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首页> 外文期刊>Chemistry: A European journal >Synthesis and Liquid Crystalline Properties of Mono-,Di-and Tri-O-alkyl Pentaerythritol Derivatives Bearing Tri-,Di-or Monogalactosyl Heads:The Effects of Curvature of Molecular Packing on Mesophase Formation
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Synthesis and Liquid Crystalline Properties of Mono-,Di-and Tri-O-alkyl Pentaerythritol Derivatives Bearing Tri-,Di-or Monogalactosyl Heads:The Effects of Curvature of Molecular Packing on Mesophase Formation

机译：带有三，二或单半乳糖基头的单-，二-和三-O-烷基季戊四醇衍生物的合成及液晶性质：分子堆积的曲率对中间相形成的影响

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Self-organisation and self-assembly are critical to the stability of synthetic and biological membranes.Of particular importance is consideration of the packing arrangements of the various molecular species.Both phospho-and glycolipids can pack in ways in which curvature can be introduced into self-organised or self-assembled systems.For instance,it is known that the degree of curvature can affect the structures of any condensed phases that are formed.In this article we report on a systematic study in which we have varied the shapes of glycoli- pids and examined the condensed phases that they form.In doing so,we have also unified the shape dependency of lyotropic liquid crystals with those of thermotropic liquid crystals.In order to undertake this systematic study a range of different pentaerythritol derivatives was synthesized,which covers combinations of one to three alkyl chains of different lengths(6,7,9,10,11,12,14,16 carbon atoms)and three to one galactosyl heads.Monoand di-O-galactosyl derivatives were prepared directly by glycosylation of the corresponding alcohols using 2,3,4,6-tetra-O-benzoyl or acetyl-alpha-D-galactopyranosyl trichloroacetimidate or bromide as the donors;the tri-O-galactosyl derivatives were synthesized from O-alkyl-O-benzyl di-O-galactosyl pentaerythritol intermediates,followed by de-O-benzylation and glycosylation steps.All of the fully deprotected products were obtained by standard methods,and their self-organising and self-assembling properties examined.
机译：自组织和自组装对于合成膜和生物膜的稳定性至关重要，特别重要的是要考虑各种分子的堆积安排，磷酸脂和糖脂都可以通过将曲率引入自身的方式堆积-组织的或自组装的系统。例如，已知曲率的程度会影响所形成的任何凝结相的结构。在本文中，我们对系统研究进行了报道，其中我们改变了糖基的形状。 pids并检查了它们形成的凝聚相。在此过程中，我们还将溶致液晶的形状依赖性和热致液晶的形状依赖性统一。为了进行这项系统的研究，合成了一系列不同的季戊四醇衍生物，其中包括一到三个不同长度的烷基链（6、7、9、10、11、12、14、16个碳原子）和三到一个半乳糖基头的组合。通过使用2,3,4,6-四-O-苯甲酰基或乙酰基-α-D-吡喃半乳糖基三氯乙酰亚胺酸酯或溴化物作为供体，通过相应的醇的糖基化直接制备肌糖基衍生物; O-烷基-O-苄基二-O-半乳糖基季戊四醇中间体，然后进行去O-苄基化和糖基化步骤。所有完全脱保护的产物均通过标准方法获得，并研究了它们的自组织和自组装特性。

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