期刊
BIOORGANIC & MEDICINAL CHEMISTRY
卷 17, 期 19, 页码 6952-6958出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2009.08.037
关键词
Fluorescent pH probe; Tumor hypoxia; Fluorescent imaging; Bioreductive activation; Nitro reduction
资金
- Ministry of Education, Culture, Sports, Science and Technology, Japan [21710232]
- Grants-in-Aid for Scientific Research [21710232] Funding Source: KAKEN
We have designed and evaluated UTX-12 as a novel fluorescent pH probe for tumor hypoxia imaging. UTX-12 consists of a p-nitro benzyl moiety, which is a latent hypoxia-selective leaving group activated by nitro reduction, directly linked to SNARF. Although UTX-12 itself is colorless and non-fluorescent in aqueous solution, nitro reduction triggers the release of SNARF which has well-characterized long wavelength absorption and fluorescence that is sensitive to pH. The resultant SNARF, released intracellularly by enzymatic reduction of UTX-12, allows measurement of pH by pH-dependent dual emission shifts. UTX-12 showed clear differences in fluorescence behavior between hypoxic and aerobic conditions in liver microsomes and inside V79 cells. These data are confirmation that UTX-12 is biologically reduced inside tumor cells and the released SNARF should monitor intracellular pH of tumor cells selectively with reduced background signal. (C) 2009 Elsevier Ltd. All rights reserved.
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