A new class of polymerizable dextrans with hydrolyzable groups: hydroxyethyl methacrylated dextran with and without oligolactate spacer

A new class of polymerizable dextrans with hydrolyzable groups: hydroxyethyl methacrylated dextran with and without oligolactate spacer
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DOI:
10.1016/s0032-3861(97)00189-4
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发表时间:
1997-12-01
期刊:
影响因子:
4.6
通讯作者:
Hennink, WE
Hennink, WE
中科院分区:
化学2区
文献类型:
--
作者:
vanDijkWolthuis, WNE;Tsang, SKY;Hennink, WE

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本文介绍了一类对水解敏感的新型甲基丙烯酸酯化葡聚糖的合成方法。这些甲基丙烯酸酯化葡聚糖可用于生物可降解水凝胶的开发,通过将L-丙交酯接枝到甲基丙烯酸2-羟乙酯(HEMA)上,然后用N,N '-羰基二咪唑(CDI)活化末端羟基,得到HEMA-乳酸盐Cl。在二甲基氨基吡啶存在下,该化合物与葡聚糖在二甲基亚砜中偶联,得到dexlactateHEMA。以相同的方式,通过将CDI活化的HEMA偶联至葡聚糖来获得dex-HEMA。通过1H-1-NMR测定的取代度可以通过改变HEMA-Cl或HEMA-lactate Cl与葡聚糖的摩尔比来控制。掺入效率为60- 85%。以高收率(85-90%)得到葡聚糖衍生物,并通过NMR、FTIR和GPC进行表征。(C)1997年爱思唯尔科学有限公司
In this paper a synthetic procedure is described towards a new class of methacrylated dextrans which are sensitive to hydrolysis. These methacrylated dextrans, which can be used for the development of biodegradable hydrogels, were obtained by grafting L-lactide onto 2-hydroxyethyl methacrylate (HEMA), followed by activation of the terminal hydroxyl group with N,N'-carbonyldiimidazole (CDI), yielding HEMA-lactateCI. Coupling of this compound to dextran in dimethyl sulfoxide in the presence of dimethylaminopyridine resulted in dexlactateHEMA. In the same way, dex-HEMA was obtained by coupling of CDI-activated HEMA to dextran. The degree of substitution, as determined by H-1-NMR, could be controlled by Varying the molar ratio of HEMA-CI or HEMA-lactateCI to dextran. The incorporation efficiency was 60-85%. The dextran derivatives were obtained in high yield (85-90%) and characterized by NMR, FTIR and GPC. (C) 1997 Elsevier Science Ltd.