CN114788786A - Zwitterionic polymer/amorphous calcium phosphate nano-composite as well as preparation method and application thereof - Google Patents
Zwitterionic polymer/amorphous calcium phosphate nano-composite as well as preparation method and application thereof Download PDFInfo
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- CN114788786A CN114788786A CN202110925067.6A CN202110925067A CN114788786A CN 114788786 A CN114788786 A CN 114788786A CN 202110925067 A CN202110925067 A CN 202110925067A CN 114788786 A CN114788786 A CN 114788786A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/15—Compositions characterised by their physical properties
- A61K6/17—Particle size
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/20—Protective coatings for natural or artificial teeth, e.g. sealings, dye coatings or varnish
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/60—Preparations for dentistry comprising organic or organo-metallic additives
- A61K6/69—Medicaments
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/831—Preparations for artificial teeth, for filling teeth or for capping teeth comprising non-metallic elements or compounds thereof, e.g. carbon
- A61K6/838—Phosphorus compounds, e.g. apatite
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
Abstract
The invention provides a zwitterionic polymer/amorphous calcium phosphate nano-composite, which is prepared by dissolving a zwitterionic polymer in a calcium chloride aqueous solution, and stirring and mixing uniformly to obtain a solution A; dissolving phosphate in water, and stirring to dissolve the phosphate to obtain a solution B; and adding the solution B into the solution A, and stirring for 5-30min at the rotating speed of 400-600rpm to fully react to obtain the zwitter-ion polymer/amorphous calcium phosphate nano-composite. The compound has good biocompatibility, can promote the remineralization of tooth enamel and the occlusion of dentinal tubules in a saliva environment, and can inhibit the adhesion of dental caries bacteria and the formation of bacterial biofilms, thereby realizing the purposes of blocking the progress of dental caries and remineralizing demineralized hard tooth tissues.
Description
Technical Field
The invention relates to the technical field of biological materials, in particular to a zwitterionic polymer/amorphous calcium phosphate nano composite.
Background
Caries is a bacterial biofilm-dependent disease in which cariogenic bacteria (such as Streptococcus mutans) metabolize carbohydrates by fermentation to produce a pH in the plaque biofilm: (<5.5) demineralization of the hard tissues of the teeth (enamel and dentin) occurs. It has been found that the combined effect of bacteriostasis and remineralization can simultaneously arrest the cariogenic process and prevent new caries. Amorphous Calcium Phosphate (ACP) nanoparticles are capable of releasing large amounts of Ca 2+ And PO 4 3- Ions have great potential in the treatment of enamel demineralization. Spherical ACP nanoparticles can be deposited into chains and then converted to Hydroxyapatite (HA), forming tooth enamel. However, ACP is an unstable substance that readily reacts with atmospheric water in solution or in a dry state, rapidly transforms into a thermodynamically more stable calcium phosphate, and fails to maintain supersaturated Ca for remineralization 2+ 、PO 4 3- And (4) an ionic environment. Studies show that amelogenin (Amel) can stabilize ACP to form Amel/ACP particles and guide the particles to be arranged, fused and converted into HA crystals. Inspired by the capability of amelogenin in stabilizing ACP, researchers speculate that the existence of macromolecules can be used as a stabilizer to directly isolate supersaturated calcium and phosphorus ions in a solution from precipitates, so that the calcium/phosphorus ions are stabilized. Thus, Amorphous Calcium Phosphate (ACP) can be stabilized by forming a nanocomposite, remineralizing demineralized tooth enamel with matrix-stabilized ACP nanoparticles. However, the use of these nanocomposites neglects the presence of cariogenic bacterial biofilms in actual cariogenic demineralization areas and the continuing bacterial challenges in the oral cavity.
Disclosure of Invention
The invention overcomes the defects in the prior art, ignores the existence of cariogenic bacterial biomembranes in actual carious demineralization areas and the persistent bacterial challenges in oral cavities by the application of the existing nano-composites, and provides the zwitterionic polymer/amorphous calcium phosphate nano-composite which has good biocompatibility, can promote the remineralization of tooth enamel and the occlusion of dentinal tubules in a saliva environment, and can inhibit the adhesion of cariogenic bacteria and the formation of bacterial biomembranes, thereby realizing the purposes of blocking the progress of caries and remineralizing demineralized tooth hard tissues.
The purpose of the invention is realized by the following technical scheme.
The zwitterionic polymer/amorphous calcium phosphate nano-composite and the preparation method thereof are carried out according to the following steps:
step 1, dissolving a zwitterionic polymer in a calcium chloride aqueous solution, and stirring and mixing uniformly to obtain a solution A, wherein the zwitterionic polymer has the following chemical structure:
in the above formula, R is H or CH 3 ，R 1 Is O or NH, n is 1, 2 or 3, M is 1 or 2, the concentration of the calcium chloride aqueous solution is 0.01-0.1M, and the concentration of the zwitterionic polymer in the solution A is 1-10 wt%;
step 2, dissolving phosphate in water, and stirring and dissolving to obtain a solution B, wherein the phosphate is one of disodium hydrogen phosphate, dipotassium hydrogen phosphate, sodium dihydrogen phosphate and potassium dihydrogen phosphate, and the concentration of a phosphate aqueous solution is 0.01-0.1M;
and 3, adding the solution B prepared in the step 2 into the solution A prepared in the step 1, and stirring for 5-30min at the rotating speed of 400-600rpm to fully react to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP).
In step 1, the concentration of the aqueous calcium chloride solution was 0.02M and the concentration of the zwitterionic polymer in solution A was 6 wt%.
In step 1, the zwitterionic polymer is a carboxylic acid type betaine Polymer (PCBAA) with a chemical structure as follows:
in step 2, dipotassium hydrogen phosphate was used as the phosphate, and the concentration of the phosphate aqueous solution was 0.06M.
In step 3, stirring was carried out at 500rpm for 10 min.
The invention has the beneficial effects that: the invention provides a novel bionic Amorphous Calcium Phosphate (ACP) nano-composite which is synthesized by stabilizing Amorphous Calcium Phosphate (ACP) nano-particles by adopting a zwitterionic polymer with good biocompatibility, the Amorphous Calcium Phosphate (ACP) nano-particles are chelated by abundant carboxyl on a side chain of the zwitterionic polymer, the Amorphous Calcium Phosphate (ACP) nano-particles in a solution can be stabilized, simultaneously, a charged quaternary ammonium salt group can be used as a nucleation site to mediate the transformation of the Amorphous Calcium Phosphate (ACP) nano-particles to oriented apatite crystals, the effective in-vitro mineralization is realized, meanwhile, the inherent super-hydrophilic property of the zwitterionic polymer endows the Amorphous Calcium Phosphate (ACP) nano-composite to resist bacterial adhesion and bacterial biofilm formation, and the Amorphous Calcium Phosphate (ACP) nano-composite has antibacterial property under an acidic environment caused by a bacterial biofilm, therefore, the zwitterionic polymer/amorphous calcium phosphate nano-composite is a very promising tooth remineralization nano-material, has double functions in preventing caries: 1) an anti-biofilm membrane; 2) promoting remineralization of enamel and occlusion of dentinal tubules.
Drawings
FIG. 1 is a transmission electron microscope image of the zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP) solution prepared in example 1, with diffraction rings in the upper right corner, (a)1 day, (b)2 days, (c)3 days, (d)4 days, (e)5 days, and (f)7 days;
FIG. 2 is a laser confocal microscope image and a three-dimensional 3D image of a surface biofilm of an enamel specimen treated by the zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP) solution prepared in example 1, a blank enamel specimen, a carboxylic acid type betaine Polymer (PCBAA) and a zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP);
FIG. 3 is a scanning electron microscope image of remineralization of enamel and occlusion of dentinal tubules after treatment with the zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP) solution prepared in example 1, wherein A and B are untreated, acid etched enamel and dentin; c and D are acid-etched enamel and dentin after treatment with zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP).
Detailed Description
The technical solution of the present invention is further illustrated by the following specific examples.
Example 1
The preparation method of the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP) comprises the following steps:
s1: dissolving 0.6g of zwitterionic polymer carboxylic acid type betaine Polymer (PCBAA) in 10mL of 0.2M calcium chloride aqueous solution, and stirring at the rotating speed of 500rpm for 10min to obtain a solution A;
s2: weighing 20.88mg of dipotassium hydrogen phosphate, and dissolving the dipotassium hydrogen phosphate in 10mL of deionized water to obtain a solution B;
s3: and slowly adding the solution B into the solution A, and stirring at the rotating speed of 500rpm for 10min to fully react so as to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP).
To further investigate the properties of the zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP) prepared in example 1, this example was subjected to corresponding experimental validation:
as shown in fig. 1, which is a transmission electron micrograph of the material solution, the upper right corner is a diffraction ring, and it can be seen from the micrograph that the zwitterionic polymer/amorphous calcium phosphate nanocomposite (pcba/ACP) solution can be stabilized for 1 day without any aggregation or particle size increase, and in the next two days, although there is a small amount of aggregation and the size of the nanoparticles is slightly increased, they are still amorphous, and in days 4 and 5, the nanoparticles are significantly aggregated, which indicates that the stabilizing effect of the zwitterionic polymer/amorphous calcium phosphate nanocomposite (pcba/ACP) on the Amorphous Calcium Phosphate (ACP) nanoparticles is significantly reduced, but the SAED image of the nanoparticles does not show a significant crystal structure, and after 7 days, the spherical particles disappear and are converted into a needle-like structure, and in this experiment, the carboxylic betaine polymer (pcba) can stabilize the Amorphous Calcium Phosphate (ACP) nanoparticles in the solution for at least 1 day, and the time for aggregating the Amorphous Calcium Phosphate (ACP) nanoparticles into large particles is prolonged by 5 days as a nucleation inhibitor, which is beneficial to the Amorphous Calcium Phosphate (ACP) nanoparticles to penetrate into the deep part of a demineralization area in the remineralization process, and the Amorphous Calcium Phosphate (ACP) nanoparticles are prevented from being rapidly converted into hydroxyapatite crystals before entering gaps.
As shown in fig. 2, which is a laser confocal image of bacterial biofilm on enamel surface, it can be seen that dense bacterial biofilm was formed on the enamel surface without any treatment, the bacteria were active bacteria, and the bacteria in the bacterial biofilm on the enamel surface treated with the zwitterionic polymer/amorphous calcium phosphate nano-complex (PCBAA/ACP) were dead bacteria, indicating that the zwitterionic polymer/amorphous calcium phosphate nano-complex (PCBAA/ACP) can kill the bacteria in the bacterial biofilm.
As shown in figure 3, which is a scanning electron microscope image of enamel remineralization and dentinal tubule occlusion, it can be seen that after treatment with zwitterionic polymer/amorphous calcium phosphate nanocomposite (PCBAA/ACP), the acid etched enamel surface forms a uniform mineral layer and the dentinal tubules are almost completely enclosed, indicating that the material is capable of remineralization of the dental hard tissue.
Example 2
The preparation method of the zwitterionic polymer/amorphous calcium phosphate nano composite comprises the following steps:
s1: dissolving 1.0g of zwitterionic polymer carboxylic acid type betaine Polymer (PCBAA) in 10mL of 0.2M calcium chloride aqueous solution, and stirring at 500rpm for 10min to obtain solution A;
s2: weighing 41.76mg of dipotassium hydrogen phosphate, and dissolving the dipotassium hydrogen phosphate in 10mL of deionized water to obtain a solution B;
s3: and slowly adding the solution B into the solution A, and stirring at the rotating speed of 500rpm for 10min to fully react so as to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP).
Example 3
The preparation method of the zwitterionic polymer/amorphous calcium phosphate nano composite comprises the following steps:
s1: dissolving 1.0g of zwitterionic polymer carboxylic acid type betaine Polymer (PCBAA) in 10mL of 0.3M calcium chloride aqueous solution, and stirring at 500rpm for 10min to obtain solution A;
s2: weighing 41.76mg of dipotassium hydrogen phosphate, and dissolving the dipotassium hydrogen phosphate in 10mL of deionized water to obtain a solution B;
s3: and slowly adding the solution B into the solution A, and stirring at the rotating speed of 500rpm for 10min to fully react so as to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP).
Example 4
The preparation method of the zwitterionic polymer/amorphous calcium phosphate nano composite comprises the following steps:
s1: dissolving 0.6g of zwitterionic polymer carboxylic acid type betaine Polymer (PCBAA) in 10mL of 0.4M calcium chloride aqueous solution, and stirring at the rotating speed of 500rpm for 10min to obtain a solution A;
s2: weighing 41.76mg of dipotassium hydrogen phosphate, and dissolving the dipotassium hydrogen phosphate in 10mL of deionized water to obtain a solution B;
s3: and slowly adding the solution B into the solution A, and stirring at the rotating speed of 500rpm for 10min to fully react so as to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite (PCBAA/ACP).
The invention being thus described by way of example, it should be understood that any simple alterations, modifications or other equivalent alterations as would be within the skill of the art without the exercise of inventive faculty, are within the scope of the invention.
Claims (9)
1. A zwitterionic polymer/amorphous calcium phosphate nanocomposite characterized in that: the method comprises the following steps:
step 1, dissolving a zwitterionic polymer in a calcium chloride aqueous solution, and stirring and mixing uniformly to obtain a solution A, wherein the zwitterionic polymer has the following chemical structure:
in the above formula, R is H or CH 3 ，R 1 Is O or NH, n is 1, 2 or 3, M is 1 or 2, the concentration of the calcium chloride aqueous solution is 0.01-0.1M, and the concentration of the zwitterionic polymer in the solution A is 1-10 wt%;
step 2, dissolving phosphate in water, stirring and dissolving to obtain a solution B, wherein the phosphate is one of disodium hydrogen phosphate, dipotassium hydrogen phosphate, sodium dihydrogen phosphate and potassium dihydrogen phosphate, and the concentration of a phosphate aqueous solution is 0.01-0.1M;
and 3, adding the solution B prepared in the step 2 into the solution A prepared in the step 1, and stirring for 5-30min at the rotating speed of 400-600rpm to fully react to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite.
2. The zwitterionic polymer/amorphous calcium phosphate nanocomposite of claim 1, wherein: in step 1, the concentration of the calcium chloride aqueous solution is 0.02M, and in the solution A, the concentration of the zwitterionic polymer is 6 wt%, and the zwitterionic polymer is a carboxylic acid type betaine polymer, and the chemical structure of the zwitterionic polymer is as follows:
3. the zwitterionic polymer/amorphous calcium phosphate nanocomposite of claim 1, wherein: in step 2, dipotassium hydrogen phosphate was used as the phosphate, and the concentration of the phosphate aqueous solution was 0.06M.
4. The preparation method of the zwitterionic polymer/amorphous calcium phosphate nano composite is characterized by comprising the following steps: the method comprises the following steps:
step 1, dissolving a zwitterionic polymer in a calcium chloride aqueous solution, and stirring and mixing uniformly to obtain a solution A, wherein the zwitterionic polymer has a chemical structure as follows:
in the above formula, R is H or CH 3 ，R 1 Is O or NH, n is 1, 2 or 3, M is 1 or 2, the concentration of the calcium chloride aqueous solution is 0.01-0.1M, and the concentration of the zwitterionic polymer in the solution A is 1-10 wt%;
step 2, dissolving phosphate in water, stirring and dissolving to obtain a solution B, wherein the phosphate is one of disodium hydrogen phosphate, dipotassium hydrogen phosphate, sodium dihydrogen phosphate and potassium dihydrogen phosphate, and the concentration of a phosphate aqueous solution is 0.01-0.1M;
and 3, adding the solution B prepared in the step 2 into the solution A prepared in the step 1, and stirring for 5-30min at the rotating speed of 400-600rpm to fully react to obtain the zwitterionic polymer/amorphous calcium phosphate nano-composite.
5. The method of preparing the zwitterionic polymer/amorphous calcium phosphate nanocomposite of claim 4, wherein: in step 1, the concentration of the calcium chloride aqueous solution is 0.02M, and in the solution A, the concentration of the zwitterionic polymer is 6 wt%, and the zwitterionic polymer is a carboxylic acid type betaine polymer, and the chemical structure of the zwitterionic polymer is as follows:
6. the method for preparing the zwitterionic polymer/amorphous calcium phosphate nanocomposite according to claim 4, characterised in that: in step 2, dipotassium hydrogen phosphate is used as phosphate, and the concentration of the phosphate aqueous solution is 0.06M.
7. The method of preparing the zwitterionic polymer/amorphous calcium phosphate nanocomposite of claim 4, wherein: in step 3, stirring was carried out at 500rpm for 10 min.
8. Use of the zwitterionic polymer/amorphous calcium phosphate nanocomposite according to any one of claims 1 to 3 in demineralised dental hard tissue biomimetic remineralisation, caries-blocking drugs and care products thereof.
9. Use according to claim 8, characterized in that: the acid-etched enamel surface treated by the zwitterionic polymer/amorphous calcium phosphate nano-composite forms a uniform mineral layer, dentinal tubules are almost completely closed, and the zwitterionic polymer/amorphous calcium phosphate nano-composite can remineralize hard tissues of teeth.
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Citations (4)
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|---|---|---|---|---|
| US20080039592A1 (en) * | 2004-08-11 | 2008-02-14 | Kuraray Medical Inc. | Dental Polymerizable Composition |
| US20090226555A1 (en) * | 2004-08-10 | 2009-09-10 | Helixir Co., Ltd. | Extract of actinidia arguta for preventing and treating baldness disorders and seborrheic skin disorders |
| US20130236630A1 (en) * | 2012-03-07 | 2013-09-12 | Empire Technology Development Llc | Zwitterionic lignin derivatives for marine antifouling coatings |
| CN106473933A (en) * | 2016-10-13 | 2017-03-08 | 浙江大学 | The biomineralization material of bonding auxiliary and its application in biomimetic mineralization |
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- 2021-08-12 CN CN202110925067.6A patent/CN114788786B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090226555A1 (en) * | 2004-08-10 | 2009-09-10 | Helixir Co., Ltd. | Extract of actinidia arguta for preventing and treating baldness disorders and seborrheic skin disorders |
| US20080039592A1 (en) * | 2004-08-11 | 2008-02-14 | Kuraray Medical Inc. | Dental Polymerizable Composition |
| US20130236630A1 (en) * | 2012-03-07 | 2013-09-12 | Empire Technology Development Llc | Zwitterionic lignin derivatives for marine antifouling coatings |
| CN106473933A (en) * | 2016-10-13 | 2017-03-08 | 浙江大学 | The biomineralization material of bonding auxiliary and its application in biomimetic mineralization |
Non-Patent Citations (3)
| Title |
|---|
| MENG XU 等: "Biomimetic mineralization of a hydroxyapatite crystal in the presence of a zwitterionic polymer", 《CRYSTENGCOMM》, pages 2374 - 2383 * |
| 蔡洪桢 等: "人工种植体表面改性方法研究进展", 《中华老年口腔医学杂志》, pages 237 - 241 * |
| 郭洪刚 等: "新型纳米化仿生骨基质与羊脂肪基质细胞复合培养的生物相容性", 《中国组织工程研究》, pages 2889 - 2892 * |
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