Skip to Content
Merck
All Photos(1)

Documents

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)

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

Looking for similar products? Visit Product Comparison Guide

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Picosecond flash photolysis and spectroscopy: 3,3?-diethyloxadicarbocyanine iodide (DODCI)
Magde D and Windsor MW
Chemical Physics Letters, 27(1), 31-36 (1974)
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
Photosensitization by 3, 3?-dihexyloxacarbocyanine iodide: specific disruption of microtubules and inactivation of organelle motility.
Lee C, et al.
Cancer Research, 55(10), 2063-2069 (1995)
Visualization of individual carbon nanotubes with fluorescence microscopy using conventional fluorophores.
Prakash R, et al.
Applied Physics Letters, 83(6), 1219-1221 (2003)
View All Related Papers

Articles

Fluorescence Quenching Microscopy

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

Fluorescence Quenching Microscopy

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

Fluorescence Quenching Microscopy

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

Fluorescence Quenching Microscopy

Fluorescence quenching microscopy visualizes 2D materials like graphene and MoS2 rapidly, inexpensively, and with high fidelity.

See All

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service