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T4069

Sigma-Aldrich

JC-1

≥97% purity, solid

Synonym(s):

5,5′,6,6′-Tetrachloro-1,1′,3,3′-tetraethyl-imidacarbocyanine iodide, 5,5′,6,6′-Tetrachloro-1,1′,3,3′-tetraethylbenzimidazolocarbocyanine iodide, CBIC2(3)

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About This Item

Empirical Formula (Hill Notation):
C25H27Cl4IN4
CAS Number:
Molecular Weight:
652.23
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

JC-1, solid

Assay

≥97%

Quality Level

form

solid

color

red

ε (extinction coefficient)

≥175000 at 511-517 nm in methanol

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CCN1C(=C\C=C\c2n(CC)c3cc(Cl)c(Cl)cc3[n+]2CC)/N(CC)c4cc(Cl)c(Cl)cc14

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

InChI key

FYNNIUVBDKICAX-UHFFFAOYSA-M

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Application

The cyanine dye JC-1 has been used to determine mitochondrial transmembrane potential.
A dual-emission potential-sensitive probe that can be used to measure mitochondrial membrane potential. JC-1 is a green-fluorescent (λex 520 nm) monomer at low membrane potential. At higher potentials, JC-1 forms red-fluorescent (λem 596 nm ) "J-aggregates," which exhibit broad excitation and very narrow emission spectra. The ratio of red to green fluorescence of JC-1 is dependent only on membrane potential, and not influenced by mitochondrial size, shape, or density.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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JC-1: alternative excitation wavelengths facilitate mitochondrial membrane potential cytometry
A Perelman
Cell Death & Disease (2012)
Xianbin Cao et al.
Cellular signalling, 62, 109337-109337 (2019-06-08)
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Sulfated polysaccharide-protein complex sensitizes doxorubicin-induced apoptosis of breast cancer cells in vitro and in vivo
Jie Wang
Experimental and Therapeutic Medicine (2016)
Sudhir Pandey et al.
American journal of physiology. Cell physiology, 317(2), C235-C243 (2019-05-23)
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Chrysin induces cell apoptosis in human uveal melanoma cells via intrinsic apoptosis
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Oncology Letters (2016)

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