β-硝基醇与多胺交联的机理及催化研究
Mechanistic and Catalytic Studies of -Nitroalcohol Crosslinking with Polyamine.
作者信息
Li Xia, Li Yongjun, Rao Yi, Solomon Marissa R, Paik David C, Turro Nicholas J
机构信息
Department of Chemistry, Columbia University, New York, New York 10027.
Department of Ophthalmology, Columbia University, New York, New York 10032.
出版信息
J Appl Polym Sci. 2013 Jun 15;128(6):3696-3701. doi: 10.1002/app.38604.
-Nitroalcohols (NAs) are promising corneoscleral crosslinking agents for the treatment of diseases such as keratoconus and myopia. Although it is believed that formaldehyde is released from the crosslinking reactions of NAs, the mechanism by which NAs react with amine-functionalized polymers has yet to be known. In this study, we present the reaction mechanism of the NA crosslinking. Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) data provide strong evidence that formaldehyde is released during the reaction. Catalytic studies show that sodium bicarbonate (NaHCO) and salmon testes DNA accelerate the reaction while hydroxynitrile lyase from Arabidopsis thaliana decelerates the crosslinking reaction. These results suggest that NAs are potential self-administered crosslinking agents for future clinical use.
硝基醇（NAs）是用于治疗圆锥角膜和近视等疾病的有前景的角膜巩膜交联剂。尽管人们认为甲醛是由NAs的交联反应释放出来的，但NAs与胺官能化聚合物反应的机制尚不清楚。在本研究中，我们展示了NA交联的反应机制。傅里叶变换红外（FTIR）和核磁共振（NMR）数据提供了有力证据，证明反应过程中会释放甲醛。催化研究表明，碳酸氢钠（NaHCO）和鲑鱼精巢DNA加速反应，而来自拟南芥的羟基腈裂解酶则减缓交联反应。这些结果表明，NAs是未来临床使用的潜在自我给药交联剂。
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