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Merck
CN

320684

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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About This Item

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

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InChI key

FIZZUEJIOKEFFZ-UHFFFAOYSA-M

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

SMILES string

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

assay

98%

form

solid

mp

278 °C (dec.) (lit.)

λmax

483 nm

Quality Level

100

Related Categories

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

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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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7742
SHBM9483
SHBM8824
SHBM6153
MKCD8585

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