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生物膜模型中的刚性棒状分子:从氢键链到合成多功能孔道

Rigid-rod molecules in biomembrane models: from hydrogen-bonded chains to synthetic multifunctional pores.

作者信息

Sakai Naomi, Mareda Jiri, Matile Stefan

机构信息

Department of Organic Chemistry, University of Geneva, Geneva, Switzerland.

出版信息

Acc Chem Res. 2005 Feb;38(2):79-87. doi: 10.1021/ar0400802.

Abstract

Synthetic ion channels and pores formed by rigid-rod molecules are summarized. This includes work on hydrogen-bonded chains installed along membrane-spanning rigid-rod scaffolds to transport protons. As a second topic, programmed assembly of p-septiphenyls with terminal iminodiacetate-copper complexes for potassium transport by cation-pi interactions is described. The third topic concerns rigid push-pull rods as fluorescent alpha-helix mimics to probe the importance of dipole-potential interactions for voltage gating, both on the functional and the structural level. Topic number four deals with p-octiphenyl staves as key scaffolds for the synthesis of rigid-rod beta-barrel pores. The description of internal and external design strategies for these rigid-rod beta-barrels covers a rich collection of pH-, pM-, voltage-, ligand-, and enzyme-gated synthetic multifunctional pores that can act as hosts, sensors, and catalysts. As far as practical applications are concerned, the possibility to detect chemical reactions with synthetic multifunctional pores appears most attractive. Recent molecular mechanics simulations are presented as a valuable approach to insights on the elusive suprastructures of multifunctional pores made from rigid rods.

摘要

总结了由刚性棒状分子形成的合成离子通道和孔。这包括沿着跨膜刚性棒支架安装氢键链以传输质子的工作。作为第二个主题,描述了具有末端亚氨基二乙酸铜配合物的对-七苯基通过阳离子-π相互作用进行钾传输的程序化组装。第三个主题涉及刚性推拉棒作为荧光α-螺旋模拟物,在功能和结构层面上探究偶极-势相互作用对电压门控的重要性。第四个主题涉及对-八苯基棒作为合成刚性棒β-桶状孔的关键支架。对这些刚性棒β-桶的内部和外部设计策略的描述涵盖了丰富的pH门控、pM门控、电压门控、配体门控和酶门控的合成多功能孔,这些孔可以充当宿主、传感器和催化剂。就实际应用而言,利用合成多功能孔检测化学反应的可能性显得最具吸引力。最近的分子力学模拟作为一种有价值的方法,用于洞察由刚性棒制成的多功能孔难以捉摸的超结构。

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