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1,2-二肉豆蔻酰胺基-1,2-脱氧磷脂酰胆碱作为人工边界脂质的合成与表征

Synthesis and characterization of 1,2-dimyristoylamido-1, 2-deoxyphosphatidylcholine as an artificial boundary lipid.

作者信息

Sunamoto J, Goto M, Iwamoto K, Kondo H, Sato T

机构信息

Department of Polymer Chemistry, Faculty of Engineering, Kyoto University, Japan.

出版信息

Biochim Biophys Acta. 1990 May 24;1024(2):209-19. doi: 10.1016/0005-2736(90)90346-p.

DOI:10.1016/0005-2736(90)90346-p
PMID:2354176
Abstract

The synthesis and characterization of an artificial boundary lipid, 1,2-dimyristoylamido-1,2-deoxyphosphatidylcholine (DDPC), are described. DDPC has two amide bonds instead of ester bonds of regular lecithins such as 1,2-dimyristoylphosphatidylcholine (DMPC). In differential scanning calorimetry (DSC) measurements, DDPC gave two endothermic peaks: one was at 18.0 degrees C (delta H = 10.74 kJ.mol-1) and the other at 23.0 degrees C (delta H = 12.91 kJ.mol-1). The former peak was sharp and considered to be the phase transition of the hydrocarbon region, while the latter was assigned to the melt of the hydrogen-belt formed by the amide groups of DDPC. Addition of DDPC to DMPC made the DMPC membrane less fluid in the region close to the surface, and significantly increased the reconstitution efficiency of glycophorin into the membrane. This effect of DDPC was much larger than that of naturally occurring lipid, sphingomyelin.

摘要

描述了一种人工边界脂质1,2 - 二肉豆蔻酰氨基 - 1,2 - 脱氧磷脂酰胆碱(DDPC)的合成与表征。DDPC具有两个酰胺键,而非常规卵磷脂如1,2 - 二肉豆蔻酰磷脂酰胆碱(DMPC)的酯键。在差示扫描量热法(DSC)测量中,DDPC出现两个吸热峰:一个在18.0℃(ΔH = 10.74 kJ·mol⁻¹),另一个在23.0℃(ΔH = 12.91 kJ·mol⁻¹)。前一个峰尖锐,被认为是烃区域的相变,而后者归因于由DDPC的酰胺基团形成的氢键带的熔化。向DMPC中添加DDPC使DMPC膜在靠近表面的区域流动性降低,并显著提高了血型糖蛋白重构到膜中的效率。DDPC的这种作用比天然存在的脂质鞘磷脂的作用大得多。

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