CN106519632A - PEG hydrogel and preparation method thereof as well as tissue engineering scaffold prepared by PEG hydrogel - Google Patents
PEG hydrogel and preparation method thereof as well as tissue engineering scaffold prepared by PEG hydrogel Download PDFInfo
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Abstract
The invention relates to a PEG hydrogel. The PEG hydrogel comprises a crosslinking structure, the crosslinking structure is obtained by covalent combination and crosslinking of 4-arm-PEG-MAL and matrix metalloprotease substrate peptide through maleimide group on 4-arm-PEG-MAL and SH- group on the matrix metalloprotease substrate peptide. The invention also relates to a preparation method of the PEG hydrogel, an application of the PEG hydrogel in preparation of a tissue engineering scaffold, and the prepared tissue engineering scaffold. The PEG hydrogel is prepared in a low-concentration triethanolamine buffer, gluing time is fast, and under prerequisite that the physical and chemical properties are basically guaranteed, the damage or loss of carried seed cells and a drug is reduced as possible.
Description
Technical field
The present invention relates to field of tissue engineering technology, more specifically it relates to a kind of PEG-hydrogel and preparation method thereof and use which
The tissue engineering bracket of preparation.
Background technology
Hydrogel is that a class can absorb and possess the polymer of large quantity of moisture, contains hydrophilic group in its cross-linked network structure
Group or hydrophilic segment, with good biocompatibility.Polyethylene glycol (PEG) is to prepare the conventional high molecular polymer of hydrogel,
PEG-hydrogel has good biocompatibility, the low feature of nontoxic, immunogenicity, can be excreted by kidney, not had in vivo
Accumulation, approves through U.S. FDA, is very attractive potential tissue engineering bracket material.
PEG-hydrogel can be adjusted by controlling the chemistry and processing conditions of PEG the structure of hydrogel, mechanical behavior and
Degradability.And the biological function of PEG-hydrogel then can be obtained by being internally embedded bioactive molecule in PEG-hydrogel,
Matrix metalloproteinase (MMP) peptide substrate (MMP (W) is embedded in such asX), make PEG-hydrogel that there is enzyme sensitiveness, using seed cell
The behavior of itself extracellular proteinase (especially MMPs), promotes extracellular matrix degradation, promotes bioactive molecule to discharge, be conducive to seed
Growth of the cell on support, adhesion.
The PEG-hydrogel reported at present is obtained by Michael addition polymerizations or free radical polymerization mostly.From
The major defect for being caused polymerization by base is that radical crosslinking can greatly reduce packaging body inner cell survival ability, and in-situ cross-linked
Hydrogel in vivo transmission be also it is not nimble.By contrast, Michael addition polymerizations are avoided using cytotoxicity
Free radical and ultraviolet, but the buffer reagent such as triethanolamine (TEA) or N-2- hydroxyethyl piperazines of one nucleophilic of needs-
N'-2- ethyl sulfonic acids (HEPES) come promote reaction.However, the PEG-hydrogel obtained by Michael addition polymerizations, if end group sense
Group is acryloyl group (ACLT) or ethene sulfuryl (VS), then need to react in the nucleophilic buffer reagent of high concentration, and this is to some
Sensitive cell also has cytotoxicity.
Accordingly, it would be desirable to a kind of new PEG-hydrogel, its nucleophilic buffer reagent in preparation process without using high concentration
To promote reaction, so that cytotoxicity is lower.
The content of the invention
Dimaleoyl imino (MAL) because which is than acryloyl group and the faster kinetics of ethene sulfuryl, in physiological ph
High specific to sulfydryl, needs the nucleophilic buffer reagent of low concentration, is widely used in peptide Bioconjugation chemistry.
In the present invention, with four arm PEG (4-arm-PEG-MAL) of the high maleimide amino-functionalization of reactivity as former
Material, it is with the sensitive matrix metalloproteinase peptide substrate of enzyme as crosslinking agent, addition-crosslinked by Michael, only need to be in low concentration TEA
The PEG-hydrogel of enzyme sensitiveness can be quickly prepared in buffer solution.Quickly gelation time is to encapsulating cell in 3D cell culture
Be uniformly distributed it is critical that, and allow the conformal gel of gel in-situ in regenerative medicine application.
Based on this, the invention provides a kind of PEG-hydrogel, which includes cross-linked structure, and the cross-linked structure is by 4-arm-
PEG-MAL is with matrix metalloproteinase peptide substrate by the dimaleoyl imino on the 4-arm-PEG-MAL and the matrix
SH- bases covalent bond crosslinking on metalloproteinase substrate peptide is formed,
The formula of the 4-arm-PEG-MAL is
Wherein, n is positive integer, and the molecular weight of the 4-arm-PEG-MAL is 5-20kD；
The sequence of the matrix metalloproteinase peptide substrate is Ac-GCRDGPQGIWGQDGCG-NH2, underscore denotes
After matrix metalloproteinase digestion, substrate polypeptide fracture position is the peptide bond between G and I, the matrix metalloproteinase peptide substrate
Structural formula be
Preferably, the cross-linked structure is 0.05-0.1g/mL with the mass volume ratio of the PEG-hydrogel.
Further, also comprising the liquid medium being adsorbed in the cross-linked structure, the liquid is situated between the PEG-hydrogel
Matter is water, saline or Triethanolamine buffer.
Present invention also offers the preparation method of above-mentioned PEG-hydrogel, comprises the following steps：
S1：4-arm-PEG-MAL and matrix metalloproteinase peptide substrate are dissolved in into the Triethanolamine buffer of pH 7.4
In, obtain pre- gelling solution；
S2：The pre- gelling solution is transferred in mould, 5-20min is crosslinked at 37 DEG C, the PEG water-settings are formed
Glue,
The formula of the 4-arm-PEG-MAL is
Wherein, n is positive integer, and the molecular weight of the 4-arm-PEG-MAL is 5-20kD；
The sequence of the matrix metalloproteinase peptide substrate is Ac-GCRDGPQGIWGQDGCG-NH2, structural formula is
Preferably, the triethanolamine concentrations of the Triethanolamine buffer are 3-10mM.
Preferably, the 4-arm-PEG-MAL being dissolved in the triethanolamine solution and matrix metalloproteinase peptide substrate
Amount make the 4-arm-PEG-MAL MAL and the matrix metalloproteinase peptide substrate function base SH ratio be 1:1,
And the quality of gross weights of the 4-arm-PEG-MAL with the matrix metalloproteinase peptide substrate and the triethanolamine solution
Volume ratio is 0.05-0.1g/mL (that is, solid content is 5-10%).
Preferably, also include S3 after s 2：The triethanolamine buffering in the PEG-hydrogel is replaced using liquid medium
Liquid.
Further, the liquid medium is water, saline or Triethanolamine buffer.
Present invention also offers purposes of the above-mentioned PEG-hydrogel in tissue engineering bracket is prepared.
Present invention also offers a kind of tissue engineering bracket, which carries active material by above-mentioned PEG-hydrogel and forms.
Preferably, the active material is the stem cell of medicine or treatment.
Further, the active material is equipped on the PEG in the preparation process of the PEG-hydrogel or after preparing
In hydrogel.
The PEG-hydrogel of the present invention is prepared from the Triethanolamine buffer of low concentration, and gelation time is quickly,
Reduced on the premise of basic physicochemical property is ensured as much as possible seed cell or medicine to carrying thereon infringement or
Loss.
Description of the drawings
Fig. 1 is the stereoscan photograph of the PEG-hydrogel of the present invention；
Fig. 2 is the thermogravimetric curve and differential thermogravimetric curve of different solid content hydrogel materials under molecular weight 20kDa；
Thermogravimetric curve and differential thermogravimetric curve of the Fig. 3 for 7.5% time different molecular weight hydrogel material of solid content；
Oscillatory stress scanning spectras of the Fig. 4 for the storage modulus (G ') of PEG-hydrogel；
Dynamic frequency scanning collection of illustrative plates of the Fig. 5 for the storage modulus (G ') of PEG-hydrogel；
Fig. 6 is PEG-hydrogel swelling curve；
Fig. 7 compares block diagram for the equilibrium swelling of PEG-hydrogel；
Fig. 8 is PEG-hydrogel degradation rate figure；
Fig. 9 is PEG-hydrogel Cell culture invitro cell growth curve figure；
Living dead cell stain photos of the Figure 10 for PEG-hydrogel Cell culture invitro cell.
Specific embodiment
The principle and feature of the present invention are described below in conjunction with example and accompanying drawing, example is served only for explaining this
It is bright, it is not intended to limit the scope of the present invention.
The preparation of 1.PEG hydrogels
PEG-hydrogel is by the following method preparing：By 4-arm-PEG-MAL (Beijing Jian Kai Science and Technology Ltd.s) and base
Matter metalloproteinase substrate peptide (Shanghai gill biochemical technology company) is dissolved in the triethanolamine of 3mL pH7.4, is well mixed,
Obtain pre- gelling solution；Then above-mentioned pre- gelling solution is transferred in 5 600 μ l moulds, is reacted in 37 DEG C of biochemical cultivation cases, system
It is standby to obtain hydrogel.Amount, the 4-arm-PEG- of 4-arm-PEG-MAL and matrix metalloproteinase peptide substrate in preparation process
The molecular weight of MAL, triethanolamine concentrations and gelation time are as shown in table 1.
Parameter setting in 1 each embodiment of table
In above-described embodiment, can plastic, and gelation time is all within 20min.Resulting PEG-hydrogel is being swept
Retouch and under Electronic Speculum, observed (Fig. 1), as a result show, in above example, under 3,4 and 10mM triethanolamine, tested
The 4-arm-PEG-MAL of each molecular weight can be cross-linked to form cavernous cross-linked structure with matrix metalloproteinase peptide substrate.
The physicochemical property of 2.PEG hydrogels
1) heat endurance
By hydrogel test specimens (n=3) ultra-pure water fully swelling rear vacuum freeze drying, 5-10mg hydrogel samples are taken
This, parses hydrogel thermodynamic property under nitrogen atmosphere using thermogravimetric analyzer, and 3 test specimens are averaged.Fig. 2 is molecule
The thermogravimetric curve and differential thermogravimetric curve of different solid content hydrogel materials under amount 20kDa；Fig. 3 is that solid content 7.5% time is different
The thermogravimetric curve and differential thermogravimetric curve of molecular weight hydrogel material.Can be seen that by Fig. 2 and 3, prepared using the inventive method
Hydrogel material temperature of initial decomposition more than 300 DEG C, with good heat endurance.
2) mechanical strength
Will be hydrogel test specimens (n=3) fully swelling with ultra-pure water, filter paper dries surface moisture, is parsed using flow graph
Hydrogel mechanical property, 3 test specimens are averaged.Oscillatory stress scannings of the Fig. 4 for the storage modulus (G ') of hydrogel material
Collection of illustrative plates, dynamic frequency scanning collection of illustrative plates of the Fig. 5 for storage modulus (G ').Can be seen that by Figure 4 and 5, prepared using the inventive method
When suffered stress increases to 20Pa from 0.1Pa, storage modulus (G ') does not have significant change with the change of stress to hydrogel material,
When range of scanned frequencies is 1Hz to 2Hz, storage modulus (G ') shows that hydrogel material crosslinking is good, has also without significant change
Certain mechanical strength.
3) hydrophily
Hydrogel test specimens (n=3) are used into freeze-drying, its weight is accurately weighed.Dry hydrogel is immersed in into 0.9% chlorine
Change in sodium injection (10mL), be placed in 37 DEG C of water-baths.In the predetermined time, swelling hydrogel is taken out, surface is dried with filter paper
Weigh after moisture, until hydrogel constant weight is constant.The swollen percentage (%) of hydrogel=(swelling rear hydrogel quality-
Swelling front hydrogel quality)/swelling front hydrogel quality × 100%, 3 test specimens average.Fig. 6 is that PEG-hydrogel is molten
Swollen curve；Fig. 7 compares block diagram for the equilibrium swelling of PEG-hydrogel.Hydrogel prepared by the inventive method can be seen that by Fig. 6 and 7
Material has reached higher swelling ratio in front 10h, and reaches swelling equilibrium after 144h, equilibrium swelling ratio 1100% to
Between 2300%, show that hydrogel material has good hydrophily.
4) enzyme degradability
Accurately weigh two groups of hydrogels (n=3), one group of hydrogel add 0.01M phosphate buffers (PBS, pH=7.4,
10mL) as blank group, one group of hydrogel adds 0.01M phosphate buffers (PBS, pH=7.4,9mL) and recombinant human
MMP-2 (200ng/mL, 1mL) is placed in 37 DEG C of water-baths as test group.Distilled water rinsing after 30 days, freeze-drying are weighed.Meter
Calculate every group of hydrogel accumulative degraded percentage (%) in two kinds of solution=(degraded before hydrogel quality-residue water-setting colloid
Amount) hydrogel quality × 100% before/degraded, 3 test specimens average.Fig. 8 is PEG-hydrogel degradation rate figure, by can in figure
Find out that hydrogel material degradation rate prepared by the inventive method between 28% to 55%, shows that there is hydrogel material enzyme to degrade
Property.
3. the PEG-hydrogel of rat bone marrow mesenchymal stem cellses is carried
The preformation glue 3mL as obtained in 1 first step of above-described embodiment, with the SD rat marrow mesenchymas for being passaged to 3-4 generations
Stem cell uniformly mixes, and cell density is 1 × 106/mL.Take 64 μ L to be placed in 96 porocyte culture plates, be highly 2mm, 5%
37 DEG C of incubation 30min of CO2 constant incubators, add low sugar DMEM culture mediums of the 200 μ L containing 10% hyclone, continue incubation,
Sample was taken out respectively at the 1st day, the 4th day, the 7th day and the 10th day, CCK-8 test cell propagation is carried out, using spectrophotometer
Detection absorbance calculates number of viable cells；Dead cell stain test cell activity of living is carried out, using fluorescence microscopy image,
Observation of cell activity and form.Simple two dimension culture (TCPS) is control group.
Fig. 9 is the cell growth curve of CCK-8 detections, and Figure 10 is dead cell stain photo living.As a result show, cell is in water
Gel enclosed inside is uniform, and the initial stage is spherical in shape, starts within the 10th day extracellular matrix secretion, PEG-hydrogel material non-toxic and has
Good biocompatibility.
The foregoing is only presently preferred embodiments of the present invention, not to limit the present invention, all spirit in the present invention and
Within principle, any modification, equivalent substitution and improvements made etc. should be included within the scope of the present invention.
Claims (10)
1. a kind of PEG-hydrogel, it is characterised in that comprising cross-linked structure, the cross-linked structure is by 4-arm-PEG-MAL and matrix
Metalloproteinase substrate peptide is by the dimaleoyl imino and the matrix metalloproteinase substrate on the 4-arm-PEG-MAL
SH- bases covalent bond crosslinking on peptide is formed,
The formula of the 4-arm-PEG-MAL is
Wherein, n ground is positive integer, and the molecular weight of the 4-arm-PEG-MAL is 5-20kD；
The sequence of the matrix metalloproteinase peptide substrate is Ac-GCRDGPQGIWGQDGCG-NH2, structural formula is
2. PEG-hydrogel as claimed in claim 1, it is characterised in that also comprising the liquid being adsorbed in the cross-linked structure
Medium, the liquid medium are water, saline or Triethanolamine buffer.
3. PEG-hydrogel as claimed in claim 1 or 2, it is characterised in that the cross-linked structure and the PEG-hydrogel
Mass volume ratio is 0.05-0.1g/mL.
4. a kind of preparation method of PEG-hydrogel, it is characterised in that comprise the following steps：
S1：4-arm-PEG-MAL and matrix metalloproteinase peptide substrate are dissolved in into the Triethanolamine buffer that pH value is 7.4
In, obtain pre- gelling solution；
S2：The pre- gelling solution is transferred in mould, 5-20min is crosslinked at 37 DEG C, the PEG-hydrogel is formed,
The formula of the 4-arm-PEG-MAL is
Wherein, n is positive integer, and the molecular weight of the 4-arm-PEG-MAL is 5-20kD；
The sequence of the matrix metalloproteinase peptide substrate is Ac-GCRDGPQGIWGQDGCG-NH2, structural formula is
5. the preparation method of PEG-hydrogel as claimed in claim 4, it is characterised in that the three of the Triethanolamine buffer
Ethanolamine concentration is 3-10mM.
6. preparation method as claimed in claim 4, it is characterised in that the 4-arm- being dissolved in the triethanolamine solution
PEG-MAL makes the dimaleoyl imino of the 4-arm-PEG-MAL and the matrix with the amount of matrix metalloproteinase peptide substrate
The ratio of the SH- bases of metalloproteinase substrate peptide is 1:1, and the 4-arm-PEG-MAL and the matrix metalloproteinase
The gross weight of peptide substrate is 0.05-0.1g/mL with the mass volume ratio of the triethanolamine solution.
7. the preparation method as any one of claim 4-6, it is characterised in that also include S3 after s 2：Using liquid
Body medium replaces the Triethanolamine buffer in the PEG-hydrogel, and the liquid medium is water, saline or three ethanol
Amine buffer solution.
8. purposes of the PEG-hydrogel any one of claim 1-3 in tissue engineering bracket is prepared.
9. a kind of tissue engineering bracket, it is characterised in that the PEG-hydrogel by any one of claim 1-3 is carried and lived
Property material is formed.
10. tissue engineering bracket as claimed in claim 9, it is characterised in that the active material is in the PEG-hydrogel
It is equipped in the PEG-hydrogel in preparation process or after preparing.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107118373A (en) * | 2017-05-27 | 2017-09-01 | 湖北大学 | A kind of POSS PEG hybridized hydrogels, its preparation method and application |
| CN108164713A (en) * | 2017-12-07 | 2018-06-15 | 湖北大学 | Degradable and water soluble POSS-PEG hybridized hydrogels and its preparation method and application |
| CN109675107A (en) * | 2019-01-14 | 2019-04-26 | 华中科技大学同济医学院附属协和医院 | It is a kind of to be applied using compound valve bracket of PEG hydrogel and preparation method thereof with it |
| CN109762181A (en) * | 2019-01-16 | 2019-05-17 | 湖南华腾制药有限公司 | Modified Artecoll, hydrogel and preparation method and shaping and beauty material |
| CN109966552A (en) * | 2019-03-22 | 2019-07-05 | 宁波市医疗中心李惠利医院 | Tissue engineering bracket material and preparation method thereof, application, application method |
| CN110237312A (en) * | 2019-06-27 | 2019-09-17 | 广州中医药大学(广州中医药研究院) | A kind of degradable load miRNAs nano-composite coating and its preparation method and application |
| CN114573833A (en) * | 2021-12-28 | 2022-06-03 | 温州医科大学附属眼视光医院 | PEG-RGD polypeptide hydrogel material for three-dimensional cell culture and preparation method and application thereof |
| CN116077618A (en) * | 2022-12-06 | 2023-05-09 | 中国科学院理化技术研究所 | Antibacterial hydrogel and preparation method and application thereof |
| CN116199909A (en) * | 2023-03-14 | 2023-06-02 | 四川大学 | Method for rapidly forming hydrogel through network shrinkage under acidic condition |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120202263A1 (en) * | 2011-02-03 | 2012-08-09 | The Trustees Of The University Of Pennsylvania | Bioactive Macromers and Hydrogels and Methods for Producing Same |
-
2016
- 2016-09-30 CN CN201610871677.1A patent/CN106519632A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20120202263A1 (en) * | 2011-02-03 | 2012-08-09 | The Trustees Of The University Of Pennsylvania | Bioactive Macromers and Hydrogels and Methods for Producing Same |
Non-Patent Citations (4)
| Title |
|---|
| EDWARD A. PHELPS ET AL: "Maleimide Cross-Linked Bioactive PEG Hydrogel Exhibits Improved Reaction Kinetics and Cross-Linking for Cell Encapsulation and In Situ Delivery", 《ADV. MATER.》 * |
| J. PATTERSON ET AL: "Enhanced proteolytic degradation of molecularly engineered PEG hydrogels in response to MMP-1 and MMP-2", 《BIOMATERIALS》 * |
| YE F.TIAN ET AL: "Integrin-specific hydrogels as adaptable tumor organoids for malignant B and T cells", 《BIOMATERIALS》 * |
| YONGDOO PARK ET AL: "Bovine Primary Chondrocyte Culture in Synthetic Matrix Metalloproteinase-Sensitive Poly(ethylene glycol)-Based Hydrogels as a Scaffold for Cartilage Repair", 《TISSUE ENGINEERING》 * |
Cited By (13)
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| CN107118373A (en) * | 2017-05-27 | 2017-09-01 | 湖北大学 | A kind of POSS PEG hybridized hydrogels, its preparation method and application |
| CN108164713B (en) * | 2017-12-07 | 2021-04-16 | 湖北大学 | Hydrolyzable degradable POSS-PEG hybrid hydrogel and preparation method and application thereof |
| CN108164713A (en) * | 2017-12-07 | 2018-06-15 | 湖北大学 | Degradable and water soluble POSS-PEG hybridized hydrogels and its preparation method and application |
| CN109675107A (en) * | 2019-01-14 | 2019-04-26 | 华中科技大学同济医学院附属协和医院 | It is a kind of to be applied using compound valve bracket of PEG hydrogel and preparation method thereof with it |
| CN109762181A (en) * | 2019-01-16 | 2019-05-17 | 湖南华腾制药有限公司 | Modified Artecoll, hydrogel and preparation method and shaping and beauty material |
| CN109966552A (en) * | 2019-03-22 | 2019-07-05 | 宁波市医疗中心李惠利医院 | Tissue engineering bracket material and preparation method thereof, application, application method |
| CN110237312A (en) * | 2019-06-27 | 2019-09-17 | 广州中医药大学(广州中医药研究院) | A kind of degradable load miRNAs nano-composite coating and its preparation method and application |
| CN110237312B (en) * | 2019-06-27 | 2021-11-02 | 广州中医药大学(广州中医药研究院) | Degradable miRNAs-loaded nano composite coating as well as preparation method and application thereof |
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| CN114573833B (en) * | 2021-12-28 | 2023-12-08 | 温州医科大学附属眼视光医院 | PEG-RGD polypeptide hydrogel material for three-dimensional cell culture, and preparation method and application thereof |
| CN116077618A (en) * | 2022-12-06 | 2023-05-09 | 中国科学院理化技术研究所 | Antibacterial hydrogel and preparation method and application thereof |
| CN116199909A (en) * | 2023-03-14 | 2023-06-02 | 四川大学 | Method for rapidly forming hydrogel through network shrinkage under acidic condition |
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