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硫酸化漆多糖的结构-抗凝活性关系:羧基和硫酸化位置的影响

The structure-anticoagulant activity relationships of sulfated lacquer polysaccharide: effect of carboxyl group and position of sulfation.

作者信息

Yang Jianhong, Du Yumin, Huang Ronghua, Wan Yunyang, Wen Yan

机构信息

Department of Environmental Science, College of resource and Environmental Science, Wuhan University, Wuhan, Hubei 430072, China.

出版信息

Int J Biol Macromol. 2005 Jul;36(1-2):9-15. doi: 10.1016/j.ijbiomac.2005.03.002.

DOI:10.1016/j.ijbiomac.2005.03.002
PMID:16022893
Abstract

Regiospecific oxidation of the primary hydroxyl groups in lacquer polysaccharide (LPL, Mw 6.85 x 10(4)) and its NaIO4 oxidation derivatives (LPLde) to C-6 carboxy groups was achieved with NaOCl in the presence of Tempo and NaBr. Sulfate groups were incorporated into the oxidated polysaccharides using Py.SO3 complex as a reagent. Reactivity of polysaccharide hydroxyl group was C-6 > C-2 > C-4. Sulfate groups were mainly linked to the second hydroxy at C-2 in the products. The results of APTT assay showed after incorporation of carboxyl groups into lacquer polysaccharides, the intrinsic coagulation pathway was promoted, and all sulfated polysaccharides had very weak anticoagulant activity within the scope of studied DS (0.39-1.11). These indicated that carboxyl groups and sulfate groups had the synergistic action. At the same time, the anticoagulant activity increased very slowly with the DS in the second hydroxy. This indicated that 6-O-SO3- in the side chains took an important role in the anticoagulant activity.

摘要

在Tempo和NaBr存在的情况下,使用NaOCl将漆多糖(LPL,Mw 6.85 x 10(4))及其高碘酸钠氧化衍生物(LPLde)中的伯羟基区域选择性氧化为C-6羧基。使用Py.SO3络合物作为试剂将硫酸根引入氧化多糖中。多糖羟基的反应活性为C-6 > C-2 > C-4。硫酸根主要连接到产物中C-2位的第二个羟基上。活化部分凝血活酶时间(APTT)测定结果表明,将羧基引入漆多糖后,内源性凝血途径得到促进,并且在所研究的取代度(DS,0.39 - 1.11)范围内,所有硫酸化多糖的抗凝活性都非常弱。这些表明羧基和硫酸根具有协同作用。同时,抗凝活性随第二个羟基上的DS增加非常缓慢。这表明侧链中的6-O-SO3-在抗凝活性中起重要作用。

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