BMPO (Spin trapping reagent)自旋捕获剂

产品标签

BMPO；DEPMPO；EMPO；Spin trapping reagent自旋捕获剂；电子顺磁共振波谱（EPR）；CAS: 387334-31-8；

产品信息

产品描述

BMPO（5-tert-butoxycarbonyl 5-methyl-1-pyrroline N-oxide）是一种新型高效且高稳定型的硝酮自旋捕获剂（Nitrone Spin Trapping Reagent），由美国威斯康星医学院Kalyanaraman教授的实验室团队开发，非常适合用于特异性检测和鉴定体内外形成的硫自由基、羟基自由基（?OH）和超氧阴离子自由基（?O2-），通过形成用电子顺磁共振波谱（EPR）可区分的加合物来测定[1-2]。

BMPO具有以下特点：

①特异性高，半衰期长：其它的硝酮自旋捕获剂比如：DMPO，难以轻易区分超氧阴离子和羟基自由基，因产生的DMPO-超氧加合物（半衰期t?=45s）瞬间衰减产生DMPO-羟基加合物。与最近开发的自旋捕获剂：DEPMPO和EMPO类似，BMPO-超氧加合物不会衰减生成羟基加合物，但是，BMPO-超氧加合物的半衰期最长（t?=23min）。

②产品稳定性高：DEPMPO和EMPO是液体自旋捕获剂，通常被硝基氧杂质污染，且效期有限。BMPO是固体的环形硝酮，通过结晶以高度纯化的状态提供，能够保存更长的周期，且不用担心降解。

③更高的信噪比：BMPO衍生的加合物在各自的EPR光谱中具有更高的信噪比，使其更适合用于检测细胞悬浮液中的亚硫酸、羟基和甲基自由基。

④高水溶性：水溶性好，更利于水相体系自由基的研究，尤其是生物体系的自由基研究。

产品特性

1） CAS NO：387334-31-8

2） 化学名：3,4-dihydro-2-methyl-1,1-dimethylethyl ester-2H-pyrrole-2-carboxylic acid-1-oxide

3） 同义名：5-tert-butoxycarbonyl 5-methyl-1-pyrroline N-oxide; BocMPO;

4） 分子式：C10H17NO3

5） 分子量：199.2

6） 纯度：≥98%

7） 外观：结晶或结晶性粉末

8） 溶解性：溶于水、PBS（pH 7.2, 10mg/ml）、DMSO（25mg/ml）、无水乙醇（25mg/ml）

8）化学结构式：

保存与运输方法

保存：-20oC干燥保存，2年有效。 

运输：冰袋运输。

注意事项

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参考文献

1. Zhao, H., Joseph, J., Zhang, H., et al. Synthesis and biochemical applications of a solid cyclic nitrone spin trap: A relatively superior trap for detecting superoxide anions and glutathiyl radicals. Free Radic. Biol. Med. 31(5), 599-606 (2001).

2. Khan, N., Wilmont, C.M., Rosen, G.M., et al. Spin traps: In vitro toxicity and stability of radical adducts. Free Radical Biology & Medicine 34(11), 1473-1481 (2003).

应用示例（仅作参考）

1.文献来源：Mitchell DG, Rosen GM, Tseitlin M, Symmes B, Eaton SS, Eaton GR. Use of rapid-scan EPR to improve detection sensitivity for spin-trapped radicals. Biophys J. 2013 Jul 16;105(2):338-42. doi: 10.1016/j.bpj.2013.06.005. PMID: 23870255; PMCID: PMC3714875. Editedby MKBIO

①黄嘌呤-黄嘌呤氧化酶体系内超氧阴离子（O2??）生成的测定：Typically, xanthine oxidase (0.04 U/mL) was added to pH ～7.4 sodium phosphate buffer (50 mM) containing DTPA (1 mM) and hypoxanthine (0.5–400 μM, final concentration) to achieve rates of O2?? formation that ranged from 0.1 to 6.0 μM/min. We estimated the superoxide formation rate by monitoring the SOD-inhibitable reduction of ferricytochrome c (80 μM) at room temperature. Spin trapping was performed by addition of 100 mM BMPO in pH ～7.4 phosphate-buffered saline (PBS; 50 mM) containing 1 mM DTPA to the solution of hypoxanthine and xanthine oxidase to achieve a final BMPO concentration of 50 mM in the reaction mixture. EPR spectra were recorded 10 min after mixing reagents. The half-life of BMPO-OOH at ambient temperature is reported to be ～23 min. Solutions for control experiments contained SOD (30 U/mL).

Figure 2 Comparison of CW and rapid-scan spectra of BMPO-OOH in solution with a O2?? production rate of 0.1μM/min, recorded 10 min after mixing reagents. The O2?? was produced by a hypoxanthine/xanthine oxidase mixture. The concentration of BMPO-OOH is ～0.3μM. (A) CW spectrum obtained with 55 G sweep width, 0.75 G modulation amplitude, single 30 s scan, 15 ms conversion time, 10 ms time constant, and 20 mW (B1 = 170 mG) microwave power. (B) Deconvolved rapid-scan spectrum obtained with 55 G scan width, 51 kHz scan frequency, and 53 mW (B1 = 250 mG) microwave power. Segments consisting of 12 sinusoidal cycles were averaged 100 k times, with a total data acquisition time of ～30 s.

2.文献来源：Wang, Z., Zhang, Y., Ju, E.et al. Biomimetic nanoflowers by self-assembly of nanozymes to induce intracellular oxidative damage against hypoxic tumors.Nat Commun 9,3334 (2018). https://doi.org/10.1038/s41467-018-05798-x 

①缺氧下的ESR测定（O2??，?OH）：For O2?? detection, the pre-deoxidized PBS (pH 5.0, 25?mM) contained 25?mM BMPO, 20?μg?mL?1 MnO2@PtCo nanoflowers, 100?μM H2O2, 50% DMSO was prepared. After incubation of 5?min, ESR spectra were recorded. For ?OH detection, the pre-deoxidized PBS (pH 5.0, 25?mM) contained 25?mM BMPO, 20?μg?mL?1 MnO2@PtCo nanoflowers, 100?μM H2O2, 0.25?U?mL?1 SOD was prepared. After incubation of 5?min, ESR spectra were recorded. The following instrument settings were used for collecting ESR spectra: 1?G field modulation, 100?G scan range, and 20?mW microwave power.

Fig f ESR spectra of BMPO/?OOH adducts from different groups in the hypoxic H2O2 (100?μM) condition upon addition of DMSO.g ESR spectra of BMPO/?OH adducts were collected from different samples in the hypoxic H2O2 (100?μM) condition upon addition of SOD. Data were presented as mean?±?s.d. (n=?5).

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