MONOBROMOBIMANE

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Products Intro: Product Name:MONOBROMOBIMANE
CAS:71418-44-5
Purity:95% Package:1G; 5G; 25G; 100G; 500G; 1000G
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CAS:71418-44-5
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Products Intro: Product Name:Bromobimane
CAS:71418-44-5
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Products Intro: Product Name:7-(bromomethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione
CAS:71418-44-5
Purity:95% Package:100g; 1kg Remarks:LN00197303

MONOBROMOBIMANE manufacturers

  • Bromobimane
  • Bromobimane pictures
  • $133.00 / 50mg
  • 2026-01-23
  • CAS:71418-44-5
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  • Purity: 97.10%
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MONOBROMOBIMANE Basic information
Product Name:MONOBROMOBIMANE
Synonyms:MBBR;MONOBROMOBIMANE;MMB;THIOLYTE MONOBROMOBIMANE REAGENT;THIOLYTE(R) MB;THIOLYTE(R) MB REAGENT;THIOLYTE(R) MONOBROMOBIMANE REAGENT;THIOLYTE(R) MONOBROMOBIMANE REAGENT, FLUORESCENT LABELING COMPOUND
CAS:71418-44-5
MF:C10H11BrN2O2
MW:271.11
EINECS:
Product Categories:Pyrazole;Fluorescent Labels and Indicators;Fluorescent Labels & Indicators;MTS & Sulfhydryl Active Reagents
Mol File:71418-44-5.mol
MONOBROMOBIMANE Structure
MONOBROMOBIMANE Chemical Properties
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
pka-3.36±0.70(Predicted)
form powder
color Yellow
ε(extinction coefficient)4.6-5.1 at 396-398nm in H2O
λmax398 nm
BRN 4430959
Stability:Light Sensitive
Biological ApplicationsGlutathione S-transferase substrates; detecting glutathione S-transferase,thiols,sulfite,homocysteine,mycothiol,sulfur compounds; thiol-reactive probes
InChIInChI=1S/C10H11BrN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
InChIKeyAHEWZZJEDQVLOP-UHFFFAOYSA-N
SMILESN12C(C)=C(C)C(=O)N1C(=O)C(C)=C2CBr
CAS DataBase Reference71418-44-5
Safety Information
Safety Statements 22-24/25
WGK Germany 3
8
HS Code 2933.99.8290
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
MONOBROMOBIMANE Usage And Synthesis
DescriptionMonobromobimane 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 PropertiesYellow Powder
UsesMonobromobimane 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
UsesMonobromobimane 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.
Usesdouble labeled product that can be fixed with aldehydes for cell-lineage tracing1, neuronal tracing2 and transplantation3.
UsesMonobromobimane 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.
DefinitionChEBI: 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
Tag:MONOBROMOBIMANE(71418-44-5) Related Product Information
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