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Sigma-Aldrich

Thiazole Orange

Dye content ~90 %

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

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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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
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
Light-up probes: thiazole orange-conjugated peptide nucleic acid for detection of target nucleic acid in homogeneous solution.
Svanvik N
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Adams AB
Journal of Immunology, 167(2), 1103-1111 (2001)
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