Monochlorobimane

Names

[ CAS No. ]:
76421-73-3

[ Name ]:
Monochlorobimane

[Synonym ]:
7-(chloromethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione
Chlorobimane
Monochlorobimane

Biological Activity

[Description]:

Monochlorobimane is a fluorescent dye (λex=380 nm, λem=470 nm).

[Related Catalog]:

Signaling Pathways >> Others >> Others

Dye Reagents

Research Areas >> Others

[In Vitro]

A common technique to measure Glutathione (GSH) in cultured cells is to add Monochlorobimane to the culture medium where it readily enters cells to form a fluorescent GSH-monochlorobimane adduct that can be measured fluorometrically. It is clear that the Monochlorobimane approach gives comparable results to the HPLC technique. Although most laboratories use 100 mM Monochlorobimane in their assay our results show that the Monochlorobimane concentration can be lowered to 25 mM and still accurately measure homogenate GSH content[1].

[Kinase Assay]

Monochlorobimane (mCB) is added to the second half liver tissue homogenate to a final concentration of 100 mM along with glutathione S-transferase (1 U/mL) obtained from equine liver; the homogenate is then allowed to incubate at room temperature for 30 min. The Glutathione (GSH)-Monochlorobimane adduct is measured in a microtiter reader[1].

[References]

[1]. Kamencic H, et al. Monochlorobimane fluorometric method to measure tissue glutathione. Anal Biochem. 2000 Nov 1;286(1):35-7.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4g/cm3

[ Boiling Point ]:
314.9ºC at 760 mmHg

[ Melting Point ]:
135-136ºC(lit.)

[ Molecular Formula ]:
C₁₀H₁₁ClN₂O₂

[ Molecular Weight ]:
226.66000

[ Flash Point ]:
144.2ºC

[ Exact Mass ]:
226.05100

[ PSA ]:
42.96000

[ LogP ]:
0.86100

[ Index of Refraction ]:
1.61

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

A Synthetic Lethal Interaction between Glutathione Synthesis and Mitochondrial Reactive Oxygen Species Provides a Tumor-Specific Vulnerability Dependent on STAT3.

Mol. Cell. Biol. 35 , 3646-56, (2015)

Increased production of mitochondrion-derived reactive oxygen species (ROS) is characteristic of a metabolic shift observed during malignant transformation. While the exact sources and roles of ROS in...

Purification and characterization of the Staphylococcus aureus bacillithiol transferase BstA.

Biochim. Biophys. Acta 1840(9) , 2851-61, (2014)

Gram-positive bacteria in the phylum Firmicutes synthesize the low molecular weight thiol bacillithiol rather than glutathione or mycothiol. The bacillithiol transferase YfiT from Bacillus subtilis wa...

All-trans retinoic acid prevents oxidative stress-induced loss of renal tight junction proteins in type-1 diabetic model.

J. Nutr. Biochem. 26 , 441-54, (2015)

We previously reported that diabetes decreased the expression of renal tight junction (TJ) proteins claudin-5 in glomerulus, and claudin-2 and occludin in proximal tubule through an oxidative stress d...