Monochlorobimane(MBCL) - for fluorescence analysis, ≥70% , CAS No.76421-73-3

CAS: 76421-73-3 Cat. No.: M769815 Peso molecular: 226.66 Número EC: 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

Descripción general

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

Especificaciones y pureza

for fluorescence analysis, ≥70%

Condiciones de almacenamiento de almacenamiento

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

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

for Fluorescence analysis

Pureza

≥70%

Nombres e identificadores

• Sonrisas canónicas: 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
• Isómeros SMILES: CC1=C(N2C(=C(C(=O)N2C1=O)C)CCl)C
• WGK Alemania: 3
• PubChem CID: 114886
• Peso molecular: 226.66

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Pyrazolopyrazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: 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
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: Solubility：DMSO
• Sensibilidad: Light sensitive
• Peso molecular: 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

Referencias

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]