Mechanism-Based Molecular Design of Highly Selective Fluorescence Probes for Nitrative Stress
-
- Tasuku Ueno
- Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, CREST, JST, and Presto, JST, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
-
- Yasuteru Urano
- Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, CREST, JST, and Presto, JST, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
-
- Hirotatsu Kojima
- Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, CREST, JST, and Presto, JST, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
-
- Tetsuo Nagano
- Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, CREST, JST, and Presto, JST, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan
書誌事項
- 公開日
- 2006-07-28
- DOI
-
- 10.1021/ja061972v
- 公開者
- American Chemical Society (ACS)
この論文をさがす
説明
Nitrative stress is implicated in various pathogenic processes, including neurodegenerative disorders, but there is no practical fluorescence probe which can monitor the generation of nitrative stress with high selectivity. To design a suitable fluorescence probe, we have first focused on the fluorescence quenching mechanism of the nitro group, which has been believed to be a unique quencher of fluorescent dyes. We found that nitro group-based fluorescence quenching could be explained in terms of an electron transfer process, from the excited fluorophore to the electron-deficient aromatic nitro moiety. By utilizing this result, we succeeded in developing novel fluorogenic probes, NiSPYs, which can selectively monitor the generation of nitrative stress based on aromatic nitration. NiSPYs showed strong fluorescence enhancement upon the reaction with nitrating agents, including peroxynitrite, but showed little or no fluorescence augmentation in the presence of other reactive oxygen species. NiSPYs should be potentially useful as tools to study the role of nitrative stress in various biological applications.
収録刊行物
-
- Journal of the American Chemical Society
-
Journal of the American Chemical Society 128 (33), 10640-10641, 2006-07-28
American Chemical Society (ACS)
