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Regulation of supramolecule systems included of hydrogen bond in aqueoous solution

水溶液中氢键超分子体系的调控

基本信息

批准号：
09680579
负责人：
TAKAHASHI(YAMANOBE) Keiko
金额：
$ 1.79万
依托单位：
Tokyo Institute of Polytechnics
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
1997
资助国家：
日本
起止时间：
1997 至 1999
项目状态：
已结题

项目摘要

Supramolecular chemistry is that discipline of chemistry which involves all intermolecular interactions where covalent bonds are not established between interacting species. The majority of these interactions is of the host-guest type and in non-aqueous solution. In nature, supramolecular systems are regulated in the presence of water.Cyclodextrins (CDs) have been known to be the most important ones, because they form inclusion complexes with a variety of aromatic compounds in aqueous solution. Early stages in CD chemistry presented a wide range of chemists with the very impressive concept of a host-guest complex described as a ball in a bottomless pail. To compose a more organized system using simply modified CDs, the important factor is the combination of "flexible" groups and "rigid" groups. Aromatic groups on CD through a flexible arm usually form intramolecular complexes. Potential formation of intramolecular inclusion complexes in other peptide-CD as evidenced by NMR study has been reported. To expand CD chemistry to realize unique superstructures in the solution for a substituted CD derivative that behaves both as host and as a guest, such that a substituent on the primary face of one molecule enters the cavity of the CD ring of a neighboring molecule, an aliphatic hydrophobic group, such as the tert-butoxycarbonyl group (Boc group) is introduced CD.The length of an arm between the N-tert-butoxycarbonyl group and the C6 position on the glucose ring was that of -NH-C -CO-NH-. Modified CDs having a longer arm form intramolecular rather than intermolecular complexes. Some CDs form "pseudo polymers" with inclusion phenomenon.CyD has been found to selectively bind with excess molar amounts of D-fucose and precipitates in a neutral aqueous solution. In other words, CyD discriminates the optical isomers of D-fucose.

超分子化学是一门涉及所有分子间相互作用的化学学科，其中相互作用的物种之间没有建立共价键。这些相互作用中的大多数是主体-客体类型的，并且在非水溶液中。在自然界中，超分子体系是在水的存在下被调控的，环糊精（CD）是其中最重要的一类，因为它能与多种芳香族化合物在水溶液中形成包合物。CD化学的早期阶段向广泛的化学家提出了一个非常令人印象深刻的概念，即主客体复合物被描述为一个无底桶中的球。为了使用简单修改的CD组成一个更有组织的系统，重要的因素是“灵活”组和“刚性”组的组合。CD上的芳香基团通过柔性臂通常形成分子内复合物。据报道，其他肽-CD中可能形成分子内包合物，如NMR研究所证实。为了扩展CD化学以在溶液中实现作为主体和客体的取代的CD衍生物的独特超结构，使得一个分子的主面上的取代基进入相邻分子的CD环的空腔，脂肪族疏水基团，例如叔丁氧基羰基N-叔丁氧羰基与葡萄糖环上C6位之间的臂长为-NH-C -CO-NH-。具有较长臂的改性CD形成分子内而不是分子间复合物。某些环糊精形成具有包合现象的“假聚合物”，CyD在中性水溶液中选择性地与过量的D-岩藻糖结合并沉淀。换句话说，CyD区分D-岩藻糖的光学异构体。