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组胺与邻苯二甲醛的反应:荧光团的分离与分析

Reaction of histamine with o-phthalaldehyde: isolation and analysis of the fluorophore.

作者信息

Rönnberg A L, Hansson C, Drakenberg T, Håkanson R

出版信息

Anal Biochem. 1984 Jun;139(2):329-37. doi: 10.1016/0003-2697(84)90013-7.

DOI:10.1016/0003-2697(84)90013-7
PMID:6476371
Abstract

Histamine reacts with o-phthalaldehyde (OPT) to form colored as well as highly fluorescent derivatives. After large-scale synthesis, the chromophores were eliminated and the pale yellowish fluorophore was isolated by a series of chromatographic steps, followed by semipreparative high-performance liquid chromatography. Structural analysis of the fluorophore was performed using NMR and mass spectrometry. The isolated fluorophore was found to be a condensation product of 2 molecules of OPT and 1 molecule of histamine, arranged to form a complex dihydrophenantroline derivative with a quaternary amine group. The molecular weight of its chloride salt was 379.5. It was shown that the fluorophore exists in aqueous milieu as an equilibrium between three isomers.

摘要

组胺与邻苯二甲醛(OPT)反应形成有颜色且具有高荧光性的衍生物。大规模合成后,去除发色团,并通过一系列色谱步骤分离出淡黄色荧光团,随后进行半制备高效液相色谱。使用核磁共振和质谱对荧光团进行结构分析。发现分离出的荧光团是2分子OPT和1分子组胺的缩合产物,排列形成具有季铵基团的复杂二氢菲咯啉衍生物。其氯化物盐的分子量为379.5。结果表明,该荧光团在水性介质中以三种异构体之间的平衡形式存在。

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Reaction of histamine with o-phthalaldehyde: isolation and analysis of the fluorophore.组胺与邻苯二甲醛的反应:荧光团的分离与分析
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Dimethyl sulfoxide decreases the fluorescence yield of the reaction between histamine and ortho-phthalaldehyde and may influence histamine release.
二甲基亚砜降低了组胺与邻苯二甲醛之间反应的荧光产率,并可能影响组胺释放。
Agents Actions. 1988 Jun;24(1-2):35-9. doi: 10.1007/BF01968077.