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Thiazole Orange Sale

(Synonyms: 噻唑橙) 目录号 : GC30038

ThiazoleOrange是一种用于网状细胞分析的染料。

Thiazole Orange Chemical Structure

Cas No.:107091-89-4

规格 价格 库存 购买数量
10mM (in 1mL DMSO)
¥539.00
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100mg
¥490.00
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250mg
¥980.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Thiazole Orange is a dye for reticulocyte analysis.

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

Chemical Properties

Cas No. 107091-89-4 SDF
别名 噻唑橙
Canonical SMILES CN1/C(SC2=CC=CC=C12)=C/C3=C4C=CC=CC4=[N+](C)C=C3.O=S(C5=CC=C(C)C=C5)([O-])=O
分子式 C26H24N2O3S2 分子量 476.61
溶解度 DMSO : 14.6 mg/mL (30.63 mM) 储存条件 Store at -20°C, protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.0982 mL 10.4908 mL 20.9815 mL
5 mM 0.4196 mL 2.0982 mL 4.1963 mL
10 mM 0.2098 mL 1.0491 mL 2.0982 mL
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Research Update

Broad Applications of Thiazole Orange in Fluorescent Sensing of Biomolecules and Ions

Molecules 2021 May 10;26(9):2828.34068759 PMC8126248

Fluorescent sensing of biomolecules has served as a revolutionary tool for studying and better understanding various biological systems. Therefore, it has become increasingly important to identify fluorescent building blocks that can be easily converted into sensing probes, which can detect specific targets with increasing sensitivity and accuracy. Over the past 30 years, Thiazole Orange (TO) has garnered great attention due to its low fluorescence background signal and remarkable 'turn-on' fluorescence response, being controlled only by its intramolecular torsional movement. These features have led to the development of numerous molecular probes that apply TO in order to sense a variety of biomolecules and metal ions. Here, we highlight the tremendous progress made in the field of TO-based sensors and demonstrate the different strategies that have enabled TO to evolve into a versatile dye for monitoring a collection of biomolecules.

Ultrafast Excited-State Dynamics of Thiazole Orange

Chem Phys 2022 Jan 15;553:111392.35465176 PMC9022608

Thiazole Orange (TO), an asymmetric cyanine dye, has been widely used in biomolecular detection and imaging of DNA/ RNA in gels, due to its unique fluorogenic behavior: fluorescence of free dye in aqueous solution is very weak but emission can be significantly enhanced in nucleic-acid-bound dye. Herein we describe the ultrafast excited-state dynamics of free TO in aqueous solution by exploiting both a femtosecond upconversion spectrophotofluorometer and a picosecond time-correlated single-photon counting (TCSPC) apparatus. For the first time, the fluorescence lifetime of TO monomer in water was found to be ∿ ps, mixed with concurrent solvent relaxation (which was confirmed by the experimental results of TO in DMSO). Even at moderate concentration, this lifetime has an amplitude (a measure of molecular fraction) that significantly dominates other lifetimes, and this is the origin of weak steady state fluorescence of free TO in water. We also found a novel slower decay component around 34 ps. Interestingly and in addition, the lifetime component on the 30-40 ps timescale was also found in TO-γ-Cyclodextrin (CD) complexes. The fraction of this component increased with the addition of γ-CD. Cyclodextrin has been reported to promote the aggregation of TO. Thus, although a very coincidental match of this time constant by one for a torsional process within the cavity can not be ruled out, we ascribe the shared 30-40 ps component to the lifetime of a highly quenched TO dimer experiencing intra-and inter-molecular rearrangement.

Photophysics of Thiazole Orange in deep eutectic solvents

Spectrochim Acta A Mol Biomol Spectrosc 2021 Sep 5;258:119812.33905961 10.1016/j.saa.2021.119812

Photophysics and torsional dynamics of Thiazole Orange (TO) as a function of temperature have been studied in two deep eutectic solvents (DESs) using spectroscopic techniques. Two DESs are used as a solvent namely DES-I (choline chloride + urea, mole ratio 1: 2) and DES-II (N,N diethyl ethanol ammonium chloride + urea, mole ratio 1: 2). We explore the influence of DESs on the photophysical properties of TO. The fluorescence quantum yield and fluorescence lifetime of TO decreases with increasing temperature due to thermal deactivation. At higher temperature, fluorescence quantum yield of TO decreases in DESs may be due to the molecular rotor nature of TO, with the benzothiazole and quinoline ring of this dye being able to be rotated relative to each other in the excited state. In these solvents, the free volume idea was found to provide a truthful report of the solvent viscosity-temperature behavior, and the probe torsional dynamics. Fluorescence lifetime imaging microscopy (FLIM) was used to insight and observed the distribution of lifetime of TO in the surface of both DESs. The contact angle was determined to show the hygroscopic nature of the DESs.

p-Aminostyryl Thiazole Orange derivatives for monitoring mitochondrial viscosity in live cells

Spectrochim Acta A Mol Biomol Spectrosc 2022 Jan 15;265:120394.34555696 10.1016/j.saa.2021.120394

Viscosity of cell microenvironment plays a significant role in maintaining the normal life activities of cells. Particularly, the abnormal viscosity in mitochondria is closely associated with lots of diseases and cellular dysfunctions. Herein, we developed a group of p-aminostyryl Thiazole Orange derivatives with different amino side chains. These probes showed good fluorescence response to viscosity with twisted intramolecular charge transfer mechanism, among them, the probes with diethylamino (TOB), dibutylamino (TOC) and pyrrolidin (TOE) side chains showed better response to the viscosity with 78-fold, 55-fold, and 88-fold fluorescence enhancement in 95% glycerol solution respectively. TOB, TOC, and TOE could enter live cells and mainly located in mitochondria. Treatment HeLa cells with nystatin, lipopolysaccharide or oleic acid caused significant fluorescence enhancement of these probes, suggesting the good potential for monitoring the variation of mitochondrial viscosity, as well as for investigating the related physiological process of inflammation and lipid metabolism.

Thiazole Orange Styryl Derivatives as Fluorescent Probes for G-Quadruplex DNA

ACS Appl Bio Mater 2020 May 18;3(5):2643-2650.35025398 10.1021/acsabm.9b01243

G-quadruplex (G4) forming sequences commonly exist in the genome and are closely related to gene regulation and expression. Development of a fluorescent probe that can specifically recognize G4 is essential for studying its structures and biological functions. Thiazole Orange (TO) is an often used nucleic acid dye that is reported to have higher affinity to G4 DNA than double-stranded (ds) DNA. Here, four TO derivatives were designed and synthesized by introducing different styryl groups to obtain highly specific G4 probes. The spectroscopic studies revealed that different groups affected the G4 binding ability greatly, in which TO modified with 4-(diethylamino)styryl (5a) showed better selectivity to G4s, and that modified with 4-(methylpiperazin-1-yl)styryl (5b) showed higher affinity to antiparallel G4s. 5a and 5b bound to parallel G4s with a 1:1 molar binding ratio, in which the binding mode of 5b to parallel G4s was end-stacking. In addition, the obtained fluorescent probes were tested for cell staining, which showed the potential application in cell imaging and DNA/RNA biosensing.