Thiazole Orange

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Thiazole Orange

Thiazole Orange | CAS 107091-89-4

Catalog Number A19-0006
Category DNA Stains
Molecular Formula C26H24N2O3S2
Molecular Weight 476.61
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Product Introduction

Thiazole Orange is a cell-permeant fluorescent DNA stain used for reticulocyte analysis. It also has the potental use for Plasmodium species analysis.

  • Chemical Information

  • Product Specification

  • Application

  • Computed Properties

  • Patents

Synonyms 1-Methyl-4-[(3-methyl-2(3H)-benzothiazolylidene)methyl]quinolinium p-tosylate
IUPAC Name 4-methylbenzenesulfonate;(2Z)-3-methyl-2-[(1-methylquinolin-1-ium-4-yl)methylidene]-1,3-benzothiazole
Canonical SMILES CC1=CC=C(C=C1)S(=O)(=O)[O-].CN1C2=CC=CC=C2SC1=CC3=CC=[N+](C4=CC=CC=C34)C
InChI 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
InChIKey ACOJCCLIDPZYJC-UHFFFAOYSA-M
Appearance Solid Powder
Signal Warning
GHSHazardStatements H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

Thiazole Orange, a fluorescent dye highly esteemed in molecular biology and diagnostics, presents diverse applications in the following areas:

Flow Cytometry: At the forefront of flow cytometry, Thiazole Orange assumes a crucial role in staining nucleic acids to evaluate and classify cell viability and cell cycle status. Its preferential binding to nucleic acids allows for the differentiation between live and deceased cells, an essential procedure in both research pursuits and clinical diagnostics focused on monitoring cell populations and their responses to therapeutic interventions.

Nucleic Acid Staining: Within the realm of molecular biology, Thiazole Orange emerges as a multifaceted tool for visualizing nucleic acids in various assays. With the ability to bind to both DNA and RNA, it serves as a valuable reagent in gel electrophoresis, microscopy, and other imaging techniques, facilitating the examination of gene expression patterns, chromosomal configurations, and other genetic inquiries through the lens of fluorescence.

Reticulocyte Counting: In the realm of hematology practices, the utility of Thiazole Orange shines through in the identification and quantification of reticulocytes—immature red blood cells present in blood samples. By virtue of its RNA affinity in reticulocytes, automated systems can distinguish these cells from their mature counterparts, a critical capability essential for diagnosing and monitoring various hematologic conditions, including anemias, thereby aiding in prompt and accurate clinical assessments.

Apoptosis Detection: For investigations concerning apoptosis or programmed cell death, Thiazole Orange serves as a valuable asset by binding to DNA fragments generated during the apoptotic cascade. This functionality enables the identification of apoptotic cells across diverse experimental contexts, offering nuanced insights into cellular responses to stressors, pharmacological agents, and other influencing factors. Such capabilities hold particular relevance in fields like cancer research and drug development, where understanding apoptotic pathways is paramount for devising effective therapeutic strategies.

Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 5
Rotatable Bond Count 1
Exact Mass 476.12283498 g/mol
Monoisotopic Mass 476.12283498 g/mol
Topological Polar Surface Area 98Ų
Heavy Atom Count 33
Formal Charge 0
Complexity 628
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 2
Compound Is Canonicalized Yes
Publication Number Title Priority Date
WO-2022078524-A2 Specific conjugation of an antibody 2021-11-03
WO-2022078524-A4 Specific conjugation of an antibody 2021-11-03
WO-2022272026-A1 Methods and compositions relating to tissue-protective erythropoietin 2021-06-24
WO-2022271701-A2 Methods and compositions for nucleic acid sequencing 2021-06-23
US-2022403458-A1 Methods to generate circularizable probes in situ 2021-06-21

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