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Construction of the Systems with Memory of Molecules and Thir Application to Artificial antibody Catalysts

分子记忆系统的构建及其在人工抗体催化剂中的应用

基本信息

批准号：
07458250
负责人：
UENO Akihiko
金额：
$ 1.41万
依托单位：
TOKYO INSTITUTE OF TECHNOLOGY
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (B)
财政年份：
1995
资助国家：
日本
起止时间：
1995 至 1997
项目状态：
已结题

项目摘要

In this study, attempts have been made to develop a new molecular imprinting method that gives soluble hosts with a memory of size and shape of guest molecules. beta-CycIodextrin (beta-CD), which acts as .a host molecule in aqueous solution, has been used as a key compound to reach the aim. First, to a mixture of 1-naphthaleneacetic acid (template guest) and b-CD were added glutalalic acid chloride, malonyl acid chloride, and succinic acid chloride. The intramolecular crosslinking occurring around the included guest molecule may form the cavity which has a memory of the-size and shape of the guest. After the reaction, insoluble matter was removed by filtration-and the solution was desalted. The solution was added to acetone, and the precipitates were collected. The extents in memory ability were evaluated by obtaing binding constants (1 : 1 stoichiometry) from the changes in the fluorescence intensity induced by addition of the modified CD with memory ability. The guest induced variations in the fluorescence intensity could be analized by 1 : 1 host-guest stoichiometry. The guest selectivities were evaluated by the relative binding vonstants, making 100 for naphthalene as a standard. When I-naphthaleneacetic acid was used as the template guest, l-methoxynaphthalene was bound two-times stronger to the modified CD than to j3-CD itself. On the other hand, when 2-naphihaleneacetic acid was a template guest, 2-methoxynaplithalene and 2-ethoxynaphthalene were bound two times stronger to the modified CD.As another attempt, column chromatography was performed by using template guest bound to column gel and CDs with seven amino or ethylendiamine units. In this case, Scuff s base formation is the crosslinking reaction. This method has been proven to be a promissing method as new molecular imprinting method.

在这项研究中，已经尝试开发一种新的分子印迹方法，使可溶性主机的大小和形状的客体分子的记忆。在水溶液中作为主体分子的β-环糊精（β-CD）被用作达到这一目的的关键化合物。首先，向1-萘乙酸（模板客体）和b-CD的混合物中加入戊二酸酰氯、丙二酰氯和琥珀酸酰氯。在客体分子周围发生的分子内交联可以形成具有客体尺寸和形状记忆的空腔。反应后，过滤除去不溶物，溶液脱盐。将溶液加入丙酮中，收集沉淀。通过由添加具有记忆能力的修饰CD诱导的荧光强度的变化获得结合常数（1：1化学计量）来评价记忆能力的程度。客体诱导的荧光强度变化可以用1：1的主客体化学计量比来分析。客体选择性由相对结合常数来评价，以萘为100作为标准。当使用I-萘乙酸作为模板客体时，l-甲氧基萘与改性CD的结合强度比与j3-CD本身的结合强度高两倍。另一方面，当2-naphihaleneacetic acid是一个模板的客人，2-甲氧基萘和2-乙氧基萘结合的两倍强的修改后的CD。作为另一种尝试，柱色谱法进行通过使用模板客人结合到柱凝胶和CD与7个氨基或乙二胺单元。在这种情况下，斯科夫碱的形成是交联反应。该方法是一种很有前途的分子印迹新方法。