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Development of New Fluorescence Derivatization Reagents with 6-Aminoquinoxalines

新型6-氨基喹喔啉荧光衍生试剂的研制

基本信息

批准号：
07651038
负责人：
KATOH Akira
金额：
$ 1.34万
依托单位：
Seikei University
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research (C)
财政年份：
1995
资助国家：
日本
起止时间：
1995 至 1996
项目状态：
已结题

项目摘要

There are trace amounts of bioactive substances such as carboxylic acids, alcohols, and amines in the body. The determination of them is quite significant for elucidation of physiological function, diagnosis of sickness, explication of cause of disease, and medical treatment. Therefore, many fluorescence derivatization reagents have been developed for the determination of these substances by high-performance liquid chromatography (HPLS). In this project, I investigated new fluorescent 6-aminoquinoxalines and their application to fluorescence derivatization reagents for carboxylic acids.1.2,3-Disubstituted 6-nitroquinoxalines were obtained by treatment of 2,3-dichloro-6-nitroquinoxaline with some nucleophiles such as amine, alcochol, and crown ether in high yields. 2. The catalytic hydrogenation with 10% Pd-C afforded fluorescent 6-aminoquinoxalines. 3.6-Aminoquinoxalines were coupled with long-chain carboxylic acids by means of the dicyclohexylcarbodiimide (DCC)-1-hydroxybenzotriazol (HOBt) method t give the corresponding 6- (acyl) aminoquinoxalines. 4.6- (Acyl) aminoquinoxalines were monitored by reversed phase HPLC equipped with a fluorescence detector (lambdaex 330 nm, lambdaem 395 nm) by using a column packed with a Finepak SIL C_<12>S.5. All the peaks were completely separated within 40 min. 6. The detection limit of these N-acyl derivatives were found to be 1.0 fmol/mul (injection volume).In conclusion, 2,3-disubstituted 6-aminoquinoxalines have been demonstrated to be applicable to new fluorescence derivatization reagents for the carboxylic acids.

人体内含有微量的生物活性物质，如羧酸、醇和胺。它们的测定对于阐明人体生理功能、疾病诊断、病因阐明和医疗救治具有重要意义。因此，许多荧光衍生化试剂被开发出来，用于高效液相色谱(HPLS)测定这些物质。本课题研究了新型荧光6-氨基喹恶啉及其在羧酸荧光衍生化试剂中的应用。2，3-二氯-6-硝基喹恶啉与胺、醇、冠醚等亲核剂反应，高产率地合成了1.2，3-二取代的6-硝基喹恶啉。2.用10%的Pd-C催化加氢得到了荧光的6-氨基喹恶啉。以二环己基碳二亚胺(DCC)-1-羟基苯并三氮唑(HOBt)法将3.6-氨基喹恶啉与长链羧酸偶联，得到相应的6-(酰基)氨基喹恶啉。采用FINEPAK SILL C&lt；12&gt；S.5色谱柱，采用反相高效液相色谱法，荧光检测器(波长330 nm，波长395 nm)测定4.6-(酰基)氨基喹恶啉。各峰均在40min内完全分离。6.N-酰基衍生物的检测下限为1.0fmol/mul(进样体积)。因此，2，3-二取代6-氨基喹恶啉类化合物可作为新型的羧酸荧光衍生化试剂。