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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:
14806-50-9
Molecular Weight:
486.35
Beilstein/REAXYS Number:
3838937
EC Number:
238-873-7
MDL number:
MFCD00011953
UNSPSC Code:
12171500
PubChem Substance ID:
24855627
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
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
19196KJ
08113CW
11428BE
13128BY
04702AZ

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M R Bennett et al.
The Journal of physiology, 401, 567-579 (1988-07-01)
1. The number of quanta secreted from selected sites along terminal branches at suppressed synapses in the developing toad (Bufo marinus) gluteus muscle has been determined. The topographical projection from segmental nerves 8 and 9 to the ventral surface of
M Zalokar et al.
Developmental biology, 102(1), 195-205 (1984-03-01)
Vital staining of mitochondria with a fluorescent dye 3,3'-diethyloxacarbocyanine was used to follow cell lineage in embryos of Phallusia mammillata. The results agree in general with the plan established by Conklin in 1905. Strong fluorescence migrated after fertilization similarly to
I Ahmed et al.
Biochemistry, 33(32), 9675-9683 (1994-08-16)
The coenzyme quinone (CoQ) binding region of mitochondrial NADH:CoQ reductase (complex-I) was investigated by the fluorescent probes erythrosine-5'-iodoacetamide (ER) and 3,3'-diethyloxadicarbocyanine iodide (DODCI). Both steady-state and time-resolved fluorescence was used in these experiments. Both probes competed for the binding site
K S Mali et al.
The Journal of chemical physics, 128(12), 124515-124515 (2008-04-02)
Photoisomerization of two cyanine derivatives, 3,3(')-diethyloxadicarbocyanine iodide (DODCI) and merocyanine 540 (MC 540), has been investigated in an ionic liquid, 1-butyl-3-methylimidazolium hexafluorophosphate and aqueous glycerol (93 wt % glycerol +7 wt % water) by measuring fluorescence lifetimes and quantum yields.
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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