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儿茶酚胺的直接环共轭及其免疫相互作用。

Direct ring conjugation of catecholamines and their immunological interactions.

作者信息

Mitchell John S, Wu Yinqiu, Cook Christian J, Main Lyndsay

机构信息

Bioengineering Sector, HortResearch, East Street, Private Bag 3123, Hamilton, New Zealand.

出版信息

Bioconjug Chem. 2007 Jan-Feb;18(1):268-74. doi: 10.1021/bc0602174.

DOI:10.1021/bc0602174
PMID:17226982
Abstract

Catecholamine derivatives were synthesized with potential applications as coating antigens in biosensors or in the raising of specific antibodies. Thioether-bridged derivatives of the catecholamines dopamine, norepinephrine, and epinephrine that attach carboxylic acid functionalities directly to the aromatic ring via an easily incremented linker chain were synthesized by an electrochemical method. These derivatives were purified by convenient ion-exchange chromatography, exact positions of conjugation determined by NMR, and a dopamine derivative immobilized in situ in a BIAcore surface plasmon resonance (SPR) biosensor and its antibody binding studied in comparison with immobilization via the catecholamine primary amine. Binding of an antibody raised to an amine-conjugated protein conjugate showed clear distinction between conjugations at different positions on the catecholamine, illustrating the importance of rational conjugate design in immunosensing of the catecholamines.

摘要

合成了儿茶酚胺衍生物,其在生物传感器中作为包被抗原或在制备特异性抗体方面具有潜在应用。通过电化学方法合成了儿茶酚胺多巴胺、去甲肾上腺素和肾上腺素的硫醚桥联衍生物,这些衍生物通过易于增加的连接链将羧酸官能团直接连接到芳环上。这些衍生物通过简便的离子交换色谱法纯化,通过核磁共振确定共轭的确切位置,并将一种多巴胺衍生物原位固定在BIAcore表面等离子体共振(SPR)生物传感器中,与通过儿茶酚胺伯胺固定相比,研究了其抗体结合情况。针对胺共轭蛋白缀合物产生的抗体的结合显示出儿茶酚胺不同位置共轭之间的明显差异,这说明了合理的共轭设计在儿茶酚胺免疫传感中的重要性。

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