A kind of amphiphilic sericin polymer and its preparation method and application

A technology of sericin and polymers, which is applied in the direction of non-active components of polymer compounds, can solve the problems of sericin polymers with hydrophobic polypeptide chain segments that have not yet been seen, and achieve the effect of mild preparation conditions and excellent performance

Inactive Publication Date: 2019-05-03
胡彦锋 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But so far, there has been no research report on sericin polymers modified with hydrophobic polypeptide segments and their use as drug carriers.

Method used

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  • A kind of amphiphilic sericin polymer and its preparation method and application
  • A kind of amphiphilic sericin polymer and its preparation method and application
  • A kind of amphiphilic sericin polymer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] (1) Add the shredded silk cocoons into 0.02mol / L sodium carbonate solution and boil for 60min, filter to remove insoluble silk fibroin and other insoluble matter, put the filtrate into a cellulose dialysis bag with a molecular weight cut-off of 8000-14000Da, pure Dialysis in water for three days to remove ion salts, freeze-drying to obtain sericin.

[0033] (2) Under the protection of argon, dissolve the protected 2g of L-glutamic acid-γ-benzyl ester in tetrahydrofuran dehydrated by NaH, add 1.4g of trimeric phosgene, react at 55°C for 1h, and cool to At room temperature, tetrahydrofuran was distilled off under reduced pressure, and the obtained oil soluble matter was dissolved in 100 mL of ethyl acetate, washed with saturated aqueous sodium bicarbonate solution, the organic phase was separated, dried with anhydrous magnesium sulfate overnight, filtered to remove the desiccant, and decompressed The solvent was distilled off to obtain benzyl glutamic acid anhydride.

[...

Embodiment 2

[0037] (1) Dissolve 10 mg of the sericin-polybenzyl glutamate polymer in Example 1 (the mass ratio of benzyl glutamate anhydride to sericin is 1:1) in 1 mL of DMSO, Stir for 1 h, then drop it into 4 mL of deionized solution under magnetic stirring, put the mixed solution into a dialysis bag with a molecular weight cut-off of 3500, dialyze with deionized water at 25 °C for 24 h, dilute to 10 mL, pass through 0.45 μm Filter through a syringe filter and set aside for testing. The micelles loaded with Nile Red were prepared in a similar manner, except that 5 μg of Nile Red was added while dissolving sericin-polybenzyl glutamate.

[0038] figure 2 In the transmission electron microscope image, the micelles formed by Nile Red-labeled benzyl glutamate grafts of sericin in aqueous solution are uniformly dispersed, and the size is 80-100nm.

Embodiment 3

[0040] In vitro cell uptake experiment of loaded fluorescent agent micelles: culture breast cancer cells (MCF-7) to a density of 70-80% in a six-well plate, add the micelles loaded with Nile Red prepared in Example 2, in different At the time points, the accumulation ability of the micelles in the cells was observed with an inverted microscope. The result is as image 3 shown.

[0041] image 3 The process of nanomicelles (arrows) entering the cell is observed with a fluorescent inverted microscope: the upper image is white light imaging, and the lower image is 488nm green light excitation imaging. A, B, C, and D represent the results observed at time 1h, 2h, 4h, and 24h, respectively. image 3 It can be seen that the micelles loaded with Nile red drug were added to the MCF-7 cells for co-cultivation, and the observation results with an inverted microscope indicated that the micelles (arrows) could enter the cells within 1 hour, and still accumulated in the MCF-7 cells afte...

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Abstract

The invention discloses an amphiphilic sericin polymer, a preparation method and application thereof. According to the invention, sericin is taken as a hydrophilic segment, hydrophobic polypeptide is adopted as a hydrophobic segment, and NCA ring-opening reaction is carried out to prepare the amphiphilic sericin polymer. The sericin segment contained by the amphiphilic sericin polymer is a biodegradable water soluble natural protein with excellent biocompatibility, and the contained hydrophobic polypeptide segment has an albuminoid structure, and also has excellent biocompatibility and biodegradability. According to the invention, the preparation conditions are mild, efficient and practical. The prepared amphiphilic sericin polymer has the ability of forming nano-micelles in an aqueous solution, can safely, efficiently and rapidly enter cells, and is expected to be used as a novel controlled-release drug carrier with excellent performance and microenvironment acid response.

Description

technical field [0001] The invention belongs to the field of biomedical materials, and in particular relates to an amphiphilic sericin polymer and a preparation method and application thereof. Background technique [0002] Sericin is a viscous protein of animal origin extracted from silkworm cocoons, which has been widely used in beauty products and food industries. Sericin has the advantages of abundant resources, low immunogenicity, biodegradability and high biocompatibility. In addition, sericin has a large number of amino groups, carboxyl groups and hydroxyl groups that are convenient for modification. Therefore, different forms of sericin materials, such as membranes, hydrogels, and microspheres, have begun to be used in the field of tissue engineering materials and biomedicine. [0003] In recent years, the research work on the design and preparation of amphiphilic polymers using hydrophilic protein segments and hydrophobic polypeptide segments has attracted much att...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08H1/00C08J3/07C08G69/10A61K47/42
CPCA61K47/42C08H1/00C08J3/07C08J2389/00
Inventor 胡彦锋郭伟洪邓立志张黎明李国新
Owner 胡彦锋
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