JC-1 - A cationic, fluorescent, carbocyanine dye that can be used as a ratiometric indicator of mitochondrial potential δΨm in cells, tissues, and isolated mitochondria. , CAS No.47729-63-5

CAS: 47729-63-5 Cat. No.: J755442 Formule: C₂₅H₂₇Cl₄N₄・I Poids moléculaire: 652.2 PubChem CID: 5492929

GRADE & PURITY A cationic, fluorescent, carbocyanine dye that can be used as a ratiometric indicator of mitochondrial potential δΨm in cells, tissues, and isolated mitochondria.

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

A cationic, fluorescent, carbocyanine dye that can be used as a ratiometric indicator of mitochondrial potential ΔΨ_m in cells, tissues, and isolated mitochondria. It labels mitochondria with high membrane potential orange and mitochondria with low membrane potential green. Mitochondrial depolarization is indicated by a decrease in the red/green fluorescence intensity ratio. Ideal for detection of collapse of ΔΨ_m induced by uncouplers of mitochondrial respiration. The potential-sensitive color shift is due to concentration-dependent formation of red fluorescent J-aggregates. JC-1 has also been used in a functional assay of multidrug-resistance cells and in apoptosis-related mitochondrial modifications.

A cationic, fluorescent, carbocyanine dye that can be used as a ratiometric indicator of mitochondrial potential ΔΨ_m in cells, tissues, and isolated mitochondria. Mitochondrial depolarization is indicated by a decrease in the red/green fluorescence intensity ratio. The potential-sensitive color shift is due to concentration-dependent formation of red fluorescent J-aggregates. Ideal for detection of collapse of ΔΨ_m induced by uncouplers of mitochondrial respiration. JC-1 has also been used in a functional assay of multidrug-resistance cells and in apoptosis-related mitochondrial modifications.

Specifications

Spécifications et pureté

A cationic, fluorescent, carbocyanine dye that can be used as a ratiometric indicator of mitochondrial potential δΨm in cells, tissues, and isolated mitochondria.

Mécanismes biochimiques et physiologiques

Cell permeable: noPrimary TargetUsed as a ratiometric indicator of mitochondrial potential δΨm in cells, tissues, and isolated mitochondriaProduct does not compete with ATP.Reversible: no

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

• Sourires canoniques: CCN1C2=CC(=C(C=C2[N+](=C1C=CC=C3N(C4=CC(=C(C=C4N3CC)Cl)Cl)CC)CC)Cl)Cl.[I-]
• IUPAC Name: 5,6-dichloro-2-[(E)-3-(5,6-dichloro-1,3-diethylbenzimidazol-3-ium-2-yl)prop-2-enylidene]-1,3-diethylbenzimidazole;iodide
• InChIKey: FYNNIUVBDKICAX-UHFFFAOYSA-M
• INCHI: 1S/C25H27Cl4N4.HI/c1-5-30-20-12-16(26)17(27)13-21(20)31(6-2)24(30)10-9-11-25-32(7-3)22-14-18(28)19(29)15-23(22)33(25)8-4;/h9-15H,5-8H2,1-4H3;1H/q+1;/p-1
• Isomères SMILES: CCN1C2=CC(=C(C=C2[N+](=C1/C=C/C=C3N(C4=CC(=C(C=C4N3CC)Cl)Cl)CC)CC)Cl)Cl.[I-]
• PubChem CID: 5492929
• Poids moléculaire: 652.2

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Benzimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Benzimidazoles
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzimidazoles
• Alternative Parents: N-substituted imidazoles Benzenoids Aryl chlorides Heteroaromatic compounds Ketene acetals Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organochlorides Organic iodide salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzimidazole - Aryl chloride - Aryl halide - Benzenoid - N-substituted imidazole - Azole - Heteroaromatic compound - Imidazole - Ketene acetal or derivatives - Azacycle - Organic nitrogen compound - Organohalogen compound - Organochloride - Organonitrogen compound - Organic salt - Organic iodide salt - Hydrocarbon derivative - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
• External Descriptors: cyanine dye - organic iodide salt

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

Propriétés chimiques et physiques

• Solubilité: DMSO: 5 mg/mL
• Poids moléculaire: 652.200 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 652.001 Da
• Monoisotopic Mass: 650.003 Da
• Topological Polar Surface Area: 15.300 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 625.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3

Foire aux questions

How should this product be stored?

Store at ?20 °C. Freezer storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships in an insulated container with ice pads. Unpack on arrival and transfer it to the storage condition stated above.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 47729-63-5, the molecular formula is C25H27Cl4N4?I, and the molecular weight is 652.2 g/mol. InChIKey FYNNIUVBDKICAX-UHFFFAOYSA-M.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.