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Preparation method of tetrapeptide fluorescent hydrogel

A hydrogel and fluorescence technology, applied in the application field of biomedical materials, can solve the problems of observing hydrogel degradation and difficulty

Active Publication Date: 2017-05-24
CHANGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Hydrogel materials can absorb a large amount of water and have excellent biocompatibility. Some hydrogel materials have excellent biocompatibility due to the introduction of ester bonds, amide bonds, etc., which are easily hydrolyzed or enzymatically hydrolyzed in the in vivo environment. Therefore, the controlled release of hydrogel materials as drug-encapsulated carriers in the in vivo environment has attracted widespread attention. However, when the hydrogel is implanted in the in vivo environment, it is difficult to easily observe the water through external equipment. The degradation of the gel, its location, etc.

Method used

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  • Preparation method of tetrapeptide fluorescent hydrogel
  • Preparation method of tetrapeptide fluorescent hydrogel
  • Preparation method of tetrapeptide fluorescent hydrogel

Examples

Experimental program
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Effect test

Embodiment 1

[0023] (1) Prepare tetrapeptide long chain by solid phase synthesis: add 2.8g amino resin to the tetrapeptide reaction tube, swell with 10ml DCM for 30min, then add 30ml solution of 20% piperidine in DMF, place in a constant temperature shaker at 30°C React for 5 minutes, remove the Fmoc protective functional group, wash with DMF and DCM solvents in sequence, weigh 2.5g of Fmoc-Lys(Alloc)-OH in a 50ml centrifuge tube, and add 700mg Oxymar / 700μl DIC DMF solution (20ml) to activate the amino acid, After 10 minutes of activation time, add the above-mentioned activation solution into the tetrapeptide reaction tube, react at 30°C for 30 minutes, add 20ml of 20% piperidine in DMF solution, remove the Fmoc protecting group, wash with DMF and DCM solvents in sequence, and remove unreacted monomers. body. Repeat the steps of activation and removal of Fmoc, and sequentially insert the remaining amino acids (Fmoc-Gly-OH 2.5g, Fmoc-Phe-OH 2.5g, 2.5gFmoc-Gly-OH 2.5g), to obtain tetrapeptid...

Embodiment 2

[0027] (1) Prepare tetrapeptide long chain by solid-phase synthesis: add 2.8g amino resin to tetrapeptide reaction tube, swell with 10ml DCM for 30min, then add 30ml solution of 10% piperidine in DMF, place in constant temperature shaker, 30°C After reacting for 5 minutes, the Fmoc protective functional group was removed, followed by washing with DMF and DCM solvents. Weigh 3g of Fmoc-Lys(Alloc)-OH, put it in a 50ml centrifuge tube, and add 700mg Oxymar / 700μl DIC DMF solution (20ml) to activate the amino acid. After the activation time is 10min, add the above activation solution into the tetrapeptide reaction tube, React at 30°C for 60 min, add 20 ml of 10% piperidine in DMF, remove the Fmoc protecting group as above, wash with DMF and DCM solvents in sequence to remove unreacted monomers. Repeat the steps of activation and removal of Fmoc, and sequentially insert the remaining amino acids (Fmoc-Gly-OH 3g, Fmoc-Asp(OtBu)-OH 3g, 2.5g Fmoc-Gly-OH 2.5g) to obtain tetrapeptide lon...

Embodiment 3

[0031] (1) Prepare tetrapeptide long chain by solid phase synthesis: add 2.8g amino resin to the tetrapeptide reaction tube, swell with 10ml DCM for 30min, then add 30ml solution of 20% piperidine in DMF, place in a constant temperature shaker at 30°C The reaction was carried out for 10 minutes, the Fmoc protective functional group was removed, and then washed with DMF and DCM solvents in sequence. Weigh 3.2g Fmoc-Lys(Alloc)-OH in a 50ml centrifuge tube, and activate the amino acid with the DMF solution of Oxymar / DIC, and add the DMF solution (20ml) of 700mg Oxymar / 700μl DIC to activate the amino acid, after the activation time is 10min, Add the above activation solution into a tetrapeptide reaction tube, react at 30°C for 90 min, add 30 ml of 20% piperidine in DMF, remove the Fmoc protecting group as above, wash with DMF and DCM solvents in sequence to remove unreacted monomers. Repeat the steps of activation and removal of Fmoc, and sequentially insert the remaining amino ac...

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Abstract

The invention relates to a preparation method of tetrapeptide fluorescent hydrogel. The method comprises the steps of preparing a tetrapeptide long chain, preparing tetrapeptide fluorescent long-chain molecules, and preparing the tetrapeptide fluorescent hydrogel. The preparation method has the beneficial effects that the tetrapeptide long-chain molecules are prepared through a solid-phase synthesis method and react with rhodamine B to prepare tetrapeptide molecules with fluorescence properties, so that a biodegradable hydrogel carrier for fluorescent monitoring is prepared by using the tetrapeptide molecules as monomers; and the conditions of degradation and position of the hydrogel can be observed through fluorescent monitoring.

Description

technical field [0001] The invention belongs to the application field of biomedical materials, and relates to a preparation method of tetrapeptide fluorescent hydrogel. Background technique [0002] Hydrogel materials can absorb a large amount of water and have excellent biocompatibility. Some hydrogel materials have excellent biocompatibility due to the introduction of ester bonds, amide bonds, etc., which are easily hydrolyzed or enzymatically hydrolyzed in the in vivo environment. Therefore, the controlled release of hydrogel materials as drug-encapsulated carriers in the in vivo environment has attracted widespread attention. However, when the hydrogel is implanted in the in vivo environment, it is difficult to easily observe the water through external equipment. The degradation of the gel, its location, etc. Therefore, the use of fluorescent molecules to track hydrogels has become the idea of ​​this article. Tetrapeptide molecules have excellent biocompatibility becaus...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07K5/10C07K1/04C07K1/107C08F283/00C08F2/48C08G12/40
CPCC07K5/10C08F2/48C08F283/002C08G12/40Y02P20/55
Inventor 张嵘徐亮盛扬段宗权
Owner CHANGZHOU UNIV