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Development of Straightforward Synthetic Methods for Biologically Active Molecules Utilizing Intermolecular Interactions on Artificial Receptors

利用人工受体分子间相互作用开发生物活性分子的直接合成方法

基本信息

批准号：
14350474
负责人：
INOUYE Masahiko
金额：
$ 9.28万
依托单位：
TOYAMA MEDICAL AND PHARMACEUTICAL UNIVERSITY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
2002
资助国家：
日本
起止时间：
2002 至 2004
项目状态：
已结题

项目摘要

During the last four decades, organic synthesis has been progressing explosively, whereas selective reaction of complexed and highly hydrophilic molecules is not easy. Thus, in practical synthesis of such molecules, the use of protection groups is essential for achieving the synthetic transformations.The final aim of this research project is to develop novel straightforward synthetic methods for biologically active molecules utilizing intermolecular interactions on artificial receptors. With this goal in mind, we firstly designed and synthesized artificial receptors that selectively recognize such biomolecules. Next, we tried to obtain basic information of the artificial receptors for applying them to organic transformations of the bound molecules.The results obtained in this research project are as follows :1)We synthesized poly(ethynylpridine)s, in which the pseudelinear conformation of the polymer is guided to a well-ordered helical and chiral structure upon recognition of saccharide derivatives in aprotic solvents.2)We characterized the chiral helices of the polymer described above on the basis of various spectroscopic methods such as ultra-violet absorption, fluorescence emission, and circular dichroism.3)We also synthesized water-soluble poly(ethynylpyrdine)s by functionalizing side chains of the hydrophobic ones and characterized their higher-order structures.4)Transformation of the bound saccharides was studied, and we obtained various informations for them.

在过去的四十年里，有机合成取得了爆炸性的进展，而复杂的和高度亲水的分子的选择性反应是不容易的。因此，在实际合成此类分子时，保护基的使用对于实现合成转化是必不可少的。本研究项目的最终目的是开发利用人工受体上的分子间相互作用的生物活性分子的新型直接合成方法。考虑到这一目标，我们首先设计并合成了选择性识别此类生物分子的人工受体。接下来，我们试图获得人工受体的基本信息，以便将其应用于结合分子的有机转化。在本研究项目中获得的结果如下：1）我们合成了聚（乙炔基吡啶）s，其中聚合物的假线性构象在非质子溶剂中识别糖衍生物时被引导到良好有序的螺旋和手性结构。2）我们基于各种光谱方法如紫外吸收，荧光发射，3）通过对疏水性聚乙炔吡啶侧链的功能化，合成了水溶性聚乙炔吡啶，并对其高级结构进行了表征。4）研究了其键合态的转变，得到了各种信息。