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首先对壳聚糖进行羧甲基化,通过N,N-二环己基碳酰亚胺(DCC)和N-羟基琥珀酰亚胺(NHS)将赖氨酸连接到壳聚糖的C6位点;与NO气体在甲醇钠/甲醇溶液中607.9 kPa反应7 d,合成了一种具有良好生物相容性的含有[N(O)NO]~-官能团的亲核NO供体.采用红外光谱(FT-IR)、紫外(UV)和核磁共振(~1H-NMR)对产物的化学结构进行了表征,并用Griess试剂法测定了其NO释放性能.释放曲线显示,赖氨酸改性壳聚糖亲核NO供体的NO释放总量为327 nmol/mg,释放半衰期为t_(1/2)=0.23 h.

Lysine modified chitosan at the C6 position was prepared by lysine react with C6-carboxylmethyl chitosan which was activated by N-hydroxysuccinimide (NHS) and dicuclohexyl carbodiimide (DCC), then lysine modified chitosan was reacted with nitric oxide at 607.9 kPa for 7 days and formed a NO releasing diazeniumdiolates. The chemical structure of the product was characterized by Fourier transform infrared spectroscopic(FT-IR) , UV and hydrogen nuclear magnetic resonance spectrum(~1H-NMR). The NO release profile for this NO donor in phosphate buffer solution (pH7.4, 37 ℃) was investigated by the Griess assay. The result shows that the total NO release of the diazeniumdiolate is 327 nmol/mg and the half-life is t_(1/2) = 0.23 h.

参考文献

[1] 高群,万锕俊.新型亲核NO供体Diazeniumdiolate及其靶向性控释材料[J].化学进展,2006(09):1101-1109.
[2] Frost MC;Reynolds MM;Meyerhoff ME .Polymers incorporating nitric oxide releasing/generating substances for improved biocompatibility of blood-contacting medical devices.[J].Biomaterials,2005(14):1685-1693.
[3] Bohl KS;West JL .Nitric oxide-generating polymers reduce platelet adhesion and smooth muscle cell proliferation.[J].Biomaterials,2000(22):2273-2278.
[4] Ho-Wook Jun;Lakeshia J.Taite;Jennifer L.West .Nitric Oxide-Producing Polyurethanes[J].Biomacromolecules,2005(2):838-844.
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