Swallow-tailed perylene derivative: a new tool for fluorescent imaging of lipid hydroperoxides.
Swallow-tailed perylene derivative: a new tool for fluorescent imaging of lipid hydroperoxides.
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DOI：
10.1039/b713223a
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发表时间：
2007-11
影响因子：
3.2
通讯作者：
N. Soh;Tomoyuki Ariyoshi;Tuyoshi Fukaminato;Hizuru Nakajima;K. Nakano;T. Imato
中科院分区：
文献类型：
--
作者：
N. Soh;Tomoyuki Ariyoshi;Tuyoshi Fukaminato;Hizuru Nakajima;K. Nakano;T. Imato
合成了一种含三苯基膦基团的燕尾型二萘嵌苯衍生物，并将其应用于脂质过氧化氢的检测和活细胞成像。新的探针，命名为Spy-LHP，与脂质过氧化氢快速定量反应，形成相应的氧化物，Spy-LHPOx，它发出极强的荧光（Φ约1）在可见光范围内（λ（em）= 535 nm，574 nm）。Spy-LHP对脂质过氧化氢具有高度的选择性，加入其他活性氧（ROS），包括过氧化氢，羟基自由基，超氧阴离子，一氧化氮，过氧亚硝酸根和烷基过氧自由基，荧光强度没有显着增加。该探针表现出良好的定位到细胞膜，并成功地应用于共聚焦激光扫描显微镜（CLSM）成像的脂质过氧化氢在活J774 A. 1细胞，其中脂质过氧化进行的刺激下的2，2-偶氮二（2-脒基丙烷）二盐酸盐（AAPH）。这些研究结果确立了Spy-LHP作为一种有前途的新工具，用于研究脂质氢过氧化物的生理学。
A swallow-tailed perylene derivative including a triphenylphosphine moiety was synthesized and applied to the detection and the live-cell imaging of lipid hydroperoxides. The novel probe, named Spy-LHP, reacted rapidly and quantitatively with lipid hydroperoxides to form the corresponding oxide, Spy-LHPOx, which emits extremely strong fluorescence (Phi approximately 1) in the visible range (lambda(em) = 535 nm, 574 nm). Spy-LHP was highly selective for lipid hydroperoxides, and the addition of other reactive oxygen species (ROS) including hydrogen peroxides, hydroxyl radical, superoxide anion, nitric oxide, peroxynitrite, and alkylperoxyl radical, caused no significant increase in the fluorescence intensity. The probe exhibited good localization to cellular membranes and was successfully applied to the confocal laser scanning microscopy (CLSM) imaging of lipid hydroperoxides in live J774A.1 cells, in which lipid peroxidation was proceeded by the stimulation of 2,2-azobis(2-amidinopropane)dihydrochloride (AAPH). These findings establish Spy-LHP as a promising new tool for investigating the physiology of lipid hydroperoxides.