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Monobromobimane (mBBr)

Cat. No.: ISPL-0249

Regulatory Status: RUO - Research Use Only

mBBr

Size                                                         Price                                                Stock

10mM (in 1mL DMSO)                          65 USD Price               

05 mg                                                    60 USD Price               

25 mg                                                    95 USD Price               

50 mg                                                    185 USD Price               

                    

Biological activity

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Formal name                 3-(bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione

Description

Bromobimane (Monobromobimane) is nonfluorescent and converts into fluorescent products when reacts with thiols. Bromobimane has potential applications in labeling thiols. 

mBBr 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

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Category

Biochemical reagents (Thio-reactive probe)

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In Vitro

Bromobimane (mBBr) labeled reactive thiols in cells[1]
(1) Prepare a 100 mM mBBr solution with acetonitrile.
(2) Add 1 mL of 10% cell suspension to 15-25 μL of 100 mM mBBr solution.
(3) After incubation at 37°C for 30-45 min, fluorescence detection was performed.

Innatura has not independently confirmed the accuracy of these methods. They are for reference only.

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Molecular Weight

272.34

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Molecular Formula

C10H11BrN2O2

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CAS No.

71418-44-5

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Purity

>98%

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Appearance

Solid

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Shipping

Ambient

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Storage

-20ºC, protect from light

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Research update

   Product Literature References

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1. Kosower, N.S., Kosower, E.M., Newton, G.L., et al. Bimane fluorescent labels: Labeling of normal human red cells under physiological conditions. Proc. Natl. Acad. Sci. USA 76(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 breathing. Am. 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 vivo. Cancer 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 spectrometry. J. 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 ligase. Nucleic Acids Res. 12(4), 1791-1810 (2015).

6. Sabnis, R.W. Handbook of biological dyes and stains: Synthesis and industrial applications. (2010).

7, Immunochromatographic detection of human hemoglobin from deteriorated bloodstains due to methamphetamine contamination, aging, and heating. Masataka Murahashi et al. Analytical and bioanalytical chemistry, 412(23), 5799-5809 (2020-07-10)

     Japanese police conduct highly sensitive and quick blood tests to detect human hemoglobin (Hb), because bloodstains left at a crime scene have a probative value of circumstantial evidence in a criminal investigation. Although DNA detection from a bloodstain is a useful

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