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Merck
CN

258091

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
UNSPSC Code:
12171500
NACRES:
NA.47
PubChem Substance ID:
EC Number:
238-873-7
Beilstein/REAXYS Number:
3838937
MDL number:
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InChI key

CLDZYSUDOQXJOU-UHFFFAOYSA-M

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

SMILES string

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

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
K E Jørgensen et al.
The Journal of physiology, 422, 41-54 (1990-03-01)
1. Transport of L- and D-isomers of leucine, isoleucine and valine by luminal membrane vesicles prepared from either the convoluted part (pars convoluta) or the straight part (pars recta) of rabbit proximal tubule was studied by a rapid filtration technique
M R Bennett et al.
The Journal of physiology, 379, 257-274 (1986-10-01)
The number of quanta secreted from selected sites along terminal branches at toad (Bufo marinus) neuromuscular junctions was determined. Terminal branches were visualized by prior staining with the fluorescent dye, 3-3 Diethyloxadicarbocyanine iodide (DiOC2(5)); neither impulse conduction nor quantal release
A Heinz et al.
The Journal of membrane biology, 62(1-2), 149-160 (1981-01-01)
Uptake of alpha-aminoisobutyric acid (AIB) was examined in Ehrlich ascites tumor cells treated with the cation-exchange ionophore nigericin (20 microgram/ml). Membrane voltages were measured using the voltage-sensitive dye diethyloxadicarbocyanine (DOCC). In normal phosphate-buffered media, nigericin changed the distribution ratios of

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