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Merck
CN

390062

Thiazole Orange

Dye content ~90 %

Synonym(s):

1-Methyl-4-[(3-methyl-2(3H)-benzothiazolylidene)methyl]quinolinium p-tosylate

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About This Item

Empirical Formula (Hill Notation):
C26H24N2O3S2
CAS Number:
Molecular Weight:
476.61
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
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InChI

1S/C19H17N2S.C7H8O3S/c1-20-12-11-14(15-7-3-4-8-16(15)20)13-19-21(2)17-9-5-6-10-18(17)22-19;1-6-2-4-7(5-3-6)11(8,9)10/h3-13H,1-2H3;2-5H,1H3,(H,8,9,10)/q+1;/p-1

SMILES string

Cc1ccc(cc1)S([O-])(=O)=O.CN2C(\Sc3ccccc23)=C\c4cc[n+](C)c5ccccc45

InChI key

ACOJCCLIDPZYJC-UHFFFAOYSA-M

form

powder

composition

Dye content, ~90%

technique(s)

titration: suitable

mp

270 °C (dec.) (lit.)

λmax

512 nm

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Quality Level

General description

Thiazole Orange can be tethered with peptide nucleic acid for the detection of target nucleic acid in homogeneous solution. It is a dye with, both predicted physical characteristics and the biological staining characteristics of a good reticulocyte dye, hence it is considered as a dye for reticulocyte analysis. It has massive fluorescence enhancement and high quantum yield upon binding to nucleic acids, particularly RNA. It is non precipitating and can permeates through live cell membranes.

Application

Thiazole orange has been used for the staining and thereby quantification of reticulocytes.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

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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Phong Lan Thao Tran et al.
Biochimie, 93(8), 1288-1296 (2011-06-07)
The potential formation of G-quadruplexes in many regions of the genome makes them an attractive target for drug design. A large number of small molecules synthesized in recent years display an ability to selectively target and stabilize G-quadruplexes. To screen for
Light-up probes: thiazole orange-conjugated peptide nucleic acid for detection of target nucleic acid in homogeneous solution.
Svanvik N
Analytical Biochemistry, 281(1), 26-35 (2000)
Costimulation blockade, busulfan, and bone marrow promote titratable macrochimerism, induce transplantation tolerance, and correct genetic hemoglobinopathies with minimal myelosuppression.
Adams AB
Journal of Immunology, 167(2), 1103-1111 (2001)
Lei He et al.
Scientific reports, 8(1), 767-767 (2018-01-18)
G-quadruplexes (GQ) folded by the oncogenic G-rich sequences are the promising targets for developing anticancer therapeutic molecules. However, the current drug development mainly focused on non-covalent dynamic binders to stabilize GQ structures, while the covalent targeting from inorganic complexes via
Jun Mori et al.
Blood, 131(10), 1122-1144 (2018-01-06)
Src family kinases (SFKs) coordinate the initiating and propagating activation signals in platelets, but it remains unclear how they are regulated. Here, we show that ablation of C-terminal Src kinase (Csk) and receptor-like protein tyrosine-phosphatase CD148 in mice results in

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