C11-BODIPY(581/591) is a fluorescent radio-probe for indexing lipid peroxidation and antioxidant efficacy in model membrane systems and living cells, with excellent characteristics: (i) emission in the visible range of the electromagnetic spectrum, with good spectral separation of the nonoxidized (595 nm) and oxidized (520 nm) forms; (ii) has a high quantum yield and because of this, low labeling concentrations can be used, ensuring minimal perturbation of the membrane whilst retaining favorable signal to noise ratios; (iii) has a good photo-stability and displays very few fluorescence artifacts; (iv) is virtually insensitive to environmental changes, i.e., pH or solvent polarity; (v) is lipophilic and as such easily enters membranes; (vi) once oxidized, C11-BODIPY(581/591) remains lipophilic and does not spontaneously leave the lipid bilayer; (vii) C11-BODIPY(581/591) localizes in two distinct pools within the lipid bilayer, a shallow pool at 18 A and a deep pool at < 7.5 A from the center of the bilayer; (viii) is not cytotoxic to rat-1 fibroblasts up to 50 microM; (ix) is sensitive to a variety of oxy-radicals and peroxynitrite, but not to superoxide, nitric oxide, transition metal ions, and hydroperoxides per se; (x) its sensitivity to oxidation is comparable to that of endogenous fatty acyl moieties.

中文翻译：

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C11-BODIPY（581/591），一种氧化敏感的荧光脂质过氧化探针：(微）光谱表征和方法学验证。

C11-BODIPY（581/591）是一种荧光放射性探针，可指示模型膜系统和活细胞中的脂质过氧化和抗氧化功效，具有出色的特性：（i）在电磁光谱的可见范围内发射，具有良好的光谱分离非氧化形式（595 nm）和氧化形式（520 nm）；（ii）具有高的量子产率，因此，可以使用低的标记浓度，确保在保持良好的信噪比的同时将膜的干扰降至最低；（iii）具有良好的光稳定性，并显示出很少的荧光伪影；（iv）实际上对环境变化，即pH或溶剂极性不敏感；（v）是亲脂的，因此容易进入膜；（vi）一旦被氧化，C11-BODIPY（581/591）保持亲脂性，不会自发离开脂质双层。（vii）C11-BODIPY（581/591）位于脂质双层中的两个不同的池中，一个浅池为18 A，一个深池为距双层中心的<7.5 A；（viii）对高达50 microM的rat-1成纤维细胞没有细胞毒性；（ix）对各种氧自由基和过氧亚硝酸盐敏感，但对超氧化物，一氧化氮，过渡金属离子和氢过氧化物本身不敏感；（x）其对氧化的敏感性与内源性脂肪酰基部分相当。