New catanionic glycolipids.: 1.: Synthesis, characterization, and biological activity of double-chain and gemini catanionic analogues of galactosylceramide (galβ1cer)

被引：90

作者：

Blanzat, M ^{[1
]}

Perez, E ^{[1
]}

Rico-Lattes, I ^{[1
]}

Prome, D ^{[1
]}

Prome, JC ^{[1
]}

Lattes, A ^{[1
]}

机构：

[1] Univ Toulouse 3, Lab IMRCP, CNRS, UMR 5623, F-31062 Toulouse, France

来源：

LANGMUIR | 1999年 / 15卷 / 19期

关键词：

D O I：

10.1021/la990300y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New double-chain and gemini catanionic analogues of the glycolipid gal beta(1)cer-identified as a cell receptor of the HIV-1 virus-were easily prepared in two steps from unprotected lactose. Due to their sugar moiety, these new catanionic surfactants were able to be cationized by sodium ions and therefore to be characterized in their monomeric forms by electrospray mass spectrometry. To our knowledge, this is the first time that catanionic surfactants have been directly observed, proving undoubtedly their existence as monomeric species. These new catanionic glycolipids showed interesting anti-HTV-1 activities, acting as monomeric analogues of gal beta(1)cer. Finally, these new catanionic glycolipids were characterized by their surface active properties, by lamellar mesophases, and by their aptitude to spontaneously form vesicles.

引用

页码：6163 / 6169

页数：7

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