標題: Nitric Oxide Turn-on Fluorescent Probe Based on Deamination of Aromatic Primary Monoamines
作者: Shiue, Tsun-Wei
Chen, Yen-Hao
Wu, Chi-Ming
Singh, Gyan
Chen, Hsing-Yin
Hung, Chen-Hsiung
Liaw, Wen-Feng
Wang, Yun-Ming
分子醫學與生物工程研究所
Institute of Molecular Medicine and Bioengineering
公開日期: 7-May-2012
摘要: The stable, water-soluble, and nonfluorescent FA-OMe can sense nitric oxide (NO) and form the intensely fluorescent product dA-FA-OMe via reductive deamination of the aromatic primary amine. The reaction is accompanied by a notable increase of the fluorescent quantum yield from 1.5 to 88.8%. The deamination mechanism of FA-OMe with NO was proposed in this study. The turn-on fluorescence signals were performed by suppression of photoinduced electron transfer (PeT), which was demonstrated by density functional theory (DFT) calculations of the components forming FA-OMe and dA-FA-OMe. Furthermore, FA-OMe showed water solubility and good stability at physiological pHs. Moreover, the selectivity study indicated that FA-OMe had high specificity for NO over other reactive oxygen/nitrogen species. In an endogenously generated NO detection study, increasing the incubation time of FA-OMe with lipopolysaccharide (LPS) pretreated Raw 264.7 murine macrophages could cause an enhanced fluorescence intensity image. In addition, a diffusion/localization cell imaging study showed that FA-OMe could be trapped in Raw 264.7 cells. These cell imaging results demonstrated that FA-OMe could be used as a turn-on fluorescent sensor for the detection of endogenously generated NO.
URI: http://hdl.handle.net/11536/16311
ISSN: 0020-1669
期刊: INORGANIC CHEMISTRY
Volume: 51
Issue: 9
結束頁: 5400
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