Design of Chemical Shift-Switching 19F Magnetic Resonance Imaging Probe for Specific Detection of Human Monoamine Oxidase A

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• 作者：Koya Yamaguchi ; Ryosuke Ueki ; Hiroshi Nonaka ; Fuminori Sugihara ; Tetsuya Matsuda ; Shinsuke Sando
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：September 14, 2011
• 年：2011
• 卷：133
• 期：36
• 页码：14208-14211
• 全文大小：815K
• 年卷期：v.133,no.36(September 14, 2011)
• ISSN：1520-5126

文摘

Monoamine oxidase (MAO) A is a flavoenzyme that catalyzes the oxidation of biologically important monoamines and is thought to be associated with psychiatric disorders. Here, we report a strategy for rationally designing a ¹⁹F magnetic resonance imaging probe for the specific detection of human MAO-A (hMAO-A) activity. Our designed ¹⁹F probe was oxidized expeditiously by hMAO-A to produce 2-fluoro-4-nitrophenol via a spontaneous 尾-elimination mechanism. Concomitant with the structural change of the probe to the product, the ¹⁹F chemical shift changed by 4.2 ppm, which was enough to visualize the probe and enzymatic product separately. Importantly, our probe achieved excellent discrimination of hMAO-A from its isoform hMAO-B.