Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBM9483
SHBM8824
SHBM6153
MKCD8585
MKBS2626V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

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)
Sheng-Chieh Wang et al.
International journal of molecular sciences, 21(17) (2020-09-10)
The sensitizing effect of chromone-derived compounds on UVC-induced proliferation inhibition has not been comprehensively investigated so far. The subject of this study was to examine the proliferation change of oral cancer cells while using the combined treatment of UVC (254
Issues in Chemical Engineering and other Chemistry Specialties (2011)
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)
View All Related Papers

Articles

Fluorescence Quenching Microscopy: Imaging Two-Dimensional Materials

Developed in the last several years, fluorescence quenching microscopy (FQM) has enabled rapid, inexpensive, and high-fidelity visualization of two-dimensional (2D) materials such as graphene-based sheets and MoS2.

Graphene in Biotechnology

Graphene has emerged as the new wonder material. Being only one atom thick and composed of carbon atoms arranged in a hexagonal honeycomb lattice structure, the interest in this material has exploded exponentially since 2004 when it was first isolated and identified using a very simple method.

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