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107091-89-4,MFCD00192499
Catalog No.:AA007B32

107091-89-4 | Thiazole Orange

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  • Technical Information
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Technical Information
Catalog Number:
AA007B32
Chemical Name:
Thiazole Orange
CAS Number:
107091-89-4
Molecular Formula:
C26H24N2O3S2
Molecular Weight:
476.6104
MDL Number:
MFCD00192499
SMILES:
C[n+]1ccc(c2c1cccc2)/C=c/1\sc2c(n1C)cccc2.Cc1ccc(cc1)S(=O)(=O)[O-]
Properties
Computed Properties
 
Complexity:
628  
Covalently-Bonded Unit Count:
2  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
33  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
1  

Literature

Title: Folate conjugated chitosan grafted thiazole orange derivative with high targeting for early breast cancer cells diagnosis.

Journal: Journal of fluorescence 20121101

Title: A fluorescent molecular switch for room temperature operation based on oligonucleotide hybridization without labeling of probes or targets.

Journal: Analytica chimica acta 20121031

Title: Reversed assembly of dyes in an RNA duplex compared with those in DNA.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20121015

Title: Dual fluorophore PNA FIT-probes--extremely responsive and bright hybridization probes for the sensitive detection of DNA and RNA.

Journal: Organic & biomolecular chemistry 20120928

Title: Single labeled DNA FIT probes for avoiding false-positive signaling in the detection of DNA/RNA in qPCR or cell media.

Journal: Chembiochem : a European journal of chemical biology 20120924

Title: Effect of thiazole orange doubly labeled thymidine on DNA duplex formation.

Journal: Biochemistry 20120807

Title: Development of a universal colorimetric indicator for G-quadruplex structures by the fusion of thiazole orange and isaindigotone skeleton.

Journal: Analytical chemistry 20120807

Title: Flow cytometer based on triggered supercontinuum laser illumination.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20120701

Title: Study on synthesis and spectrum of novel styryl cyanine dyes with a carbazole bridged chain.

Journal: Journal of fluorescence 20120501

Title: Human telomeric G-quadruplex formation and highly selective fluorescence detection of toxic strontium ions.

Journal: Molecular bioSystems 20120301

Title: Improvement of RNAi activity and strand selectivity of RISC formation by modified siRNA involving intercalators near 5' termini.

Journal: Chembiochem : a European journal of chemical biology 20120123

Title: Recognition-mediated light-up of thiazole orange with cucurbit[8]uril: exchange and release by chemical stimuli.

Journal: The journal of physical chemistry. B 20120112

Title: Surfactant-induced aggregation patterns of thiazole orange: a photophysical study.

Journal: Langmuir : the ACS journal of surfaces and colloids 20111018

Title: Fluorescent DNA nanotags featuring covalently attached intercalating dyes: synthesis, antibody conjugation, and intracellular imaging.

Journal: Bioconjugate chemistry 20110817

Title: Cy5-conjugated hybridization-sensitive fluorescent oligonucleotides for ratiometric analysis of nuclear poly(A)+ RNA.

Journal: Bioconjugate chemistry 20110817

Title: Fluorescence intercalator displacement assay for screening G4 ligands towards a variety of G-quadruplex structures.

Journal: Biochimie 20110801

Title: Thiazole orange (TO) as a light-switch probe: a combined quantum-mechanical and spectroscopic study.

Journal: Physical chemistry chemical physics : PCCP 20110721

Title: Development of a high-throughput G4-FID assay for screening and evaluation of small molecules binding quadruplex nucleic acid structures.

Journal: Analytical and bioanalytical chemistry 20110701

Title: Synthesis of chloro-substituted analogs of Thiazole orange - Fluorophores for flow cytometric analyses.

Journal: Journal of photochemistry and photobiology. B, Biology 20110602

Title: Real time RNA transcription monitoring by Thiazole Orange (TO)-conjugated Peptide Nucleic Acid (PNA) probes: norovirus detection.

Journal: Molecular bioSystems 20110501

Title: Thiazole orange-induced c-di-GMP quadruplex formation facilitates a simple fluorescent detection of this ubiquitous biofilm regulating molecule.

Journal: Journal of the American Chemical Society 20110406

Title: Fluorescence imaging of influenza H1N1 mRNA in living infected cells using single-chromophore FIT-PNA.

Journal: Angewandte Chemie (International ed. in English) 20110218

Title: Left-handed DNA: intercalation of the cyanine thiazole orange and structural changes. A kinetic and thermodynamic approach.

Journal: Physical chemistry chemical physics : PCCP 20101028

Title: Targeted thiazole orange derivative with folate: synthesis, fluorescence and in vivo fluorescence imaging.

Journal: Molecules (Basel, Switzerland) 20101011

Title: Towards a fluorescent molecular switch for nucleic acid biosensing.

Journal: Analytical and bioanalytical chemistry 20101001

Title: DNA/ligand/ion-based ensemble for fluorescence turn on detection of cysteine and histidine with tunable dynamic range.

Journal: Analytical chemistry 20101001

Title: Calix[4]arene sulfonate as a template for forming fluorescent thiazole orange H-aggregates.

Journal: Chemical communications (Cambridge, England) 20100528

Title: Designed thiazole orange nucleotides for the synthesis of single labelled oligonucleotides that fluoresce upon matched hybridization.

Journal: Organic & biomolecular chemistry 20100521

Title: Specific high-affinity binding of thiazole orange to triplex and G-quadruplex DNA.

Journal: Biochemistry 20100504

Title: Imaging of RNA delivery to cells by thiazole orange as a fluorescent RNA base substitution.

Journal: Organic & biomolecular chemistry 20100307

Title: Photoinduced short-range electron transfer in DNA with fluorescent DNA bases: lessons from ethidium and thiazole orange as charge donors.

Journal: Physical chemistry chemical physics : PCCP 20100107

Title: Optical antisense tumor targeting in vivo with an improved fluorescent DNA duplex probe.

Journal: Bioconjugate chemistry 20090601

Title: Conjugated polyelectrolyte amplified thiazole orange emission for label free sequence specific DNA detection with single nucleotide polymorphism selectivity.

Journal: Analytical chemistry 20090515

Title: Design and development of enzymatically activatable photosensitizer based on unique characteristics of thiazole orange.

Journal: Journal of the American Chemical Society 20090506

Title: Benzo(h)quinoline derivatives as G-quadruplex binding agents.

Journal: Bioorganic & medicinal chemistry letters 20090315

Title: Reticulated platelet levels in whole blood and platelet-rich plasma of dogs with various platelet counts measured by flow cytometry.

Journal: The Journal of veterinary medical science 20090201

Title: Thiazole Orange derivatives: synthesis, fluorescence properties, and labeling cancer cells.

Journal: Bioorganic & medicinal chemistry 20090115

Title: Engineering bisquinolinium/thiazole orange conjugates for fluorescent sensing of G-quadruplex DNA.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: Fluorescent color readout of DNA hybridization with thiazole orange as an artificial DNA base.

Journal: Angewandte Chemie (International ed. in English) 20090101

Title: A convenient thiazole orange fluorescence assay for the evaluation of DNA duplex hybridization stability.

Journal: Molecular imaging and biology : MIB : the official publication of the Academy of Molecular Imaging 20090101

Title: Screening helix-threading peptides for RNA binding using a thiazole orange displacement assay.

Journal: Bioorganic & medicinal chemistry 20081001

Title: Ligands playing musical chairs with G-quadruplex DNA: a rapid and simple displacement assay for identifying selective G-quadruplex binders.

Journal: Biochimie 20080801

Title: Sequence dependence of fluorescence emission and quenching of doubly thiazole orange labeled DNA: effective design of a hybridization-sensitive probe.

Journal: Bioconjugate chemistry 20080801

Title: Reticulated platelets as a screening test to identify thrombocytopenia aetiology.

Journal: QJM : monthly journal of the Association of Physicians 20080701

Title: Inactivation of Leishmania donovani infantum and Trypanosoma cruzi in red cell suspensions with thiazole orange.

Journal: Transfusion 20080701

Title: Thiazole orange and Cy3: improvement of fluorescent DNA probes with use of short range electron transfer.

Journal: The Journal of organic chemistry 20080606

Title: Monitoring Plasmodium falciparum growth and development by UV flow cytometry using an optimized Hoechst-thiazole orange staining strategy.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20080601

Title: FIT probes: peptide nucleic acid probes with a fluorescent base surrogate enable real-time DNA quantification and single nucleotide polymorphism discovery.

Journal: Analytical biochemistry 20080415

Title: Spectroscopic characterization of thiazole orange-3 DNA interaction.

Journal: Applied biochemistry and biotechnology 20080401

Title: Study of thiazole orange in aptamer-based dye-displacement assays.

Journal: Analytical and bioanalytical chemistry 20080201

Title: Flow cytometric assessment of homeostatic aging of reticulocytes in rats.

Journal: Experimental hematology 20080201

Title: FIT-probes in real-time PCR.

Journal: Methods in molecular biology (Clifton, N.J.) 20080101

Title: Design of a fluorescent probe for DNA/RNA imaging.

Journal: Nucleic acids symposium series (2004) 20080101

Title: Flow cytometry for the rapid detection of bacteria in cell culture production medium.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20071201

Title: Spectral properties and DNA targeting features of a thiazole orange-peptide bioconjugate.

Journal: Biomacromolecules 20071101

Title: Dinuclear ruthenium(ii) complexes with flexible bridges as non-duplex DNA binding agents.

Journal: Dalton transactions (Cambridge, England : 2003) 20071010

Title: Influence of cyanine dye structure on self-aggregation and interaction with nucleic acids: a kinetic approach to TO and BO binding.

Journal: Archives of biochemistry and biophysics 20070901

Title: Influence of preparative procedures on assay of platelet function and apparent effects of antiplatelet agents.

Journal: The American journal of cardiology 20070815

Title: Reticulated platelet counts correlate with treatment response in patients with idiopathic thrombocytopenic purpura and help identify the complex causes of thrombocytopenia in patients after allogeneic hematopoietic stem cell transplantation.

Journal: Cytometry. Part B, Clinical cytometry 20070701

Title: Effect of UVC-induced damage to DNA on the intercalation of thiazole orange: a convenient reporter for DNA damage.

Journal: Photochemistry and photobiology 20070101

Title: Exploring base-pair-specific optical properties of the DNA stain thiazole orange.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Solid-phase synthesis and modification of Thiazole Orange and its derivatives and their spectral properties.

Journal: Journal of combinatorial chemistry 20070101

Title: Photochemical properties of novel fluorescent probes for detection of DNA.

Journal: Nucleic acids symposium series (2004) 20070101

Title: DNA labelling topologies for monitoring DNA-protein complex formation by fluorescence anisotropy.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: Thiazole orange: a useful probe for fluorescence sensing of G-quadruplex-ligand interactions.

Journal: Nucleosides, nucleotides & nucleic acids 20070101

Title: A peculiar pattern of expression of the transferrin receptor (CD71) by reticulocytes in patients given recombinant human erythropoietin (rHuEPO): a novel marker for abuse in sport?

Journal: Journal of biological regulators and homeostatic agents 20070101

Title: DNA sequence-directed assembly of two peptide bioconjugates.

Journal: Bioorganic chemistry 20061001

Title: FRET templated by G-quadruplex DNA: a specific ternary interaction using an original pair of donor/acceptor partners.

Journal: Journal of the American Chemical Society 20060913

Title: Detection of terminal mismatches on DNA duplexes with fluorescent oligonucleotides.

Journal: Organic & biomolecular chemistry 20060521

Title: Tunable DNA cleavage by intercalating peptidoconjugates.

Journal: Chembiochem : a European journal of chemical biology 20060501

Title: Evaluation of platelet turnover by flow cytometry.

Journal: Platelets 20060501

Title: Large dynamic Stokes shift of DNA intercalation dye Thiazole Orange has contribution from a high-frequency mode.

Journal: Journal of the American Chemical Society 20060308

Title: Thiazole orange, a DNA-binding photosensitizer with flexible structure, can inactivate pathogens in red blood cell suspensions while maintaining red cell storage properties.

Journal: Transfusion 20060201

Title: Sequence-specific fluorescence detection of DNA by polyamide-thiazole orange conjugates.

Journal: Journal of the American Chemical Society 20051130

Title: Synthesis and fluorescence studies of thiazole orange tethered onto oligonucleotide: development of a self-contained DNA biosensor on a fiber optic surface.

Journal: Bioorganic & medicinal chemistry letters 20050315

Title: Forced intercalation probes (FIT Probes): thiazole orange as a fluorescent base in peptide nucleic acids for homogeneous single-nucleotide-polymorphism detection.

Journal: Chembiochem : a European journal of chemical biology 20050101

Title: Ensemble hybridisation--a new method for exploring sequence dependent fluorescence of dye-nucleic acid conjugates.

Journal: Chemical communications (Cambridge, England) 20041207

Title: Thiazole orange positive platelets in a dog with Evans' syndrome.

Journal: The Journal of veterinary medical science 20041001

Title: The polarization of fluorescence of DNA stains depends on the incorporation density of the dye molecules.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20040901

Title: Cooperative strand invasion of supercoiled plasmid DNA by mixed linear PNA and PNA-peptide chimeras.

Journal: Biomolecular engineering 20040401

Title: Thiazole orange-peptide conjugates: sensitivity of DNA binding to chemical structure.

Journal: Organic letters 20040219

Title: Double staining of Plasmodium falciparum nucleic acids with hydroethidine and thiazole orange for cell cycle stage analysis by flow cytometry.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20040101

Title: Thiazole orange as fluorescent universal base in peptide nucleic acids.

Journal: Chemical communications (Cambridge, England) 20031207

Title: Single-molecule fluorescence spectroscopy of TOTO on poly-AT and poly-GC DNA.

Journal: Photochemistry and photobiology 20031201

Title: Photosensitized DNA cleavage promoted by amino acids.

Journal: Chemical communications (Cambridge, England) 20030807

Title: Development of a fluorescent probe for the study of nucleosome assembly and dynamics.

Journal: Analytical biochemistry 20030601

Title: Thiazole orange-positive platelets in cats with thrombocytopenia induced by cyclophosphamide.

Journal: The Veterinary record 20030419

Title: Flow cytometric analysis of reticulated platelets in patients with ischemic stroke.

Journal: Thrombosis research 20020515

Title: Fluorescent properties of oligonucleotide-conjugated thiazole orange probes.

Journal: Photochemistry and photobiology 20020301

Title: Quantitation of reticulated platelets in healthy dogs and in nonthrombocytopenic dogs with clinical disease.

Journal: Veterinary clinical pathology 20020101

Title: Generation of reticulated platelets in response to whole blood donation or plateletpheresis.

Journal: Transfusion 20011001

Title: Oligonucleotide-conjugated thiazole orange probes as 'light-up' probes for messenger ribonucleic acid molecules in living cells.

Journal: Photochemistry and photobiology 20011001

Title: Effects of tetramethylpiperidine (TMP)-substituted phenazines on membrane stability and P-glycoprotein function.

Journal: International journal of oncology 20010901

Title: Thiazole orange as the fluorescent intercalator in a high resolution fid assay for determining DNA binding affinity and sequence selectivity of small molecules.

Journal: Bioorganic & medicinal chemistry 20010901

Title: Thiazole orange-positive platelets in healthy and thrombocytopenic dogs.

Journal: The Veterinary record 20010728

Title: Interactions of cyanine dyes with nucleic acids. XXIV. Aggregation of monomethine cyanine dyes in presence of DNA and its manifestation in absorption and fluorescence spectra.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010601

Title: Free-probe fluorescence of light-up probes.

Journal: Journal of the American Chemical Society 20010207

Title: Synthesis and binding properties of oligo-2'-deoxyribonucleotides covalently linked to a thiazole orange derivative.

Journal: Bioconjugate chemistry 20010101

Title: A flow cytometric technique using thiazole orange to detect platelet engraftment following pediatric stem-cell transplants.

Journal: Cytotherapy 20010101

Title: Linda G. Le, et al. Thiazole Orange: A New Dye for Reticulocyte Analysis. cytometry 7:508-517 (1986)

Title: Piotr Klimkowski, et al. Design of thiazole orange oligonucleotide probes for detection of DNA and RNA by fluorescence and duplex melting. Org Biomol Chem. 2019 Jun 28; 17(24): 5943–5950.

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