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利用毛细管电泳研究对羟基苯丙酮酸酮-烯醇互变异构的动力学

Study on the kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid using capillary electrophoresis.

作者信息

Huang Lu, Huang Ying, Chi Yuwu, Lin Jinming, Yu Lishuang, Xu Liangjun, Chen Guonan

机构信息

Ministry of Education Key Laboratory of Analysis and Detection Technology for Food Safety (Fuzhou University), Fuzhou, Fujian 350002, China.

出版信息

J Chromatogr A. 2007 Dec 21;1175(2):283-8. doi: 10.1016/j.chroma.2007.10.078. Epub 2007 Nov 1.

Abstract

The kinetics of keto-enol tautomerism of p-hydroxyphenylpyruvic acid (pHPP) as a model of alpha-carbonyl compounds in aqueous solution at room temperature (25 degrees C) was first investigated by capillary electrophoresis with UV detection at 200 nm. The two tautomers could be separated and detected within 3 min. Since the ketonization of enolic pHPP varied with the buffer composition and buffer pH, the kinetics of pHPP was studied under different conditions, and relevant distributing fractions of enolic pHPP, ketonization rate constants and half-life were determined. In addition, beta-CD played an important part in the separation of the two tautomers, thus, the interaction between pHPP and beta-CD was also investigated by electrochemical techniques.

摘要

以对羟基苯丙酮酸(pHPP)作为α-羰基化合物的模型,首次在室温(25℃)下通过在200nm处进行紫外检测的毛细管电泳研究了其在水溶液中的酮-烯醇互变异构动力学。两种互变异构体可在3分钟内分离并检测到。由于烯醇式pHPP的酮化作用随缓冲液组成和缓冲液pH值而变化,因此在不同条件下研究了pHPP的动力学,并测定了烯醇式pHPP的相关分布分数、酮化速率常数和半衰期。此外,β-环糊精在两种互变异构体的分离中起重要作用,因此,还通过电化学技术研究了pHPP与β-环糊精之间的相互作用。

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