Srikun Duangkhae, Miller Evan W, Domaille Dylan W, Chang Christopher J
Department of Chemistry, University of California, Berkeley, California 94720, USA.
J Am Chem Soc. 2008 Apr 9;130(14):4596-7. doi: 10.1021/ja711480f. Epub 2008 Mar 13.
We present the synthesis, properties, and biological applications of Peroxy Lucifer 1 (PL1), a new fluorescent probe for imaging hydrogen peroxide produced in living cells by a ratiometric response. PL1 utilizes a chemoselective boronate-based switch to detect hydrogen peroxide by modulation of internal charge transfer (ICT) within a 1,8-naphthalimide dye. PL1 features high selectivity for hydrogen peroxide over similar reactive oxygen species, including superoxide, and nitric oxide, and a 65 nm shift in emission from blue-colored fluorescence to green-colored fluorescence upon reaction with peroxide. Two-photon confocal microscopy experiments in live macrophages show that PL1 can ratiometrically visualize localized hydrogen peroxide bursts generated in living cells at immune response levels.
我们展示了过氧荧光素1（PL1）的合成、性质及生物学应用，PL1是一种新型荧光探针，可通过比率响应成像活细胞中产生的过氧化氢。PL1利用基于硼酸酯的化学选择性开关，通过调节1,8-萘二甲酰亚胺染料内的电荷转移（ICT）来检测过氧化氢。PL1对过氧化氢具有高于包括超氧化物和一氧化氮在内的类似活性氧物种的高选择性，并且与过氧化物反应时发射光从蓝色荧光向绿色荧光发生65 nm的位移。在活巨噬细胞中进行的双光子共聚焦显微镜实验表明，PL1可以通过比率法可视化免疫反应水平下活细胞中产生的局部过氧化氢爆发。
