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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];Special fluorescent reagent
CBNumber:
CB0729365
Molecular Formula:
C10H11BrN2O2
Molecular Weight:
271.11
MDL Number:
MFCD00036951
MOL File:
71418-44-5.mol
Last updated:2023-06-08 17:06:34

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
BRN 4430959
Stability Light Sensitive
Biological Applications Glutathione S-transferase substrates; detecting glutathione S-transferase,thiols,sulfite,homocysteine,mycothiol,sulfur compounds; thiol-reactive probes
CAS DataBase Reference 71418-44-5
FDA UNII V23UK0CYXL

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25
WGK Germany  3
8
HS Code  2933.99.8290

MONOBROMOBIMANE price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 596105 Bromobimane 71418-44-5 25mg $158 2024-03-01 Buy
Sigma-Aldrich 596105 Bromobimane 71418-44-5 100mg $491 2024-03-01 Buy
Sigma-Aldrich 69898 Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 71418-44-5 25MG $151 2023-06-20 Buy
Sigma-Aldrich 69898 Bromobimane BioReagent, suitable for fluorescence, ≥95% (HPCE) 71418-44-5 100MG $484 2023-06-20 Buy
TCI Chemical B4220 Bromobimane >98.0%(HPLC) 71418-44-5 20mg $227 2024-03-01 Buy
Product number Packaging Price Buy
596105 25mg $158 Buy
596105 100mg $491 Buy
69898 25MG $151 Buy
69898 100MG $484 Buy
B4220 20mg $227 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.

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