Buy 2',7'-Dichlorofluorescein (BT-460627)

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2',7'-Dichlorofluorescein

Catalog Number: BT-460627

CAS Number: 76-54-0

Molecular Formula: C20H10Cl2O5

Molecular Weight: 401.2 g/mol

The product is for non-human research only. Not for therapeutic or veterinary use.

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Product Introduction

Description

2',7'-Dichlorofluorescein (DCF) is a fluorescent dye that has been widely used in various fields of research, including medical, environmental, and industrial research. It is a derivative of fluorescein, which is a synthetic organic compound that exhibits bright green fluorescence under ultraviolet light. DCF has been extensively studied due to its unique chemical and biological properties, which make it a valuable tool for investigating various biological processes and environmental phenomena.

Properties

CAS Number

76-54-0

Product Name

2',7'-Dichlorofluorescein

IUPAC Name

2',7'-dichloro-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one

Molecular Formula

C20H10Cl2O5

Molecular Weight

401.2 g/mol

InChI

InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H

InChI Key

VFNKZQNIXUFLBC-UHFFFAOYSA-N

SMILES

C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)Cl)O)O)Cl

Synonyms

2’,7’-Dichlorofluorescein; 2’,7’-Dichlorofluoresceine; D and C Orange 25; D and C Orange No. 25; Dichlorofluorescein; Fluorescein 27; Fluorescein 548

Canonical SMILES

C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)Cl)O)O)Cl

Method of Synthesis or Extraction

2',7'-Dichlorofluorescein can be synthesized by several methods, including the reaction of fluorescein with chlorine gas or sodium hypochlorite, or by the oxidation of 2',7'-dichlorofluorescein diacetate. The efficiency and yield of each method depend on various factors, such as the purity of the starting materials, reaction conditions, and the presence of impurities. Environmental and safety considerations are also important factors to consider when synthesizing 2',7'-Dichlorofluorescein, as some of the methods involve the use of hazardous chemicals and may generate toxic byproducts.

Chemical Structure and Biological Activity

2',7'-Dichlorofluorescein has a unique chemical structure that consists of two chlorine atoms attached to the 2' and 7' positions of the fluorescein molecule. This modification enhances the fluorescence properties of the dye and makes it more stable under various conditions. 2',7'-Dichlorofluorescein has been shown to have a wide range of biological activities, including antioxidant, pro-oxidant, and cytotoxic effects. Its mechanism of action involves the generation of reactive oxygen species (ROS) and the induction of oxidative stress in cells. 2',7'-Dichlorofluorescein has been used as a probe for measuring ROS levels in cells and tissues, as well as for detecting changes in intracellular redox status.

Biological Effects

2',7'-Dichlorofluorescein has been shown to affect various cellular processes, including signal transduction, gene expression, and cell proliferation. Its pro-oxidant properties have been linked to its cytotoxic effects, which make it a potential therapeutic agent for cancer treatment. However, its toxicity and potential side effects need to be carefully evaluated before it can be used in clinical settings. 2',7'-Dichlorofluorescein has also been used in environmental research to investigate the effects of pollutants on ecosystems and to monitor the effectiveness of pollution management strategies.

Applications

2',7'-Dichlorofluorescein has numerous applications in medical, environmental, and industrial research. In medical research, it has been used as a tool for drug development, as well as for monitoring the efficacy of therapeutic interventions. Clinical trials have shown promising results for the use of 2',7'-Dichlorofluorescein in cancer treatment, but further studies are needed to evaluate its safety and efficacy. In environmental research, 2',7'-Dichlorofluorescein has been used to investigate the effects of pollutants on ecosystems and to monitor the effectiveness of pollution management strategies. In industrial research, 2',7'-Dichlorofluorescein has been used in manufacturing processes to improve product quality and efficiency, as well as to ensure health and safety considerations.

Future Perspectives and Challenges

Despite its numerous applications, there are still limitations in the use and study of 2',7'-Dichlorofluorescein. One of the main challenges is the potential toxicity and side effects of the dye, which need to be carefully evaluated before it can be used in clinical settings. Another challenge is the need for more efficient and environmentally friendly methods for synthesizing 2',7'-Dichlorofluorescein. Future trends and prospects in the application of 2',7'-Dichlorofluorescein in scientific research include the development of new probes and imaging techniques for measuring ROS levels in cells and tissues, as well as the investigation of its potential therapeutic effects in other diseases.

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