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ChemicalBook >> CAS DataBase List >>MONOBROMOBIMANE

MONOBROMOBIMANE

CAS No.
71418-44-5
Chemical Name:
MONOBROMOBIMANE
Synonyms
MMB;MBBR;3-(bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione;Nsc 608544;BROMOBIMANE;THIOLYTE(R) MB;MONOBROMOBIMANE;Bromobimane >THIOLYTE(R) MB REAGENT;MBBr [MonobroMobiMane]
CBNumber:
CB0729365
Molecular Formula:
C10H11BrN2O2
Molecular Weight:
271.11
MDL Number:
MFCD00036951
MOL File:
71418-44-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 69898 25MG $177
Bromobimane 596105 25mg $173
Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 69898 100MG $567
Bromobimane 596105 100mg $540
Bromobimane >98.0%(HPLC) B4220 20mg $252
More product size

MONOBROMOBIMANE 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
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
FDA UNII V23UK0CYXL
UNSPSC Code 41116133
NACRES NB.23

SAFETY

Risk and Safety Statements

PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
8
HS Code  2933.99.8290
Storage Class 11 - Combustible Solids

MONOBROMOBIMANE price More Price(61)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 69898 Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 71418-44-5 25MG $177 2026-04-30 Buy
Sigma-Aldrich 596105 Bromobimane 71418-44-5 25mg $173 2026-04-30 Buy
Sigma-Aldrich 69898 Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 71418-44-5 100MG $567 2026-04-30 Buy
Sigma-Aldrich 596105 Bromobimane 71418-44-5 100mg $540 2026-04-30 Buy
TCI Chemical B4220 Bromobimane >98.0%(HPLC) 71418-44-5 20mg $252 2026-04-30 Buy
Product number Packaging Price Buy
69898 25MG $177 Buy
596105 25mg $173 Buy
69898 100MG $567 Buy
596105 100mg $540 Buy
B4220 20mg $252 Buy

MONOBROMOBIMANE Chemical Properties,Uses,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

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.

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.

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

68654-22-8
71418-44-5
Synthesis of MONOBROMOBIMANE from syn-(Methyl,methyl)bimane

MONOBROMOBIMANE Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC Sciences
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View Lastest Price from MONOBROMOBIMANE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Bromobimane pictures 2026-06-02 Bromobimane
71418-44-5
$133.00 98.27% 10g TargetMol Chemicals Inc.
  • Bromobimane pictures
  • Bromobimane
    71418-44-5
  • $133.00
  • 98.27%
  • TargetMol Chemicals Inc.

MONOBROMOBIMANE Spectrum

MONOBROMOBIMANE THIOLYTE MONOBROMOBIMANE REAGENT THIOLYTE(R) MB THIOLYTE(R) MB REAGENT THIOLYTE(R) MONOBROMOBIMANE REAGENT THIOLYTE(R) MONOBROMOBIMANE REAGENT, FLUORESCENT LABELING COMPOUND MONOBROMOBIMANE, FOR FLUORESCENCE BROMOBIMANE 3-(broMoMethyl)-2,5,6-triMethylpyrazolo[1,2-a]pyrazole-1,7-dione MBBr [MonobroMobiMane] Nsc 608544 mBBr [Monobromobimane] *CAS 71418-44-5* THIOLYTE Monobromobimane Reagent, Fluorescent Labeling Compound Bromobimane > 1H,7H-Pyrazolo[1,2-a]pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- Special fluorescent reagent 7-(bromomethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione MBBR V23UK0CYXL 71418-44-5 Monobromobimane 1H,7H-Pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- Bromobimane MBBR Thiolyte MB 3-(Bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo(1,2-a)pyrazole-1,7-dione UNII-V23UK0CYXL V23UK0CYXL 71418-44-5 Monobromobimane 1H,7H-Pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- Bromobimane MBBR Thiolyte MB 3-(Bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo(1,2-a Bromobimane, 10 mM in DMSO mBBr [Monobromobimane] UltraPure Grade - 25 mg THIOLYTE? Monobromobimane Reagent, Fluorescent Labeling Compound V23UK0CYXL 71418-44-5 Monobromobimane 1H,7H-Pyrazolo(1,2-a)pyrazole-1,7-dione, 3-(bromomethyl)-2,5,6-trimethyl- Bromobimane MBBR Thiolyte MB 3-(Bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo(1,2-a 3-(bromomethyl)-2,5,6-trimethyl-1H,7H-pyrazolo[1,2-a]pyrazole-1,7-dione MMB 71418-44-5 Detection Fluorescent Probes, Labels, Particles and Stains Biochemicals and Reagents BioChemical Pyrazole Fluorescent Labels and Indicators Fluorescent Labels & Indicators MTS & Sulfhydryl Active Reagents
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