Boronate-based fluorescent probes for imaging cellular hydrogen peroxide

Boronate-based fluorescent probes for imaging cellular hydrogen peroxide
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DOI:
10.1021/ja054474f
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发表时间:
2005-11-30
影响因子:
15
通讯作者:
Chang, CJ
Chang, CJ
中科院分区:
化学1区
文献类型:
--
作者:
Miller, EW;Albers, AE;Chang, CJ

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介绍了一类新的过氧化氢荧光探针--过氧化物传感器家族的合成、性质和生物学应用。这些试剂利用硼酸盐脱保护机制来提供高选择性和光学动态范围,用于检测水溶液中的H2 O2,而不是类似的活性氧物质(ROS),包括超氧化物、一氧化氮、叔丁基过氧化氢、次氯酸盐、单线态氧、臭氧和羟基自由基。过氧试卤灵-1(PR 1)、过氧荧光素-1(PF 1)和过氧氧杂蒽酮-1(PX 1)是第一代探针,分别通过红色、绿色和蓝色荧光的增加对H2 O2作出响应。硼酸盐染料是细胞渗透性的,可以检测活细胞,包括海马神经元,使用共聚焦显微镜和双光子显微镜H2 O2浓度的微摩尔变化。ROS选择性、膜渗透性和一系列可用的激发/发射颜色的独特组合确立了PR 1、PF 1、PX 1和相关探针用于询问细胞H2 O2的生理学和病理学的潜在价值。
The syntheses, properties, and biological applications of the Peroxysensor family, a new class of fluorescent probes for hydrogen peroxide, are presented. These reagents utilize a boronate deprotection mechanism to provide high selectivity and optical dynamic range for detecting H2O2 in aqueous solution over similar reactive oxygen species (ROS) including superoxide, nitric oxide, tert-butyl hydroperoxide, hypochlorite, singlet oxygen, ozone, and hydroxyl radical. Peroxyresorufin-1 (PR1), Peroxyfluor-1 (PF1), and Peroxyxanthone-1 (PX1) are first-generation probes that respond to H2O2 by an increase in red, green, and blue fluorescence, respectively. The boronate dyes are cell-permeable and can detect micromolar changes in H2O2 concentrations in living cells, including hippocampal neurons, using confocal microscopy and two-photon microscopy. The unique combination of ROS selectivity, membrane permeability, and a range of available excitation/emission colors establishes the potential value of PR1, PF1, PX1, and related probes for interrogating the physiology and pathology of cellular H2O2.