A facile synthesis of bifunctional phospholipids for biomimetic membrane engineering

被引：4
|
作者：
Sun, XL
Cui, WX
Kai, T
Chaikof, EL
机构：
[1] Georgia Inst Technol, Sch Chem & Biomol Engn, Atlanta, GA 30320 USA
[2] Emory Univ, Sch Med, Dept Surg, Lab Biomol Mat Res, Atlanta, GA 30322 USA
[3] Emory Univ, Sch Med, Dept Biomed Engn, Lab Biomol Mat Res, Atlanta, GA 30322 USA
来源：
TETRAHEDRON | 2004年 / 60卷 / 51期
基金：
美国国家卫生研究院;
关键词：
polymerizable phospholipid; biotin; fluorescent; membrane-mimetic;
D O I：
10.1016/j.tet.2004.09.110
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report a facile synthesis of bifunctional phospholipid conjugates by acylation of N-protected lyso-phosphatidylethanolamine with 12-acryloxy-1-dodecanoic acid and followed with deprotection and conjugation with biotin, FITC, Texas Red, or EMC groups. The lipid conjugates can be used to generate a multifunctional substrate-supported phospholipid membrane via bioconjugation reaction to biotin or covalent attachment to EMC at their hydrophilic terminus. In addition, conjugation to fluorophores, FITC or Texas Red, provides a convenient mechanism to monitor lipid membrane formation and stability. Significantly, in situ photopolymerization of the acrylate group at the end of one of two hydrophobic alkyl chains stabilizes the phospholipid membrane. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：11765 / 11770
页数：6
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