Synthesis of hybrid lipid probes: derivatives of phosphatidylethanolamine-extended phosphatidylinositol 4,5-bisphosphate (Pea-PIP(2)).
Synthesis of hybrid lipid probes: derivatives of phosphatidylethanolamine-extended phosphatidylinositol 4,5-bisphosphate (Pea-PIP(2)).
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混合脂质探针的合成：磷脂酰乙醇胺延伸的磷脂酰肌醇 4,5-二磷酸 (Pea-PIP(2)) 的衍生物。
DOI：
10.1021/jo011185a
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发表时间：
2002
期刊：
影响因子：
--
通讯作者：
Prestwich,GlennD
中科院分区：
文献类型：
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作者：
Rzepecki,PiotrW;Prestwich,GlennD
描述了具有2，3-二酰基苏糖醇骨架而不是1，2-二酰基甘油骨架的新型杂合脂质的完全不对称合成。标题化合物Pea-PIP 2在1-位具有磷脂酰乙醇胺（PE）头基，在4-位具有磷脂酰肌醇4，5-二磷酸（PtdIns（4，5）P2）头基。将报告分子（生物素、荧光团、自旋标记）共价连接到PE的游离氨基，使得这些报告分子靶向脂质-水界面。二酰基部分允许Pea-PIP 2掺入到脂质双层中，而水层中的PtdIns（4，5）P2部分被PtdIns（4，5）P2特异性结合蛋白特异性识别。
The total asymmetric synthesis of a novel hybrid lipid possessing a 2,3-diacylthreitol backbone, rather than a 1,2-diacylglycerol backbone, is described. The title compound, Pea-PIP2, possesses a phosphatidylethanolamine (PE) headgroup at the 1-position and a phosphatidylinositol 4,5-bisphosphate (PtdIns(4,5)P2) headgroup at the 4-position. Reporters (biotin, fluorophores, spin label) were covalently attached to the free amino group of the PE, such that these reporters were targeted to the lipid−water interface. The diacyl moieties allow incorporation of Pea-PIP2into a lipid bilayer, while the PtdIns(4,5)P2moiety in the aqueous layer was specifically recognized by PtdIns(4,5)P2-specific binding proteins.