Synthesis and characterization of oligomaltose-grafted lipids with application to liposomes.

Synthesis and characterization of oligomaltose-grafted lipids with application to liposomes.
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低聚麦芽糖接枝脂质的合成和表征及其在脂质体中的应用。

DOI:
10.1006/jcis.2002.8355
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发表时间:
2002
影响因子:
9.9
通讯作者:
Marchant,RogerE
Marchant,RogerE
中科院分区:
化学1区
文献类型:
--
作者:
Xu,Zhong;Jayaseharan,Johnsamuel;Marchant,RogerE

文献摘要

被引文献

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合成了两种含2个和15个低聚麦芽糖单元和一个磷脂酰乙醇胺的新型糖脂,并用FTIR和1H-NMR对其结构进行了表征。糖脂的明确定义的线性结构是通过使用麦芽糖低聚糖的还原性端基的选择性氧化的终点缀合策略,然后用二硬脂酰磷脂酰乙醇胺进行氨解来保证的。在1-乙基-3-(3-二甲氨基丙基)碳二亚胺盐酸盐和N-羟基琥珀酰亚胺的催化下,中间体酸选择性地与胺反应形成酰胺键。基于膜平衡测量,提出了糖脂在空气-水界面处的构象。糖脂在界面处的独特构象可以提供优于传统PEO衍生的脂质的优势,就其用于空间稳定脂质体的应用而言。糖脂证明了空间稳定脂质体分散体的能力,如通过浊度测量所确定的。
Novel glycolipids, which contain 2 and 15 oligomaltose units and a phosphatidylethanolamine, were synthesized and characterized by FTIR and1H-NMR spectroscopies. The well-defined linear structure of the glycolipids was assured by an end-point conjugation strategy using selective oxidation of the reducing end groups of maltose oligosaccharides, followed by aminolysis with distearoylphosphatidylethanolamine. The intermediate acids react selectively with amines to form amide linkages, catalyzed by 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride and N-hydroxysuccinimide. Conformations of the glycolipids at the air–water interface were proposed based on the film balance measurements. The unique conformations of glycolipids at interfaces may offer advantages over traditional PEO-derived lipids in regard to their applications for sterically stabilizing liposomes. The glycolipids demonstrated the ability for sterically stabilizing liposome dispersions, as determined by turbidity measurements.