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Phase diagrams of monoacylated amide-linked disaccharide glycolipids

机译:单酰化酰胺连接的二糖糖脂的相图

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A series of monoacylated glycolipids with even-numbered acyl chain lengths ranging from saturated C11 to C15 and an unsaturated C17:1 fatty acid connected by an amide in linkage to the disaccharide head groups maltose, melibiose and lactose were synthesized. The structural polymorphism of the glycolipids was investigated using Fourier-transform infrared spectroscopy and differential scanning calorimetry for the detection of the gel to liquid-crystalline acyl chain melting behaviour and small-angle X-ray scattering for the elucidation of the physical structure of the lipid aggregates. Also, the phase morphology was studied by polarizing microscopy in contact preparations. The data clearly show the existence of uni- and multilamellar structures. Although only one acyl chain is present, there is no evidence for the existence of micelles - of spherical or of cylindrical (H_I) type - or of interdigitated phases. The preference for lamellar phases seems to be correlated with the intrinsic high conformational order of the amide linkage of these compounds which inhibits the formation of highly curved structures.
机译:合成了一系列具有偶数编号的酰基链长度的单酰化糖脂,其酰基链的范围从饱和C11至C15,以及通过酰胺连接到二糖头基麦芽糖,麦立比糖和乳糖的不饱和C17:1脂肪酸。使用傅里叶变换红外光谱和差示扫描量热法研究了糖脂的结构多态性,以检测凝胶与液晶的酰基链熔化行为以及小角度X射线散射,以阐明脂质的物理结构聚集体。另外,通过偏振显微镜在接触制剂中研究了相形态。数据清楚地表明了单层和多层结构的存在。尽管仅存在一个酰基链,但没有证据表明存在胶束-球形或圆柱形(H_I)型-或指状相。对于层状相的偏爱似乎与这些化合物的酰胺键的固有的高构象顺序有关,这抑制了高度弯曲结构的形成。

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