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320684

Sigma-Aldrich

3,3′-Diethyloxacarbocyanine iodide

98%

Synonym(s):

3-Ethyl-2-[3-(3-ethyl-2(3H)-benzoxazolylidene)-1-propenyl]benzoxazolium iodide, DOC Iodide, DiOC2(3)

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1 G
$108.00

$108.00

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1 G
$108.00

About This Item

Empirical Formula (Hill Notation):
C21H21IN2O2
CAS Number:
905-96-4
Molecular Weight:
460.31
EC Number:
212-996-6
MDL number:
MFCD00011952
UNSPSC Code:
12352103
PubChem Substance ID:
57648658
NACRES:
NA.23

$108.00

List Price$120.00Save 10%

In StockDetails

Request a Bulk Order

Quality Level

100

assay

98%

form

solid

mp

278 °C (dec.) (lit.)

λmax

483 nm

SMILES string

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

InChI

1S/C21H21N2O2.HI/c1-3-22-16-10-5-7-12-18(16)24-20(22)14-9-15-21-23(4-2)17-11-6-8-13-19(17)25-21;/h5-15H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

FIZZUEJIOKEFFZ-UHFFFAOYSA-M

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General description

3,3′-Diethyloxacarbocyanine iodide(DiOC) is a cyanine based dye which is used in the photosensitization of mitochondria and endoplastic recticulum in animals and plant cells.[1][2]

Application

DiOC may be used as a conjugate for labelling cells for cytofluorometry studies .[3] It may also be used in the imaging of carbon nanotubes(CNTs) using fluorescence microscopy.[4] Staining of spermatozoa can potentially be done by DiOC which can be used in flow cytometric measurement and viability assay. [5]

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
SHBR7742
SHBM9483
SHBM8824
SHBM6153
MKCD8585

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Quantitation of mitochondrial alterations associated with apoptosis.
Castedo M, et al.
Journal of Immunological Methods, 265(1-2), 39-47 (2002)
Photoisomerization and reorientational dynamics of DTDCI in AOT/alkane reverse micelles containing non-aqueous polar liquids.
Dandapat M and Mandal D
Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology, 14(2), 378-386 (2015)
Sheng-Yao Peng et al.
Antioxidants (Basel, Switzerland), 9(11) (2020-11-19)
Withaferin A (WFA), a Withania somnifera-derived triterpenoid, is an anticancer natural product. The anticancer effect of nonionizing radiation such as ultraviolet-C (UVC) as well as the combined treatment of UVC and WFA is rarely investigated. Low dose UVC and/or WFA
Photochemical characteristics of cyanine dyes. Part 1.?3,3?-diethyloxadicarbocyanine iodide and 3,3?-diethylthiadicarbocyanine iodide
Dempster DN, et al.
J. Chem. Soc., Faraday II, 68, 1479-1496 (1972)
Characterization of a Novel Small Molecule That Potentiates ?-Lactam Activity against Gram-Positive and Gram-Negative Pathogens
Nair DR, et al.
Antimicrobial Agents and Chemotherapy, 59(4), 1876-1885 (2015)
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