Vallée Frédéric, Müller Christophe, Durand Alain, Schimchowitsch Sarah, Dellacherie Edith, Kelche Christian, Cassel Jean Christophe, Leonard Michèle
Laboratoire de Chimie Physique Macromoléculaire, UMR 7568 CNRS-Université de Nancy1, rue Grandville, B.P. 20451, F-54001 Nancy, France.
Carbohydr Res. 2009 Jan 26;344(2):223-8. doi: 10.1016/j.carres.2008.10.029. Epub 2008 Nov 7.
New amphiphilic derivatives of sodium alginate were prepared by covalent attachment of dodecylamine onto the polysaccharide via amide linkages at different substitution ratios, using 2-chloro-1-methylpyridinium iodide (CMPI) as coupling reagent. The aim was to limit the progressive loss of associative behaviour which occurs in the case of previously described dodecyl ester alginate derivatives due to hydrolysis of ester bonds. A series of hydrogels was obtained which differed by the amount of attached dodecyl tails. The stability and viscoelastic properties were evaluated and compared to those of hydrogels obtained with alginate esters. The observed differences were discussed in relation to the synthesis procedures. The advantages of amide links are underlined, especially with regard to long-term stability of hydrogels.
通过使用2-氯-1-甲基碘化吡啶鎓(CMPI)作为偶联剂,以不同的取代率通过酰胺键将十二烷基胺共价连接到多糖上,制备了新型的海藻酸钠两亲性衍生物。目的是限制在先前描述的十二烷基酯海藻酸盐衍生物的情况下由于酯键水解而发生的缔合行为的逐渐丧失。获得了一系列水凝胶,它们的十二烷基尾连接量不同。评估了稳定性和粘弹性,并与用海藻酸酯获得的水凝胶进行了比较。根据合成程序讨论了观察到的差异。强调了酰胺键的优点,特别是关于水凝胶的长期稳定性。