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258091

Sigma-Aldrich

3,3′-Diethyloxadicarbocyanine iodide

99%

Synonym(s):

3-Ethyl-2-[5-(3-ethyl-2-benzoxazolinylidene)-1,3-pentadienyl]benzoxazolium iodide, DODC Iodide

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About This Item

Empirical Formula (Hill Notation):
C23H23IN2O2
CAS Number:
Molecular Weight:
486.35
Beilstein/REAXYS Number:
3838937
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

assay

99%

form

powder or crystals

mp

232 °C (dec.) (lit.)

λmax

582 nm

fluorescence

λex 582 nm; λem 603 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[I-].CCN1\C(Oc2ccccc12)=C\C=C\C=C\c3oc4ccccc4[n+]3CC

InChI

1S/C23H23N2O2.HI/c1-3-24-18-12-8-10-14-20(18)26-22(24)16-6-5-7-17-23-25(4-2)19-13-9-11-15-21(19)27-23;/h5-17H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

CLDZYSUDOQXJOU-UHFFFAOYSA-M

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General description

3,3′-Diethyloxadicarbocyanine iodide, also known as DODCI is a laser dye that belongs to the group of cyanine dyes.

Application

3,3′-Diethyloxadicarbocyanine iodide is a suitable dye for mode-locking both pulsed and cw tunable rhodamine 6G lasers. It has been used as a micellar probe as it is positively charged and it stays at the micelle–water interface.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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U Kragh-Hansen et al.
The Biochemical journal, 208(2), 359-368 (1982-11-15)
Renal transport of four different categories of organic solutes, namely sugars, neutral amino acids, monocarboxylic acids and dicarboxylic acids, was studied by using the potential-sensitive dye 3,3'-diethyloxadicarbocyanine iodide in purified luminal-membrane and basolateral-membrane vesicles isolated from rabbit kidney cortex. Valinomycin-induced
T E Conover et al.
The Journal of biological chemistry, 256(1), 402-408 (1981-01-10)
Cationic dyes of the cyanine type have been observed to specifically inhibit NAD-linked respiration in rat liver mitochondria, with 50% inhibition occurring at about 0.2 mumol/g of mitochondrial protein. The dyes show no effect on succinate oxidation or coupled phosphorylation
U Kragh-Hansen et al.
The Biochemical journal, 208(2), 369-376 (1982-11-15)
The mechanisms of uptake of dicarboxylic acids by rabbit renal luminal-membrane vesicles were studied by the use of filtration and spectrophotometric techniques as described in an accompanying paper [Kragh-Hansen, Jørgensen & Sheikh (1982) Biochem. J.208, 359-368]. Addition of l- or
R M Dasheiff
Journal of neuroscience methods, 13(3-4), 199-212 (1985-05-01)
A novel application of voltage-sensitive dyes is described. Hippocampal slices in vitro accumulated voltage-sensitive cyanine dyes under conditions presumed to cause depolarization and hyperpolarization. Increasing extracellular potassium caused a depression of dye uptake that correlated linearly with the membrane potential
Q Chen et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(7), 2635-2639 (1996-04-02)
Isolated guanine quadruplex structures have been described at high resolution both in solution and in the solid state. The existence of this unusual DNA structure in vivo and its biological significance remain to be determined. We describe the binding of

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