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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:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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

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M P Sparrow et al.
American journal of respiratory cell and molecular biology, 13(5), 518-525 (1995-11-01)
We investigated whether the airways of the lungs from 8 to 10 g fetal pigs (the pseudoglandular phase) have a nerve supply, are functionally innervated and narrow in response to electrical field stimulation and to agonists. Measurements of airway narrowing
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

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