0001] The invention relates to a hyaluronic acid light-induced carrier, a preparation method and application, and belongs to the technical field of light-induced carrier preparation. Background technique [0002] In the field of optical imaging, fluoresceins or dyes are usually used as labels. However, traditional fluorescent materials have the following disadvantages: (1) usually cannot be directly used for imaging or imaging of organisms; (2) poor water solubility; (3) lack of biocompatibility; (4) particle size is too small, usually less than 10nm , which is easily cleared by the kidneys during the circulation in the body; (5) it cannot be driven by light on the surface of the skin, but simply relies on active transport to enter the surface of the skin, so there is a problem of low utilization. [0003] Hyaluronic acid HA has good physical and chemical properties and biological functions such as water retention, lubricity, viscoelasticity, biodegradabili...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00A61K8/73A61K47/36A61Q17/04A61Q19/08
CPCC08G81/00A61K47/36A61K8/735A61Q19/08A61Q17/04
Inventor 周广静葛剑韦锦珍
Owner 苏州快乐猩球生物科技有限公司
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