Probe for bio-oligomers and elucidation of their function

生物低聚物的探索及其功能的阐明

基本信息

批准号：
21550160
负责人：
MAKI Toshihide
金额：
$ 3.16万
依托单位：
Nagasaki University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
2009
资助国家：
日本
起止时间：
2009 至 2011
项目状态：
已结题

项目摘要

General procedures for derivatization of multi functionalized bio-oligomers and exploitation of new function to capture a target molecules connecting photocleavable molecular tag were achieved in this research.Along with the experiment, a new synthetic route for the photocleavable molecular tag for laser desorption ionization mass spectrometry(LDI-MS) was achieved using Fries reaction of 2, 6-dimethylphenyl ester as its key reaction. Zirconium chloride was found as uniquely efficient adjuvant to promote the reaction. The molecular tag was obtained in 5 steps without chromatographic purification.And, the Benzylation of hydroxyl groups in the presence of tertiary amines is established. A mixture of an alcohol and a benzyl halide afforded the corresponding benzyl ether in good to excellent yields in the presence of diisopropylethylamine. The importance of solventless conditions was observed. The reaction showed high tolerance to many functional groups including benzoate, even at a reaction temperature of 150°C. Sodium iodide was found to be an efficient catalyst to accelerate the reaction. The simple operation was successfully applied for pre-treatment of LDI-MS analysis.Then, new trapping agent for sugars targeting 1, 2-diol motif by mean of ketal formation reaction. Photocleavable molecular tag bearing alpha diketone functioality was designed and synthesized. Since the compound does not have redundant tether substructure, high sensitivity is comparable with compounds previously prepared.

在这项研究中实现了多功能生物溶解剂的衍生化多功能生物盐和新功能的开发，以捕获连接光裂解分子标签的目标分子。在实验中，这是一种新的合成途径，这是一种用于使用激光脱位量质量谱图的光能分子标签的新合成途径（ldi-nouse specultion）。 6-二甲基苯基酯作为其关键反应。发现氯化锆被发现具有唯一有效的调整以促进反应。分子标签以5个步骤获得，没有色谱纯化。并且，建立了在三级胺存在下羟基的苄基化。在二异丙基乙烯基胺存在下，酒精和苄基卤化物的混合物可为相应的苄基醚提供良好的产量。观察到解决条件的重要性。该反应对包括苯甲酸酯在内的许多官能团的耐受性也很高，即使在150°C的反应温度下也是如此。发现碘化钠是加速反应的有效催化剂。简单的操作已成功地用于LDI-MS分析的预处理。然后，按酮形成反应平均，针对1、2-二醇基序的糖的新捕获剂。设计和合成了可光透明的分子标签轴承α二酮功能。由于该化合物没有冗余的系带子结构，因此高灵敏度与先前制备的化合物相当。