Bromobimane (Monobromobimane)

A thiol-reactive fluorogenic probe

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10mg

￥637.00

510.00

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25mg

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960.00

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货号: ajce44328
CAS: 71418-44-5
别名: 荧光专用试剂; Monobromobimane; (mBBr); 单溴二胺
分子式: C10H11BrN2O2
分子量: 271.11
纯度: >98%
溶解度: DMSO : ≥ 86.6 mg/mL (319.43 mM)
储存: Store at -20°C, protect from light
库存: 现货

Background

Monobromobimane is a thiol-reactive fluorogenic probe. It is cell-permeable, reacts rapidly at physiological pH with available thiol groups, and generates a stable fluorescent signal.¹ Monobromobimane can be used to evaluate or quantify a variety of compounds containing reactive sulfur or thiol groups, including H₂S, glutathione, proteins, and nucleotides.^2,3,4,5 The absorption and emission maxima for monobromobimane are 398 and 490 nm, respectively.⁶

1.Kosower, N.S., Kosower, E.M., Newton, G.L., et al.Bimane fluorescent labels: Labeling of normal human red cells under physiological conditionsProc. Natl. Acad. Sci. USA76(7)3382-3386(1979) 2.Klingerman, C.M., Trushin, N., Prokopczyk, B., et al.H2S concentrations in the arterial blood during H2S administration in relation to its toxicity and effects on breathingAm. J. Physiol. Regul. Integr. Comp. Physiol.305(6)R630-R638(2013) 3.Rice, G.C., Bump, E.A., Shrieve, D.C., et al.Quantitative analysis of cellular glutathione by flow cytometry utilizing monochlorobimane: Some applications to radiation and drug resistance in vitro and in vivoCancer Res.46(12 Pt 1)6105-6110(1986) 4.Chen, Y.T., Collins, T.R.L., Guan, A., et al.Probing conformational changes in human DNA topoisomerase IIα by pulsed alkylation mass spectrometryJ. Biol. Chem.287(30)25660-25668(2012) 5.Cosstick, R., McLaughlin, L.W., and Eckstein, F.Fluorescent labelling of tRNA and oligodeoxynucleotides using T4 RNA ligaseNucleic Acids Res.12(4)1791-1810(2015) 6.Sabnis, R.W.Handbook of biological dyes and stains: Synthesis and industrial applications(2010)

Protocol

Cell experiment:

The stock mBBr solution is prepared by weight at 100-180 mM in acetonitrile. The stock solution of SBBr is prepared by weight at 50 mM in dimethyl sulfoxide (DMSO) or at 2 mM in the 20 mM Tris-methane sulfonate. The thiol is added to a final concentration of 1 mM to a solution of 2 mM mBBr or SBBr, 20 mM Tris-methane sulfonate, pH 8.0. The mixture is incubated in the dark for 15 min at room temperature and then methanesulfonic acid is added to 25 mM from a 5 M stock solution[2].

参考文献:

[1]. Kosower EM, et al. Bromobimane probes for thiols. Methods Enzymol. 1995;251:133-48.
[2]. Newton GL, et al. Determination of biothiols by bromobimane labeling and high-performance liquid chromatography. Methods Enzymol. 1995;251:148-66.