JC-1

Names

[ Name ]:
JC-1

[Synonym ]:
5,6-Dichloro-2-[(1E)-3-(5,6-dichloro-1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-ylidene)-1-propen-1-yl]-1,3-diethyl-1H-3,1-benzimidazol-3-ium iodide
1H-3,1-Benzimidazolium, 5,6-dichloro-2-[(1E)-3-(5,6-dichloro-1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-ylidene)-1-propen-1-yl]-1,3-diethyl-, iodide (1:1)
5,6-dichloro-2-[3-(5,6-dichloro-1,3-diethyl-2(3H)-benzimidazolylidene)-1-propenyl]-1,3-diethylbenzimidazolium iodide
5,5',6,6'-tetrachloro-1,1',3,3'-tetraethyl-imidacarbocyanine iodide
5,5'6,6'-tetrachloro-1,1',3,3'-tetraethylbenzimidazolocarbocyanine iodide
1,1',3,3'-tetraethyl-5,5'6,6'-tetrachlorobenzimidazolocarbocyanine iodide
5,6-dichloro-2-<1-<3-(5,6-dichloro-1,3-diethyl-2-benzimidazolylidene)propenyl>>-1,3-diethylbenzimidazolium iodide
1,3,1',3'-Tetraethyl-5,6,5',6'-tetrachloro-2,2'-imidacarbocyanine iodide
5,6-Dichloro-2-[(1E)-3-(5,6-dichloro-1,3-diethyl-1,3-dihydro-2H-benzimidazol-2-ylidene)prop-1-en-1-yl]-1,3-diethyl-1H-3,1-benzimidazol-3-ium iodide
JC-1
5,5',6,6'-TETRACHLORO-1,1',3,3'-*TETRAETHYBENZIMIDA

Biological Activity

[Description]:

JC-1 is a fluorescent lipophilic carbocyanine dye used to measure mitochondrial membrane potential.

[Related Catalog]:

Signaling Pathways >> Others >> Others

Dye Reagents

Research Areas >> Others

[In Vitro]

JC-1 (2.5 μM) exposed to murine L1210 lymphoblasts, can be detected the presence of both cytoplasmic JC-1 monomer and mitochondrial J-aggregates in these cells. JC-1 fluorescence is usually excited by the 488 nm laser wavelength common in flow cytometers[1]. Fluorescent labeling of mitochondria with either JC-1 (1 μg/mL, 15 min), reveals that are distributed irregularly, resulting in regions of high and low mitochondrial content within astrocytes[2]. JC-1 has been shown to interact with α-synuclein at the acidic C-terminal region with a Kd of 2.6 μM. JC-1 itself does not accelerate the protein aggregation of α-synuclein in the absence of iron, insted, it decelerates the aggregation process by extending the lag phase approx[3]. JC-1 is avidly accumulated in sensitive K562 cells where it displays both a green cytoplasmic and red mitochondrial fluorescence. JC-1 is poorly accumulated in resistant K562 cells, which displays only a slight green fluorescence[4].

[References]

[1]. A Perelman, et al. JC-1: alternative excitation wavelengths facilitate mitochondrial membrane potential cytometry. Cell Death Dis. 2012 Nov 22;3:e430.

[2]. Vera C. Keil, et al. Ratiometric high-resolution imaging of JC-1 fluorescence reveals the subcellular heterogeneity of astrocytic mitochondria. Pflügers Archiv - European Journal of Physiology. 2011,462(5): 693-708.

[3]. Jung-Ho LEE, In-Hwan LEE, Young-Jun CHOE, et al. Real-time analysis of amyloid fibril formation of α-synuclein using a fibrillation-state-specific fluorescent probe of JC-1. Biochem. J. 2009, 418:311-323.

[4]. Salvioli S, et al. JC-1, but not DiOC6(3) or rhodamine 123, is a reliable fluorescent probe to assess delta psi changes in intact cells: implications for studies on mitochondrial functionality during apoptosis. FEBS Lett. 1997 Jul 7;411(1):77-82.

[Related Small Molecules]

Chemical & Physical Properties

[ Molecular Formula ]:
C₂₅H₂₇Cl₄IN₄

[ Molecular Weight ]:
652.225

[ Exact Mass ]:
650.003418

[ PSA ]:
18.67000

[ LogP ]:
4.15720

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

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Related Compounds

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