O'Neil Edward J, DiVittorio Kristy M, Smith Bradley D
Department of Chemistry & Biochemistry, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, Indiana 46556, USA.
Org Lett. 2007 Jan 18;9(2):199-202. doi: 10.1021/ol062557a.
The copper-catalyzed azide alkyne cycloaddition is employed to modify phosphatidylcholine precursors with sn-2 acyl chains containing terminal alkyne or azide groups. Although the reactions are conducted as biphasic dispersions, the yields are essentially quantitative. Bolaamphiphiles are formed by simply clicking together two phosphatidylcholine alkyne precursors to a central bisazide scaffold. The chemistry introduces polar 1,4-triazole units into the lipophilic region of the bilayer membrane, and the bolaamphiphiles do not form stable vesicles. [structure: see text].
铜催化的叠氮化物-炔烃环加成反应被用于修饰含有末端炔基或叠氮基的sn-2酰基链的磷脂酰胆碱前体。尽管反应是以双相分散体系进行的，但产率基本上是定量的。通过简单地将两个磷脂酰胆碱炔烃前体与一个中心双叠氮支架连接在一起，就可以形成双极性两亲分子。该化学过程将极性的1,4-三唑单元引入到双层膜的亲脂区域，且双极性两亲分子不会形成稳定的囊泡。[结构：见正文]
