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173754

Sigma-Aldrich

3,3′-Diethylthiadicarbocyanine iodide

Dye content 98 %

Synonym(s):

3-Ethyl-2-[5-(3-ethyl-2(3H)-benzothiazolylidene)-1,3-pentadienyl]benzothiazolium iodide, DTDCI, DiSC2(5)

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About This Item

Empirical Formula (Hill Notation):
C23H23IN2S2
CAS Number:
514-73-8
Molecular Weight:
518.48
Beilstein:
3838938
EC Number:
208-186-7
MDL number:
MFCD00074829
UNSPSC Code:
12352103
PubChem Substance ID:
24850469
NACRES:
NA.23

composition

Dye content, 98%

Quality Level

100

mp

249 °C (dec.) (lit.)

λmax

655 nm

SMILES string

[I-].CCN1/C(Sc2ccccc12)=C\C=C\C=C\c3sc4ccccc4[n+]3CC

InChI

1S/C23H23N2S2.HI/c1-3-24-18-12-8-10-14-20(18)26-22(24)16-6-5-7-17-23-25(4-2)19-13-9-11-15-21(19)27-23;/h5-17H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

MNQDKWZEUULFPX-UHFFFAOYSA-M

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Application

DTDCi is used as;
  • Fluorescent contrast agent in three-dimensional fluorescence lifetime tomography.
  • Dye for rapid genetic screening.

Features and Benefits

High quantum yield of photoisomerisation and low triplet quantum yield at direct photoexcitation. Highly sensitive fluorescent dye.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300,H315,H319,H335

Hazard Classifications

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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’.

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3,3′-Dipropylthiacarbocyanine iodide 98%

Sigma-Aldrich

318434

3,3′-Dipropylthiacarbocyanine iodide

The effect of anionic, cationic and neutral surfactants on the photophysics and isomerization of 3, 3'-diethylthiacarbocyanine
Vinogradov, A. M., Tatikolov, A. S., & Costa, S. M.
Physical Chemistry Chemical Physics, 3(19), 4325-4332 (2001)
Mengjia Xu et al.
Chembiochem : a European journal of chemical biology, 21(18), 2667-2675 (2020-04-19)
Peptide nucleic acids (PNAs), the synthetic DNA mimics that can bind to oligonucleotides to form duplexes, triplexes, and quadruplexes, could be advantageous as probes for nucleic acid sequences owing to their unique physicochemical and biochemical properties. We have found that
L Marcus Wilhelmsson et al.
Nucleic acids research, 30(2), E3-E3 (2002-01-15)
As the relationship between human genes and various malfunctions and diseases becomes revealed at an ever-increasing pace, the need arises for the development of rapid genetic screening methods for diagnostic purposes. Genetic diseases show great diversity. Some are caused by
Complex formation between 3; 3'-diethylthiacarbocyanine iodide and DNA and its investigation in aqueous solution
Anikovsky, M. Y., Tatikolov, A. S., & Kuzmin, V. A.
International Journal of Photoenergy, 1(1), 35-39 (1999)
Photophysical processes of polymethine dyes. An absorption, emission, and optoacoustic study on 3, 3'-diethylthiadicarbocyanine iodide.
Bilmes GM, et al.
The Journal of Physical Chemistry, 93(18), 6696-6699 (1989)
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