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首页> 外文期刊>Chemistry and Physics of Lipids >Polymorphism in 'L' shaped lipids: structure of N-, O-diacylethanolamines with mixed acyl chains
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Polymorphism in 'L' shaped lipids: structure of N-, O-diacylethanolamines with mixed acyl chains

机译：“ L”形脂质的多态性：带有混合酰基链的N-，O-二酰基乙醇胺的结构

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摘要

Although solid state polymorphism in lipids has been established by spectroscopic and calorimetric studies long ago, only in a few cases crystal structures of different polymorphs of the same compound have been reported, possibly due to difficulties in obtaining high quality single crystals of individual polymorphs. Recent studies show that N-, O-diacylethanolamines (DAEs) can be derived by the O-acylation of the stress-related lipids. the N-acylethanolamines under physiological conditions. In this study, two DAEs with mixed acyl chains, namely N-palmitoyl, O-octanoylethanolamine and N-palmitoyl, O-decanoylethanolamine have been synthesized and their three-dimensional structures were determined. Both the compounds were found to adopt 'L' shaped structures and exist in two polymorphic forms, alpha and beta. In the alpha form a mixed-type chain packing has been observed whereas in the beta form the chain packing is symmetric. Similar polymorphic forms are likely to exist in other 'L' shaped lipids such as 1,3-diacylglycerols and ceramides, where polymorphism has been detected earlier, but three-dimensional structures-which can give precise information about the packing at atomic resolution have not been reported.
机译：尽管很早以前就已经通过光谱学和量热研究建立了脂质中的固态多态性，但仅在少数情况下，报道了同一化合物不同多晶型物的晶体结构，这可能是由于难以获得单个多晶型物的高质量单晶所致。最近的研究表明，N-，O-二酰基乙醇胺（DAE）可以通过与压力有关的脂质进行O-酰化而得到。 N-酰基乙醇胺在生理条件下。在这项研究中，已合成了两个带有混合酰基链的DAE，即N-棕榈酰基，O-辛酰基乙醇胺和N-棕榈酰基，O-癸酰基乙醇胺，并确定了它们的三维结构。发现这两种化合物均采用“ L”形结构，并以两种多晶型形式存在，即α和β。在α形式中，已经观察到混合型链堆积，而在β形式中，链堆积是对称的。类似的多态形式可能存在于其他“ L”形脂质中，例如1,3-二酰基甘油和神经酰胺，它们的多态性较早被发现，但是三维结构（可以在原子分辨率下提供有关堆积的精确信息）却没有被报道。

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