Fluorescent nucleosides with 鈥榦n-off鈥?switching function, pH-responsive fluorescent uridine derivatives

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• 作者：Yoshio Saito^a ; ^{saitoy@chem.ce.nihon-u.ac.jp} ; Shigenori Miyamoto^a ; Azusa Suzuki^a ; Katsuhiko Matsumoto^a ; Tsutomu Ishihara^a ; Isao Saito^b ;
• 关键词：Nucleoside ; Fluorescence
• 刊名：Bioorganic and Medicinal Chemistry Letters
• 出版年：2012
• 期刊代码：10_0960894x
• 类别：ch
• 出版时间：15 April, 2012
• 卷：22
• 期：8
• 页码：2753-2756
• 文件大小：699 K

摘要

We synthesized various pH-responsive fluorescent deoxyuridine derivatives (1a-g). These fluorescent nucleosides exhibited distinctive fluorescence at 470-600 nm in aqueous solvents containing methanol only at acidic to neutral pH values. In particular, 1f exhibited strong fluorescence only at pH range of 3.1-7.2 with a pK_a of 6.1. Such pH-sensitive fluorescent nucleosides can be used as 鈥榦n-off鈥?fluorescence switch for monitoring pH change in biological systems, particularly for cancer cell detection.