STY-BODIPY
(Synonyms: Styrene-BODIPY) 目录号 : GC45571A fluorogenic probe for radical-trapping antioxidant activity
Cas No.:2383063-37-2
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
本方案仅提供一个指导，请根据您的具体需要进行修改。
STY-BODIPY是一种高度吸收的可自动氧化的共底物，通过检测STY-BODIPY的消耗能够监测反应进程。
应用案例：STY-BODIPY作为受抑制的自氧化的信号载体，能够确定抑制剂与链携带过氧自由基反应的抑制速率常数(kinh)和化学计量 (n)。
文献来源：
Ron Shah,Mikhail S Shchepinov,Derek A Pratt. Resolving the Role of Lipoxygenases in the Initiation and Execution of Ferroptosis. ACS Cent Sci. 2018 Mar 28;4(3):387-396. doi: 10.1021/acscentsci.7b00589. Epub 2018 Feb 7.
实验方法：
1.向含有2.34 mL PBS（pH7.4，10 mM）的比色皿中添加脂质体（125 µL 20mM PBS溶液，pH 7.4），并将溶液在37℃下平衡5分钟（描述了从 Egg-PC 形成脂质体）；
2.将比色皿清空，加入10 µL 2 mM STY-BODIPY 的DMSO溶液，然后加入 10 µL 0.05M MeOAMVN 的乙腈溶液，并将溶液充分混合；
3.5分钟后，加入等份的 LOX 抑制剂或 RTA 储备溶液 (1 mM in DMSO)，随后检测565 nm处吸光度损失，根据方程式确定每个实验的抑制速率常数（kinh）和化学计量（n）。分别为（1）和（2）。动力学数据以三个独立测量的平均值给出。在选择的对照实验中获得了无法区分的结果，其中在脂质体去除之前添加抗氧化剂。
实验结果示例：
STY-BODIPY (A) serves as the signal carrier in inhibited autoxidations, enabling determination of inhibition rate constants (kinh) and stoichiometries (n) for reactions of inhibitors with chain-carrying peroxyl radicals (eqs 1 and 2, respectively). Coautoxidations of cumene (3.6 M) and STY-BODIPY (10 μM) initiated by AIBN (6 mM) in chlorobenzene at 37 °C (black) and inhibited by 2 μM of NDGA, zileuton, PD146176, CAY10649, CJ-13610, Lip-1, Fer-1, C15-THN, α-TOH, and PMC (B). Coautoxidations of egg phosphatidylcholine liposomes (1.0 mM) and STY-BODIPY (10 μM) suspended in phosphate-buffered saline (10 mM) at pH 7.4 initiated by MeOAMVN (0.2 mM) at 37 °C (black) and inhibited by 2 μM of NDGA, zileuton, PD146176, CAY10649, CJ-13610, Lip-1, Fer-1, C15-THN, α-TOH, and PMC (C). Inhibition rate constants obtained from coautoxidations of cumene (D) or phosphatidylcholine liposomes (E) with STY-BODIPY at 37 °C.
STY-BODIPY (A) 作为受抑制的自氧化的信号载体，能够确定抑制剂与链携带过氧自由基反应的抑制速率常数 (kinh) 和化学计量 (n)（分别为方程式 1 和2）。 异丙苯 (3.6 M) 和 STY-BODIPY (10 μM) 的共氧化反应由 AIBN (6 mM) 在氯苯中于 37 °C（黑色）引发，并被 2 μM NDGA、zileuton、PD146176、CAY10649、CJ-13610、Lip 抑制 -1、Fer-1、C15-THN、α-TOH 和 PMC (B)。 悬浮在 pH 7.4 的磷酸盐缓冲盐水 (10 mM) 中的卵磷脂酰胆碱脂质体 (1.0 mM) 和 STY-BODIPY (10 μM) 的共氧化作用由 MeOAMVN (0.2 mM) 在 37 °C 下引发（黑色），并被 2 μM 抑制 NDGA、齐留通、PD146176、CAY10649、CJ-13610、Lip-1、Fer-1、C15-THN、α-TOH 和 PMC (C)。 从枯烯 (D) 或磷脂酰胆碱脂质体 (E) 与 STY-BODIPY 在 37 °C 下的共氧化获得的抑制速率常数。
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。
STY-BODIPY is a styrene-conjugated fluorogenic probe for radical-trapping antioxidant (RTA) activity.1 Co-autoxidation of the STY-BODIPY signal carrier and a hydrocarbon co-substrate can be quantified by monitoring the loss of absorbance at 571 nm. STY-BODIPY has been used to measure the activity of RTAs, as well as the kinetics and stoichiometry of RTA reactions in cell-free assays.1,2,3
References
1. Haidasz, E.A., Van Kessel, A.T.M., and Pratt, D.A. A continuous visible light spectrophotometric approach to accurately determine the reactivity of radical-trapping antioxidants. J. Org. Chem. 81(3), 737-744 (2016).
2. Shah, R., Shchepinov, M.S., and Pratt, D.A. Resolving the role of lipoxygenases in the initiation and execution of ferroptosis. ACS Cent. Sci. 4(3), 387-396 (2018).
3. Chauvin, J.-P.R., Haidasz, E.A., Griesser, M., et al. Polysulfide-1-oxides react with peroxyl radicals as quickly as hindered phenolic antioxidants and do so by a surprising concerted homolytic substitution. Chem. Sci. 7(10), 6347-6356 (2016).
| Cas No. | 2383063-37-2 | SDF | |
| 别名 | Styrene-BODIPY | ||
| 化学名 | (T-4)-[2-[(3,5-dimethyl-2H-pyrrol-2-ylidene-κN)methyl]-5-[(1E)-2-phenylethenyl]-1H-pyrrolato-κN]difluoro-boron | ||
| Canonical SMILES | CC(C=C1C)=[N+](C1=C2)[B-](F)(F)N3C2=CC=C3/C=C/C4=CC=CC=C4 | ||
| 分子式 | C19H17BF2N2 | 分子量 | 322.2 |
| 溶解度 | Benzene: 1 mg/ml | 储存条件 | Store at -20°C,protect from light |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 3.1037 mL | 15.5183 mL | 31.0366 mL |
| 5 mM | 0.6207 mL | 3.1037 mL | 6.2073 mL |
| 10 mM | 0.3104 mL | 1.5518 mL | 3.1037 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
A Continuous Visible Light Spectrophotometric Approach To Accurately Determine the Reactivity of Radical-Trapping Antioxidants
J Org Chem 2016 Feb 5;81(3):737-44.PMID:26529543DOI:10.1021/acs.joc.5b02183.
Inhibited autoxidations-monitored either by O2 consumption or hydroperoxide formation-are the most reliable way to obtain kinetic and stoichiometric information on the activity of radical-trapping antioxidants (RTAs). While many comparatively simple "antioxidant assays" (e.g., the DPPH assay) have supplanted these in popularity, they are generally very poor substitutes since they often do not employ peroxyl radicals as the oxidant and do not account for both the kinetics and stoichiometry of the radical-trapping reaction(s). In an effort to make inhibited autoxidations as simple as the most popular "antioxidant assays", we have developed a spectrophotometric approach for monitoring reaction progress in inhibited autoxidations. The approach employs easily prepared 1-phenylbutadiene-conjugated or styrene-conjugated BODIPY chromophores (PBD-BODIPY or STY-BODIPY, respectively) as signal carriers that co-autoxidize along with a hydrocarbon substrate. We show that inhibition rate constants (kinh) are accurately determined for a range of phenolic and diarylamine RTAs using this approach and that mechanistic experiments, such as kinetic isotope effects and kinetic solvent effects, are equally easily carried out. Moreover, synergistic interactions between RTAs, as well as the unconventional activity of diarylamine RTAs, are captured using this methodology. Lastly, we show that the approach can be employed for monitoring reactions in aqueous solution.
General Approach to Identify, Assess, and Characterize Inhibitors of Lipid Peroxidation and Associated Cell Death
ACS Chem Biol 2023 Mar 17;18(3):561-571.PMID:36854078DOI:10.1021/acschembio.2c00897.
Lipid peroxidation (LPO) is associated with a variety of pathologies and drives a form of regulated necrosis called ferroptosis. There is much interest in small-molecule inhibitors of LPO as potential leads for therapeutic development for neurodegeneration, stroke, and acute organ failure, but this has been hampered by the lack of a universal high-throughput assay that can identify and assess candidates. Herein, we describe the development and validation of such an approach. Phosphatidylcholine liposomes loaded with ∼10% phospholipid hydroperoxide and STY-BODIPY, a fluorescent signal carrier that co-autoxidizes with polyunsaturated phospholipids, are shown to autoxidize at convenient and constant rates when subjected to an optimized Fe2+-based initiation cocktail. The use of this initiation system enables the identification of each of the various classes of LPO inhibitors which have been shown to rescue from cell death in ferroptosis: radical-trapping antioxidants (RTAs), peroxidase mimics, and iron chelators. Furthermore, a limited dose-response profile of inhibitors enables the resolution of RTA and non-RTA inhibitors─thereby providing not only relative efficacy but mechanistic information in the same microplate-based experiment. Despite this versatility, the approach can still be used to estimate rate constants for the reaction of RTAs with chain-propagating peroxyl radicals, as demonstrated for a representative panel of RTAs. To illustrate the utility of this assay, we carried out a preliminary investigation of the 'off-target' activity of several ferroptosis suppressors that have been proposed to act independently of inhibition of LPO, including lipoxygenase inhibitors, cannabinoids, and necrostatins, the archetype inhibitors of necroptosis.