MONOBROMOBIMANE
- Product Name
- MONOBROMOBIMANE
- CAS No.
- 71418-44-5
- Chemical Name
- MONOBROMOBIMANE
- Synonyms
- MMB;MBBR;Nsc 608544;BROMOBIMANE;THIOLYTE(R) MB;MONOBROMOBIMANE;Bromobimane >THIOLYTE(R) MB REAGENT;MBBr [MonobroMobiMane];Bromobimane, 10 mM in DMSO
- CBNumber
- CB0729365
- Molecular Formula
- C10H11BrN2O2
- Formula Weight
- 271.11
- MOL File
- 71418-44-5.mol
MONOBROMOBIMANE Property
- Melting point:
- 152-154 °C(lit.)
- Boiling point:
- 327.8±44.0 °C(Predicted)
- Density
- 1.66±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMF: soluble
- form
- powder
- pka
- -3.36±0.70(Predicted)
- color
- Yellow
- λmax
- 398 nm
- ε(extinction coefficient)
- 4.6-5.1 at 396-398nm in H2O
- BRN
- 4430959
- Stability:
- Light Sensitive
- Biological Applications
- Glutathione S-transferase substrates; detecting glutathione S-transferase,thiols,sulfite,homocysteine,mycothiol,sulfur compounds; thiol-reactive probes
- InChI
- InChI=1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
- InChIKey
- AHEWZZJEDQVLOP-UHFFFAOYSA-N
- SMILES
- N12C(C)=C(C)C(=O)N1C(=O)C(C)=C2CBr
- CAS DataBase Reference
- 71418-44-5
N-Bromosuccinimide Price
- Product number
- 69898
- Product name
- Bromobimane
- Purity
- BioReagent, suitable for fluorescence, ≥95% (HPCE)
- Packaging
- 25MG
- Price
- $165
- Updated
- 2025/07/31
- Product number
- 596105
- Product name
- Bromobimane
- Packaging
- 25mg
- Price
- $162
- Updated
- 2025/07/31
- Product number
- 69898
- Product name
- Bromobimane
- Purity
- BioReagent, suitable for fluorescence, ≥95% (HPCE)
- Packaging
- 100MG
- Price
- $527
- Updated
- 2025/07/31
- Product number
- 596105
- Product name
- Bromobimane
- Packaging
- 100mg
- Price
- $505
- Updated
- 2025/07/31
- Product number
- B4220
- Product name
- Bromobimane
- Purity
- >98.0%(HPLC)
- Packaging
- 20mg
- Price
- $227
- Updated
- 2025/07/31
MONOBROMOBIMANE Chemical Properties,Usage,Production
Description
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. Monobromobimane can be used to evaluate or quantify a variety of compounds containing reactive sulfur or thiol groups, including H2S, glutathione, proteins, and nucleotides. The absorption and emission maxima for monobromobimane are 398 and 490 nm, respectively.
Chemical Properties
Yellow Powder
Uses
Monobromobimane readily reacts with low molecular weight thiols. Bimanes are useful for detecting the distribution of protein thiols in cells before and after chemical reduction of disulfides. Fluorescence: max. Abs. 398nm; e x 10-3: 5.0
Uses
Monobromobimane is essentially nonfluorescent until conjugated to target molecule. It readily reacts with several low molecular weight thiols, including glutathione, mercaptopurine, peptides and plasma thiols, as well as with carboxylic acids.
Uses
double labeled product that can be fixed with aldehydes for cell-lineage tracing1, neuronal tracing2 and transplantation3.
Uses
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. Monobromobimane can be used to evaluate or quantify a variety of compounds containing reactive sulfur or thiol groups, including H2S, glutathione, proteins, and nucleotides. The absorption and emission maxima for monobromobimane are 398 and 490 nm, respectively.
Definition
ChEBI: A pyrazolopyrazole that consists of 1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione bearing three methyl substituents at positions 2, 5 and 6 as well as a bromomethyl substituent at the 3-position.
References
[1] N S KOSOWER. Bimane fluorescent labels: labeling of normal human red cells under physiological conditions.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1979, 76 7: 3382-3386. DOI: 10.1073/pnas.76.7.3382
[2] CANDICE M KLINGERMAN. H2S concentrations in the arterial blood during H2S administration in relation to its toxicity and effects on breathing.[J]. American journal of physiology. Regulatory, integrative and comparative physiology, 2013, 305 6: R630-8. DOI: 10.1152/ajpregu.00218.2013
[3] G C RICE. Quantitative analysis of cellular glutathione by flow cytometry utilizing monochlorobimane: some applications to radiation and drug resistance in vitro and in vivo.[J]. Cancer research, 1986, 46 12 Pt 1: 6105-6110.
[4] YU-TSUNG CHEN. Probing conformational changes in human DNA topoisomerase IIα by pulsed alkylation mass spectrometry.[J]. The Journal of Biological Chemistry, 2012: 25660-25668. DOI: 10.1074/jbc.m112.377606
[5] R COSSTICK F E L W McLaughlin. Fluorescent labelling of tRNA and oligodeoxynucleotides using T4 RNA ligase.[J]. Nucleic Acids Research, 1984, 12 4: 1791-1810. DOI: 10.1093/nar/12.4.1791
MONOBROMOBIMANE Preparation Products And Raw materials
Raw materials
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