A fluorescent dye
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3,3'-Dihexyloxacarbocyanine (iodide)

Item No. 23124

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hexyl-2-[3-(3-hexyl-2(3H)-benzoxazolylidene)-1-propen-1-yl]-benzoxazolium, iodide
CAS Number
53213-82-4
Synonyms
  • DiOC6(3)
  • NK 2280
Molecular Formula
C29H37N2O2 • I
Formula Weight
572.5
Purity
≥98%
Emission
501 nm
Excitation
484 nm
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
486 nm
SMILES
CCCCCCN1C2=CC=CC=C2O/C1=C\C=C\C3=[N+](CCCCCC)C4=C(C=CC=C4)O3.[I-]
InChi Code
InChI=1S/C29H37N2O2.HI/c1-3-5-7-13-22-30-24-16-9-11-18-26(24)32-28(30)20-15-21-29-31(23-14-8-6-4-2)25-17-10-12-19-27(25)33-29;/h9-12,15-21H,3-8,13-14,22-23H2,1-2H3;1H/q+1;/p-1
InChi Key
XVLXYDXJEKLXHN-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    Product Description

    3,3'-Dihexyloxacarbocyanine (DiOC6(3)) is a lipophilic fluorescent dye with excitation/emission spectra of 484/501 nm, respectively.1 At high concentrations, DiOC6(3) accumulates in the endoplasmic reticulum (ER) and has been used to visualize ER in moss, yeast, and muscle cells. At low concentrations, DiOC6(3) accumulates in mitochondria and has been used to assess mitochondrial dislocations, fusion, and fission in living cells, as well as to visualize cellular apoptosis. DiOC6(3) can also be used to assess cell membrane potential, as depolarization directly correlates with increased fluorescence.2,3 DiOC6(3) photoexcitation inactivates intracellular organelle movement and inhibits microtubule polymerization in vitro.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sabnis, R.W., Deligeorgiev, T.G., Jachak, M.N., et al. DiOC6(3): A useful dye for staining the endoplasmic reticulum. Biotech. Histochem. 72(5), 253-258 (1997).

    2. Jenssen, H.-L., Redmann, K., and Mix, E. Flow cytometric estimation of transmembrane potential of macrophages--a comparison with microelectrode measurements. Cytometry 7(4), 339-346 (1986).

    3. Hoffman, J.F., and Laris, P.C. Determination of membrane potentials in human and Amphiuma red blood cells by means of fluorescent probe. J. Physiol. 239(3), 519-552 (1974).

    4. Lee, C., Wu, S.S., and Chen, L.B. Photosensitization by 3,3'-dihexyloxacarbocyanine iodide: specific disruption of microtubules and inactivation of organelle motility. Cancer Res. 55(10), 2063-2069 (1995).