Chirality control of self-assembling organogels from a lipophilic L-glutamide derivative with metal chlorides
Chirality control of self-assembling organogels from a lipophilic L-glutamide derivative with metal chlorides
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DOI：
10.1021/la025535f
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发表时间：
2002-09-17
期刊：
影响因子：
3.9
通讯作者：
Hachisako, H
中科院分区：
文献类型：
--
作者：
Ihara, H;Sakurai, T;Hachisako, H
以l -谷氨酰胺为原料制备了一种头基为异喹啉的双链烷基脂质。它在苯、环己烷、环己烷-乙醇混合物等中作为有机凝胶起作用。透射电镜观察表明，胶凝是通过纤维网络形成的，圆二色性（CD）光谱表明纤维聚集体是基于高度有序的结构。通过检测分子取向对CD强度的增强来估计临界聚集浓度（cac）。cac依赖于溶剂，且始终低于临界胶凝浓度。这表明溶胶态包括超分子聚集体，其中脂质发育良好。此外，还证实了与金属氯化物的螯合对聚集体的手性和形态有明显的影响。CuCl2能形成方形平面配位时，其手性增强，而CoCl2和ZnCl2能形成八面体配位时，其形貌发生了严重变化，手性明显降低。
A double-chain alkyl lipid with an isoquinoline-containing headgroup was derived from L-glutamide. This worked as an organogelator in benzene, cyclohexane, a cyclohexanes-ethanol mixture, and so forth. Transmission electron microscope observation showed that the gelation was brought about through the formation of a fibrillar network, and circular dichroism (CD) spectra indicate that the fibrillar aggregates were based on highly ordered structures. The critical aggregation concentration (cac) was estimated by detecting the enhancement of CD strength due to molecular orientation. The cac's were dependent on solvents and always lower than the critical gelation concentration. This indicates that the sol state includes supramolecular aggregates inside which the lipids are well developed. In addition, it was confirmed that the chirality and morphology of the aggregates are remarkably perturbed by chelating with metal chlorides. In the case of CuCl2 which can form a square planar coordination, the chirality enhancement was observed, but in the case Of CoCl2 and ZnCl2 which can form an octahedral coordination state, serious morphological change was observed with remarkable decrease of the chirality.