pH-sensitive vesicles containing a lipidic β-amino acid with two hydrophobic chains

被引：13

作者：

Capone, Stefania ^{[1
]}

Walde, Peter ^{[2
]}

Seebach, Dieter ^{[1
]}

Ishikawa, Takashi ^{[3
]}

Caputo, Romualdo ^{[4
]}

机构：

[1] ETH, Organ Chem Lab, Angew Biowisswnsch, CH-8093 Zurich, Switzerland

[2] ETH, Dept Mat Wissensch, CH-8093 Zurich, Switzerland

[3] ETH, Dept Biol, CH-8093 Zurich, Switzerland

[4] Univ Naples Federico 2, Dept Chim Organ & Biochim, I-80126 Naples, Italy

来源：

CHEMISTRY & BIODIVERSITY | 2008年 / 5卷 / 01期

关键词：

D O I：

10.1002/cbdv.200890006

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The lipidic P-amino acid 2-(aminomethyl)-2-pentadecylheptadecanoic acid (1) was synthesized via the alkylation of the C(alpha)-atom of fully protected beta-alanine. Mixed large unilamellar vesicles with a diameter between 100 and 200 nm containing POPC (1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine) and 1 at a molar ratio of 9: 1 were prepared and found to have a surface charge which is dependent on pH. At slightly acidic pH, the vesicles were positively charged, and at alkaline pH negatively charged. Dynamic light scattering, zeta potential, and cryo-transmission electron-microscopy measurements indicated that the mixed vesicles fused at pH 4 - 5 with negatively charged mixed vesicles composed of POPC and POPG (9.8: 1, molar ratio), POPG being 1-palmitoyl-2-oleoyl-sn-glycero-3-[phospho-rac-(1-glycerol)].

引用

页码：16 / 30

页数：15

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