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Application of amino acid derivative monomer on dentin adhesion and

氨基酸衍生物单体在牙本质粘附及修复中的应用

基本信息

批准号：
14571813
负责人：
TORII Yasuhiro
金额：
$ 2.24万
依托单位：
OKAYAMA UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2003
项目状态：
已结题

来源：
https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-14571813/
关键词：
Dentin Adhesion Composite resin Amino acid derivative Molecular structure

项目摘要

In this study, several kinds of amino-acid monomers with different molecular structure were newly synthesized and their effect on the adhesion between resin and tooth was investigated to clarify the relation between the bonding effectiveness and molecular structure of adhesive monomer.Firstly, N-acryloyl aspartic acid (N-AAsp) was synthesized by the reaction between acrylic chloride and DL-aspartic acid. N-AAsp can be dissolved in distilled water up to 25wt%. The maximum bond strength to enamel and dentin, 16 MPa, was obtained when 20wt% N-AAsp aqueous solution was used as a self-etching primer.Secondly, the bonding efficacy of N-acryloy Glycine (N-AGly) having one carboxyl group to dentin was estimated, comparing with that of N-AAsp having two carboxyl groups. As a result, N-AAsp was more effective on dentin bonding.In addition, N-acryloyl Glutamic acid (N-AGlu) was synthesized. N-AGlu has two carboxyl groups and same structure of the principal chain as N-AAsp, but the structure of side chain is different. The pKa values of the carboxyl group in the side chain of N-AGlu and N-AAsp were 4.53 and 4.19, respectively. The N-AGlu exhibited no bonding efficacy on the ground dentin surface, whereas N-AAsp present good efficacy. On the other hand, N-AGlu showed bonding effect equal with the N-AAsp when it was applied on the dentin after the smear layer was removed.Our results indicate that the amino-acid monomers having two carboxyl groups have good potential value as a self-etching primer for bonding to tooth. The results also suggest that the pKa value of carboxyl group in monomer molecules is important factor in the appearance of dentine adhesive property.

本研究新合成了几种不同分子结构的氨基酸单体，并研究了它们对树脂与牙齿粘附的影响，以阐明粘附单体的分子结构与粘附效果之间的关系。首先，用氯化丙烯酸与dl -天冬氨酸反应合成n -丙烯酰天冬氨酸（N-AAsp）。N-AAsp可以溶解在蒸馏水高达25wt%。以20wt% N-AAsp水溶液作为自蚀刻底漆时，其与牙本质的最大结合强度为16 MPa。其次，比较具有1个羧基的n -丙烯酰甘氨酸（N-AGly）与具有2个羧基的N-AAsp与牙本质的结合效果。结果表明，N-AAsp对牙本质结合更有效。并合成了n -丙烯酰谷氨酸（N-AGlu）。N-AGlu具有两个羧基，主链结构与N-AAsp相同，但侧链结构不同。N-AGlu和N-AAsp侧链羧基的pKa值分别为4.53和4.19。N-AGlu在牙本质表面无粘结效果，而N-AAsp在牙本质表面有良好的粘结效果。另一方面，去除涂抹层后，N-AGlu与N-AAsp在牙本质上的结合效果相当。我们的研究结果表明，具有两个羧基的氨基酸单体具有良好的潜在价值，可以作为自蚀刻底漆与牙齿结合。结果还表明，单体分子中羧基的pKa值是影响牙本质粘接性能的重要因素。