Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group

Kinetics and thermodynamics of amine and diamine signaling by a trifluoroacetyl azobenzene reporter group
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DOI:
10.1021/ol0351605
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发表时间:
2003-08-21
期刊:
影响因子:
5.2
通讯作者:
Zimmerman, SC
Zimmerman, SC
中科院分区:
化学1区
文献类型:
--
作者:
Mertz, E;Beil, JB;Zimmerman, SC

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在树枝状大分子的单分子印迹体系中,(三氟乙酰基)偶氮苯染料被用作胺报告基团(化学传感器)。动力学和与一系列胺和二胺的结合研究表明,这些印迹树枝状大分子对烷基二胺的高选择性信号来自于分子内一般碱催化的甲醇胺与染料本身形成的动力学效应。描述了二胺结构与乙醇胺稳定性和生成速率的关系。
(Trifluoroacetyl)azobenzene dyes were previously employed as amine reporter groups (chemosensors) in a dendrimer-based monomolecular imprinting system. Kinetic and binding studies with a range of amines and diamines show that the highly selective signaling observed for alkane diamines by these imprinted dendrimers arises from a kinetic effect due to intramolecular general base-catalyzed carbinolamine formation with the dye itself. The relationship between diamine structure and carbinolamine stability and rate of formation is described.