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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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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

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

320684-1G:4548173993522
320684-250MG:
320684-BULK:
320684-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR7742
SHBM9483
SHBM8824
SHBM6153
MKCD8585

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The functionality of mitochondria differentiates human spermatozoa with high and low fertilizing capability.
Gallon F, et al.
Fertility and Sterility, 86(5), 1526-1530 (2006)
Visualization of individual carbon nanotubes with fluorescence microscopy using conventional fluorophores.
Prakash R, et al.
Applied Physics Letters, 83(6), 1219-1221 (2003)
Lijun Yang et al.
Journal of controlled release : official journal of the Controlled Release Society, 324, 354-365 (2020-05-27)
With the emergence of drug-resistant bacteria, conventional antibiotics are becoming increasingly ineffective for the treatment of bacterial infections. Nanomaterial-modified antibiotics, denoted as "nanoantibiotics", can usually circumvent most of the shortcomings of conventional antibiotics, thus improving antibacterial activities. Here, we developed
Picosecond flash photolysis and spectroscopy: 3,3?-diethyloxadicarbocyanine iodide (DODCI)
Magde D and Windsor MW
Chemical Physics Letters, 27(1), 31-36 (1974)
Issues in Chemical Engineering and other Chemistry Specialties (2011)
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