C11 BODIPY 581/591 脂质过氧化荧光探针

产品标签

C11 BODIPY 581/591；lipid peroxidation 脂质过氧化；ferroptosis 铁死亡；FeRhoNox-1 (Fe2+indicator) 亚铁离子荧光探针；MitoPerOx线粒体脂质过氧化；CAS NO：217075-36-0；

产品信息                                                                                    

产品描述

C11 BODIPY 581/591是一种脂溶性的比率型荧光探针，在模式膜系统和活细胞内用来指示脂质过氧化和抗氧化性能。

C11 BODIPY 581/591具优秀的特征：①发射波长在电磁波谱的可见光区域，非氧化态（591nm）和氧化态（510nm）两种形式的光谱能够很好的分开；②具高量子产量，正因如此，使用低标记浓度即可，确保对膜产生最低的干扰，且维持良好的信噪比；③具有良好的光稳定性，产生很低的荧光伪影；④基本上对环境变化比如pH或溶剂极性不敏感；⑤亲脂性，轻松进入膜；⑥一旦氧化，探针保持亲脂性，且不会自发地离开脂质双分子层；⑦非氧化态和氧化态定位在脂质双分子层内两个不同的区域，一种位于浅层（离双分子层中心距离为18Å），一种位于深层（离双分子层中心距离为< 7.5Å）；⑧高达50µM的浓度对大鼠成纤维细胞无毒性；⑨对各种氧自由基和过氧亚硝酸盐灵敏，但对超氧化物、一氧化氮、过渡铁离子和氢过氧化物不灵敏；⑩其对氧化的灵敏度与内源性脂肪酰基团相当[1]。C11 BODIPY 581/591可用来定量铁死亡[2-3]。

产品特性

1. 1）CAS NO.：217075-36-0

2. 2）化学名：(T-4)-difluoro[5-[[5-[(1E,3E)-4-phenyl-1,3-butadien-1-yl]-2H-pyrrol-2-ylidene-κN]methyl]-1H-pyrrole -2-undecanoato(2-)-κN1]-borate(1-), monohydrogen

3. 3）分子式：C30H35BF2N2O2

4. 4）分子量：504.4

5. 5）纯度：≥95%

6. 6）激发波长：581nm（还原型），500nm（氧化型）

7. 7）发射波长：591nm（还原型），510nm（氧化型）

8. 8）  化学结构式：

保存与运输方法

保存：-20ºC避光干燥保存，2年有效。

运输：冰袋运输。

注意事项

1）荧光染料均存在淬灭问题，请尽量注意避光，以减缓荧光淬灭。

2）为了您的安全和健康，请穿实验服并戴一次性手套操作。

应用示例（来自文献，仅做参考）

1）为了测定脂质活性氧（Lipid ROS），MEFs细胞经药物（Erastin 1 μM；Bafilomycin A1 20nM；Chloroquine 50 μM）预处理后，之后加入C11 BODIPY 581/ 591（50 μM）孵育1h。用PBS清洗细胞两次以去除多余的染料。之后细胞用胰酶消化，重悬在含5% FBS的PBS中。C11 BODIPY 581/ 591的多不饱和丁二烯部分被氧化导致其最大发射荧光从~590nm迁移到~510nm，与脂质活性氧产生成正比，通过流式细胞仪来分析。【文献来源】：Gao M et al. Ferroptosis is an autophagic cell death process. Cell Res. MKBIO, 2016 Sep;26(9):1021-32.

2）为了评估脂质过氧化，细胞用C11 BODIPY 581/ 591（2 μM in HEPES-buffered HBSS）孵育20min，之后共聚焦成像，用488nm和565nm激光器激发，检测505-550nm和＞580nm下的荧光。C11 BODIPY 581/ 591本质上是一种亲脂染料，能积累在膜内。一旦染料的多不饱和丁二烯部分被氧化，最大发射波长从590nm迁移到510nm，探针仍维持亲脂性，从而反映膜的脂质过氧化水平。【文献来源：Angelova, P.R., et al. Alpha synuclein aggregation drives ferroptosis: an interplay of iron, calcium and lipid peroxidation. MKBio; Cell Death Differ (2020).】

相关产品

引用文献

【1】Yinxian Yang, Shiyi Zuo, Linxiao Li, Xiao Kuang, Jinbo Li, Bingjun Sun, Shujun Wang, Zhonggui He, Jun Sun,

Iron-doxorubicin prodrug loaded liposome nanogenerator programs multimodal ferroptosis for efficient cancer therapy, Asian Journal of Pharmaceutical Sciences, 2021,ISSN 1818-0876, https://doi.org/10.1016/j.ajps.2021.05.001.

C11-BODIPY 581/591 were purchased from Maokang Biotechnology (Shanghai, China).  For lipid peroxide assay, the cells were washed and incubated with C11-BODIPY 581/591 (10 μM) for 30 min. The fluorescent of treated cells was observed by CLSM.

【2】

Luo Y, Yan P, Li X, Hou J, Wang Y, Zhou S. pH-Sensitive Polymeric Vesicles for GOx/BSO Delivery and Synergetic Starvation-Ferroptosis Therapy of Tumor. Biomacromolecules. 2021 Sep 17. doi: 10.1021/acs.biomac.1c00960. Epub ahead of print. PMID: 34533297.

C11 BODIPY 581/591 was purchased from Shanghai Mao Kang biotechnology Co, Ltd.

【3】

Du J, Wan Z, Wang C, Lu F, Wei M, Wang D, Hao Q. Designer exosomes for targeted and efficient ferroptosis induction in cancer via chemo-photodynamic therapy. Theranostics 2021; 11(17):8185-8196. doi:10.7150/thno.59121. Available from https://www.thno.org/v11p8185.htm

Hepa1-6 cells were cultured in 6-well plates. Cells were treated and then 50 μM C11-BODIPY 581/591 (MX5211-1MG, MKBio, China) was added and incubated for 1 h. Lipid ROS generation was measured by a flow cytometer according to the method of Gao M, et al

【4】

Exosomes From ADSCs Attenuate BleomycinInduced Skin Fibrosis And Oxidative Stress In Scleroderma Via Circ-Zfyve9 Delivery.

Lipidosome ROS production in cells was detected using a C11 BODIPY581/591 Lipid Peroxidation Sensor (MKBio, Shanghai, China).

[5]

Zhang H, Li X, You P, Song X, Fan Q, Tao X and Qu Y (2022) Highly tumoricidal efficiency of non-oxidized MXene-Ti3C2Tx quantum dots on human uveal melanoma. Front. Bioeng. Biotechnol. 10:1028470. doi: 10.3389/fbioe.2022.1028470

Cells were seeded into a 6-well plate at a density of 7.0×105 cells per well. After 12 h, cells were incubated with different concentrations of NMQDs-Ti3C2Tx for 6 h. The cells were then incubated with H2DCFDA (Beyotime, China), C11-BODIPY (MkBio, China), or Tetramethylrhodamine (TMRM, Sigma, United States) solution according to the instruction. 

[6] Lei D, Li B, Isa Z, Ma X, Zhang B. Hypoxia-elicited cardiac microvascular endothelial cell-derived exosomal miR-210-3p alleviate hypoxia/reoxygenation-induced myocardial cell injury through inhibiting transferrin receptor 1-mediated ferroptosis. Tissue Cell. 2022 Oct 13;79:101956. doi: 10.1016/j.tice.2022.101956. Epub ahead of print. PMID: 36272206.

[7] Han S, Lin F, Qi Y, Liu C, Zhou L, Xia Y, Chen K, Xing J, Liu Z, Yu W, Zhang Y, Zhou X, Rao T, Cheng F. HO-1 Contributes to Luteolin-Triggered Ferroptosis in Clear Cell Renal Cell Carcinoma via Increasing the Labile Iron Pool and Promoting Lipid Peroxidation. Oxid Med Cell Longev. 2022 Apr 25;2022:3846217. doi: 10.1155/2022/3846217. PMID: 35656025; PMCID: PMC9153929.

Relative lipid reactive oxygen levels in cells were assessed using the C11 BODIPY 581/591 lipid peroxidation fluorescent probe (Maokangbio, MX5211-1MG, China). The cells of each group were incubated with 5μM C11-BODIPY for 30min at 37°C. Images were acquired and analyzed using an orthofluorescence microscope. Reduced state dyes were measured with Ex/Em = 581/591nm (Texas Red filter), and oxidized dyes were measured with Ex/Em = 488/510nm (FITC filter).

[8] Tong G, Wang X, Chen S, Jin Y. Astragalus polysaccharide inhibits the development of urothelial carcinoma by activating AMPK signaling to induce BENC1-xCT complex formation. Aging (Albany NY). 2023 Sep 20;15(18):9438-9452. doi: 10.18632/aging.205007. Epub 2023 Sep 20. PMID: 37733667; PMCID: PMC10564440.

Lipid peroxidation assay

RT4 and T24 cells were inoculated into 6-well plates and treated with APS for 24 h. After that, the lipophilic fluorescent dye C11 BODIPY 581/591 (1 μM, Shanghai Maokang Biotechnology Co., Ltd., Shanghai, China) was added to RT4 and T24 cells, incubated at 37°C for 30 min and observed under a fluorescence microscope (Keyence, Japan).

 — —Written/Edited by V. Shallan【版权归MKBio懋康所有】

上海懋康生物科技有限公司是一家涉足于生命科学和生物技术领域研究的试剂、仪器和实验室消耗品与实验服务工作，主要从事细胞生物学、植物学、分子生物学、免疫学、生物化学、蛋白组学。生物制药与诊断试剂研发生产等领域。 本公司秉承“以人为本，以诚为信、合同守信”的经营理念。坚持"品质保障"的原则为广大客户提供优质产品。