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单溴代二苯甲烷,71418-44-5,Bromobimane是一种巯基反应的荧光探针

作者:瑞禧生物 发布时间:2022-11-18 15:25:07 次浏览


英文名称:Monobromobimane(mBBr)
Bromobimane
3-(Bromomethyl)-2,5,6-trimethylpyrazolo[1,2-a]pyrazole-1,7-dione
中文名称:单溴代二苯甲烷
溴代双满,溴二胺
3-(溴甲基)-2,5,6-三甲基吡唑并[1,2-a]吡唑-1,7-二酮
CAS NO:71418-44-5
MDL number:MFCD00036951
分子式:C10H11BrN2O2
分子量:271.11
纯 度:≥95.0%
Bromobimane
应用简介:
单溴代二苯甲烷,Monobromobimane(mBBr),
CAS:71418-44-5是一种能与小分子巯基和反应性蛋白质巯基反应的非荧光分子。与硫醇的反应可将无荧光的溴乙烷转化为水溶性荧光分子。
单溴二胺是一种巯基反应的荧光探针,具有细胞膜渗透性,生理pH下与接触到的巯基基团快速反应,产生一个稳定的荧光信号。mBBr可用来评估或定量一系列含活性硫或巯基基团的化合物,包括硫化氢(H2S),谷胱甘肽,蛋白和核苷酸。特别适合用于谷胱甘肽的定量。mBBr的*吸收和发射波长分别为395nm和490nm。
Bromobimanes in solution (aqueous or organic solvents of medium polarity) react with small thiols [e.g., the tripeptide thiol glutathione (GSH)], and with reactive protein thiol groups (e.g., hemoglobin). The reactions of bromobimanes with thiols are second order and dependent on pH, the active nucleophile being the thiolate anion. The reaction of bromobimane with a thiolate converts the nonfluorescent agent into water-soluble fluorescent products. The neutral agents mBBr and bBBr are moderately soluble in mediumpolarity organic solvents (acetonitrile, dichloromethane), and slightly soluble in water. The quaternary salt, qBBr, and the anionic bromobimane, SBBr, are soluble in water, but less soluble in organic solvents. Bromobimanes are yellow[1]. The highly selective, rapid reactivity of bromobimanes toward thiols, the stability and fluorescence yield of the thiol derivatives, the ease of separation of the derivatives by reversed-phase HPLC, and the availability of both cell-penetrating and nonpenetrating forms, make the use bromobimanes an extremely powerful approach to the analysis of low molecular weight biothiols.
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