A fluorescent dye
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3,3′-Dipropylthiadicarbocyanine (iodide)

Item No. 36308

Technical Information
Formal Name
3-propyl-2-[5-(3-propyl-2(3H)-benzothiazolylidene)-1,3-pentadien-1-yl]-benzothiazolium, monoiodide
CAS Number
53213-94-8
Synonyms
  • DiS-C3-(5)
  • DiSC3(5)
Molecular Formula
C25H27N2S2 • I
Formula Weight
Purity
≥98%
Emission
670 nm
Excitation
622 nm
A solid
λmax
358 nm
SMILES
CCCN1C(SC2=C1C=CC=C2)=CC=CC=CC3=[N+](CCC)C(C=CC=C4)=C4S3.[I-]
InChi Code
InChI=1S/C25H27N2S2.HI/c1-3-18-26-20-12-8-10-14-22(20)28-24(26)16-6-5-7-17-25-27(19-4-2)21-13-9-11-15-23(21)29-25;/h5-17H,3-4,18-19H2,1-2H3;1H/q+1;/p-1
InChi Key
GDEURKKLNUGTDA-UHFFFAOYSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3,3′-Dipropylthiadicarbocyanine (diSC3(5)) is a fluorescent dye that has been used to monitor cell membrane potential.1,2,3 It displays excitation/emission maxima of 622/670 nm, respectively, and, upon cell hyperpolarization, it enters cells, and exhibits a shift in emission maxima to 688 nm and a decrease in fluorescence intensity.1 When the cell membrane is depolarized, the fluorescence intensity of diSC3(5) increases as it exits the cells. However, diSC3(5) (3 µM) also induces membrane hyperpolarization, increases intracellular sodium levels, and decreases intracellular potassium levels in Ehrlich ascites tumor cells, as well as increases potassium membrane permeability by 64.6% in Ehrlich ascites tumor cells in the presence of the Na+/K+-ATPase inhibitor ouabain.2 It also reduces cellular ATP levels in the absence of glucose and induces acid production and inhibits oxygen consumption in the presence of glucose in Ehrlich ascites tumor cells when used at a concentration of 3 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sims, P.J., Waggoner, A.S., Wang, C.H., et alStudies on the mechanism by which cyanine dyes measure membrane potential in red blood cells and phosphatidylcholine vesicles. Biochemistry 13(16), 3315-3330 (1974).

    2. Smith, T.C., and Robinson, S.C. The effect of the fluorescent probe, 3,3'-dipropylthiodicarbocyanine iodide, on the membrane potential of Ehrlich ascites tumor cells. Biochem. Biophys. Res. Commun. 95(2), 722-727 (1980).

    3. Smith, T.C., Herlihy, J.T., and Robinson, S.C. The effect of the fluorescent probe, 3,3'-dipropylthiadicarbocyanine iodide, on the energy metabolism of Ehrlich ascites tumor cells. The Journal of Biological Chemisty 256(3), 1108-1110 (1981).

    Product Citations

    Yan, Y., Erdenepurev, B., Collinson, I., et alMitochondrial presequences harbor variable strengths to maintain organellar function. BioRxiv 655807 (2025).