英文名稱:Monobromobimane(mBBr)
Bromobimane
3-(Bromomethyl)-2,5,6-trimethylpyrazolo[1,2-a]pyrazole-1,7-dione
中文名稱:單溴代二苯甲烷
溴代雙滿,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
純 度:≥95.0%
結(jié)構(gòu)式:
應(yīng)用簡介:
單溴代二苯甲烷,Monobromobimane(mBBr),CAS:71418-44-5是一種能與小分子巰基和反應(yīng)性蛋白質(zhì)巰基反應(yīng)的非熒光分子。與硫醇的反應(yīng)可將無熒光的溴乙烷轉(zhuǎn)化為水溶性熒光分子。
單溴二胺是一種巰基反應(yīng)的熒光探針,具有細(xì)胞膜滲透性,生理pH下與接觸到的巰基基團(tuán)快速反應(yīng),產(chǎn)生一個穩(wěn)定的熒光信號。mBBr可用來評估或定量一系列含活性硫或巰基基團(tuán)的化合物,包括硫化氫(H2S),谷胱甘肽,蛋白和核苷酸。特別適合用于谷胱甘肽的定量。mBBr的*吸收和發(fā)射波長分別為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.