基于芳香醚氨基酸的螺旋折叠体的构筑和手性诱导

This proposal aim at synthesizing a series of oligomers from new building block----aromatic ether amino acid. Due to successive intramolecular hydrogen bonding, the oligomers fold into helical structures. By introduction of auxiliary chiral groups at the end of the oligomers, one-handed helical structures are expected. Turn structures will be introduced to the oligomers to construct helix-turn-helix super secondary strucutres. Auxiliary chiral groups will also be introduced into this series of oligomers to explore the factors affecting the chiralities of the two helixes in super secondary structures and to find the relationship between the chiralities of the two helixes.

本申请项目以全新片段----芳香醚氨基酸为基本单元，合成一系列寡聚体，通过连续分子内氢键作用，构筑具有螺旋构象的折叠体；在寡聚体末端引入手性辅助基团，诱导单手性螺旋结构的形成；在寡聚体中引入转角结构，构筑螺旋-转角-螺旋超二级结构，并且通过引入手性辅助基团，探索控制螺旋-转角-螺旋超二级结构转角两侧螺旋结构手性的因素以及两部分螺旋结构的手性之间的依存关系。

我们发展了一类新型的构筑单元——芳香醚氨基酸用于构筑螺旋结构。单体合成方法简单，反应条件温和，容易纯化，可以大规模合成。在此基础上，我们发展了高效合成低聚体的方法，并且详细研究了低聚体在溶液中的构象。通过引入手性辅助单元，诱导了单手性螺旋结构的形成。我们还在螺旋结构中引入转角结构，详细研究了转角结构和两侧螺旋手性之间的依存关系。