Medical and Spatial Imaging Laboratory, University Toulouse III, Toulouse, France.
J Dent. 2010 Apr;38(4):331-5. doi: 10.1016/j.jdent.2009.12.006. Epub 2009 Dec 28.
2-Hydroxyethylmethacrylate (HEMA) was compared to its epoxy analogue, glycidoxypropylmethacrylate (GMA), for reactivity with 2,6-diaminohexanoic acid (Lysine), an amino acid present in collagen possessing a reactive amino side chain. The aim was to verify whether HEMA could chemically react with collagen fibers.
Capillary electrophoresis was used to analyse reaction products together with computer aided chemistry. Retention of HEMA in demineralized dentine particles was investigated by infrared spectroscopy.
It was found by that HEMA does not form any new molecular species when contacted with lysine whereas GMA completely reacts to form the expected addition product. Computer aided chemistry confirmed this finding. Infrared spectroscopy showed that demineralized dentin has strong affinity for HEMA and retains this monomer despite extensive water washing.
We interpret this behavior as demonstrating solvation of HEMA in the collagen polymer network.
将 2-羟乙基甲基丙烯酸酯(HEMA)与环氧树脂类似物 2-缩水甘油基丙基甲基丙烯酸酯(GMA)进行比较,以研究其与胶原中存在的具有反应性氨基侧链的 2,6-二氨基己酸(赖氨酸)的反应性。目的是验证 HEMA 是否可以与胶原纤维发生化学相互作用。
使用毛细管电泳结合计算机辅助化学分析来分析反应产物。通过红外光谱研究了 HEMA 在脱矿牙本质颗粒中的保留情况。
发现 HEMA 与赖氨酸接触时不会形成任何新的分子物种,而 GMA 则完全反应形成预期的加合物。计算机辅助化学证实了这一发现。红外光谱表明,脱矿牙本质对 HEMA 具有很强的亲和力,并且尽管经过大量水洗,仍保留这种单体。
我们将这种行为解释为 HEMA 在胶原聚合物网络中的溶解。