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390062

Sigma-Aldrich

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:
107091-89-4
Molecular Weight:
476.61
MDL number:
MFCD00192499
UNSPSC Code:
12171500
PubChem Substance ID:
24864313
NACRES:
NA.47

form

powder

Quality Level

200

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

SMILES string

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

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

InChI key

ACOJCCLIDPZYJC-UHFFFAOYSA-M

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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
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ7052
SHBN3550
MKCK2354
MKCJ3723
MKCH5294

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Adam D Cawte et al.
Nature communications, 11(1), 1283-1283 (2020-03-11)
RNA molecules play vital roles in many cellular processes. Visualising their dynamics in live cells at single-molecule resolution is essential to elucidate their role in RNA metabolism. RNA aptamers, such as Spinach and Mango, have recently emerged as a powerful
Danitza Nébor et al.
Scientific reports, 8(1), 12793-12793 (2018-08-26)
Anemic Nan mice carry a mutation (E339D) in the second zinc finger of erythroid transcription factor KLF1. Nan-KLF1 fails to bind a subset of normal KLF1 targets and ectopically binds a large set of genes not normally engaged by KLF1
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)
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)
L G Lee et al.
Cytometry, 7(6), 508-517 (1986-11-01)
The purpose of this study was to find a 488-nm excitable fluorescent dye for reticulocyte analysis by the use of fluorescence activated cell cytometry. The chemical structure of thioflavin T, a dye used for reticulocyte analysis with 457-nm excitation, was
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