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3,3'-Dihexyloxacarbocyanine iodide

Names

[ CAS No. ]:
53213-82-4

[ Name ]:
3,3'-Dihexyloxacarbocyanine iodide

[Synonym ]:
MFCD00011954
DiOC6(3) [3,3'-Dihexyloxacarbocyanine iodide]
3-hexyl-2-[3-(3-hexyl-1,3-benzoxazol-3-ium-2-yl)prop-2-enylidene]-1,3-benzoxazole,iodide
3-hexyl-2-[3-(3-hexyl-2(3H)benzoxazolylidene)-1-propenyl]benzoxazolium iodide

Biological Activity

[Description]:

3,3'-Dihexyloxacarbocyanine iodide is a carbocyanine dye which can be used to monitor changes in mitochondrial membrane potential.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Others
Dye Reagents

[In Vitro]

Addition of cells to the cuvette containing 0.25 μM 3,3'-Dihexyloxacarbocyanine iodide (DiOCg(3)) leads to an increase in fluorescence, equilibration is rapid and is complete by 4 min. When f-met-leu-phe (10-7 M) is added to neutrophils preequilibrated with 3,3'-Dihexyloxacarbocyanine iodide, there is a short lag period of 5 seconds. The lag period is followed by a rapid loss of fluorescence. Examination of 3,3'-Dihexyloxacarbocyanine iodide loaded neutrophils using fluorescence microscopy demonstrates that in resting neutrophils the brightest fluorescence is associated with long thin organelles which corresponds to the distribution of mitochondria[1].

[Cell Assay]

Neutrophils (2.5×106/mL) are preequilibrated in 0.25 μM 3,3'-Dihexyloxacarbocyanine iodide (DiOCg(3)) for 5 min at 37°C in a 1 cm path length cuvette. Final volume is 2 mL. Fluorescence measurements are made in a spectrofluorimeter (emission wavelength: 510 nm, excitation wavelength: 470 nm). Stimuli are injected by a syringe through an injection port on the spectrofluorimeter, and their volumes never exceed 5% (v/v)[1].

[References]

[1]. Korchak HM, et al. A carbocyanine dye, DiOC6(3), acts as a mitochondrial probe in human neutrophils. Biochem Biophys Res Commun. 1982 Oct 29;108(4):1495-501.


[Related Small Molecules]

Captisol | Cyclosporin A | H2DCFDA | 0MPTP hydrochloride | GW4869 | Etomoxir | TD139 | Mitoquinone mesylate | GSK2795039 | JC-1 | BAPTA-AM | AP 20187 | Setanaxib (GKT137831) | D-Luciferin | Crotaline

Chemical & Physical Properties

[ Melting Point ]:
219-221 °C(lit.)

[ Molecular Formula ]:
C29H37IN2O2

[ Molecular Weight ]:
572.52100

[ Exact Mass ]:
572.19000

[ PSA ]:
35.09000

[ LogP ]:
4.20760

MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DM5285250

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Related Compounds