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Sigma-Aldrich

3,3′-Diethyloxacarbocyanine iodide

98%

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Synonym(s):
3-Ethyl-2-[3-(3-ethyl-2(3H)-benzoxazolylidene)-1-propenyl]benzoxazolium iodide, DOC Iodide, DiOC2(3)
Empirical Formula (Hill Notation):
C21H21IN2O2
CAS Number:
905-96-4
Molecular Weight:
460.31
EC Number:
212-996-6
MDL number:
MFCD00011952
PubChem Substance ID:
57648658
NACRES:
NA.23

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.

Application

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

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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Eldik van R and Klarner FG
High Pressure Chemistry null
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)
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
Quantitation of mitochondrial alterations associated with apoptosis.
Castedo M, et al.
Journal of Immunological Methods, 265(1-2), 39-47 (2002)
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