Monochlorobimane(MBCL) - for fluorescence analysis, ≥70%, used for Monochlorobimane is used as a fluorescent agent in fluorometric glutathione assays. It is used to detect the principal intracellular low-molecular-weight thiols, which play a pivotal role

CAS: 76421-73-3 Cat. No.: M769815 Molecular Weight: 226.66 EC Number: 687-817-1 PubChem CID: 114886

GRADE & PURITY for Fluorescence analysis, ≥70%

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

General description：Monochlorobimane is a glutathione (GSH) fluorescent cell-permeable probe. When incubated with the test cell culture, it readily enters the cells and forms a fluorescent complex. The Monochlorobimane-GSH reaction is catalyzed by glutathione-S-transferase, which is detected fluorometrically.Monochlorobimane, also known as mBCl, is a non-fluorescent compound that forms a fluorescent complex upon reaction. The fluorescence is detected at 394/490nm.

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. The Monochlorobimane approach gives comparable results to the HPLC technique. Monochlorobimane concentration can be lowered to 25 mM and still accurately measure homogenate GSH content.

fluorescence：λex 380 nm; λem 461 nm in methanol, λex 390 nm; λem 478 nm in 0.1 M phosphate pH 7.5 (after derivatization with glutathione)

Specifications

Specifications & Purity

for fluorescence analysis, ≥70%

Application

Monochlorobimane is used as a fluorescent agent in fluorometric glutathione assays. It is used to detect the principal intracellular low-molecular-weight thiols, which play a pivotal role in the defense mechanism.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

for Fluorescence analysis

Purity

≥70%

Names and Identifiers

• Canonical Smiles: CC1=C(N2C(=C(C(=O)N2C1=O)C)CCl)C
• IUPAC Name: 7-(chloromethyl)-1,2,6-trimethylpyrazolo[1,2-a]pyrazole-3,5-dione
• InChIKey: SUIPVTCEECPFIB-UHFFFAOYSA-N
• INCHI: 1S/C10H11ClN2O2/c1-5-7(3)12-8(4-11)6(2)10(15)13(12)9(5)14/h4H2,1-3H3
• Isomeric SMILES: CC1=C(N2C(=C(C(=O)N2C1=O)C)CCl)C
• WGK Germany: 3
• PubChem CID: 114886
• Molecular Weight: 226.66

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Pyrazolopyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Pyrazolopyrazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrazolopyrazoles
• Alternative Parents: Pyrazolones Vinylogous amides Pyrazoles Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organochlorides Organic oxides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pyrazolopyrazole - Pyrazolinone - Azole - Pyrazole - Heteroaromatic compound - Vinylogous amide - Lactam - Azacycle - Alkyl chloride - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrazolopyrazoles. These are polycyclic aromatic compounds containing to pyrazole rings fused to each other. Pyrazole is 5-membered ring consisting of three carbon atoms and two adjacent nitrogen centers.
• External Descriptors: organochlorine compound - pyrazolopyrazole

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility：DMSO
• Sensitivity: Light sensitive
• Molecular Weight: 226.660 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 226.051 Da
• Monoisotopic Mass: 226.051 Da
• Topological Polar Surface Area: 40.600 Ų
• Heavy Atom Count: 15
• Formal Charge: 0
• Complexity: 437.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Shu-jing Hong, Chao Qin, Zi-fan You, Ye-lei Zhang, Kang Wang, Xiao Jia, Wen-ge Liu.  (2025)  Self-Sustained Nanozyme Triggers Dual-Pronged Ferroptosis via ROS Storm and Barrier Collapse in a Remodeled Tumor Microenvironment.  ACS Applied Nano Materials,      [PMID:] [10.1021/acsanm.5c03799]