2,7-Dichlorodihydrofluorescein diacetate

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2,7-Dichlorodihydrofluorescein diacetate

2,7-Dichlorodihydrofluorescein diacetate | 4091-99-0

Catalog Number A03-0014
Category Nitric Oxide (NO) & Reactive Oxygen Species (ROS)
Molecular Formula C24H16Cl2O7
Molecular Weight 487.3
Catalog Number Size Price Quantity
A03-0014 -- $--

Product Introduction

2,7-Dichlorodihydrofluorescein diacetate is a cell-permeable fluorogenic probe for the detection of reactive oxygen species (ROS) and nitric oxide (NO). It is non-fluorescent but can be oxidized to the highly fluorescent product dichlorofluorescein (DHF). It can be utilized in rapid quantification of ROS in response to oxidative metabolism.

Chemical Information

Synonyms H2DCFDA;DCFH-DA; 2-(2,7-dichloro-3,6-diacetyloxy-9H-xanthen-9-yl)-benzoic acid; 2-(3,6-Diacetyloxy-2,7-dichloro-9H-xanthen-9-yl)benzoic acid
Purity ≥95%
Canonical SMILES CC(=O)OC1=C(C=C2C(C3=CC(=C(C=C3OC2=C1)OC(=O)C)Cl)C4=CC=CC=C4C(=O)O)Cl
InChI InChI=1S/C24H16Cl2O7/c1-11(27)31-21-9-19-15(7-17(21)25)23(13-5-3-4-6-14(13)24(29)30)16-8-18(26)22(32-12(2)28)10-20(16)33-19/h3-10,23H,1-2H3,(H,29,30)
InChI Key PXEZTIWVRVSYOK-UHFFFAOYSA-N
Solubility Soluble in DMSO or DMF
Appearance White to Light Yellow Solid
Melting Point 159-162°C
  • Product Specification
  • Application
Excitation 502 nm
Emission 523 nm
Storage Store at -20°C

2,7-Dichlorodihydrofluorescein diacetate (DCFH-DA), a highly utilized fluorescent probe, serves as a powerful tool for detecting reactive oxygen species (ROS). Here are four key applications of DCFH-DA:

Oxidative Stress Measurement: Widely employed in cell biology, DCFH-DA plays a crucial role in evaluating oxidative stress levels within cellular environments. Upon penetration into cells, this probe undergoes deacetylation by esterases, transforming into DCFH. Subsequent oxidation by ROS generates a fluorescent compound known as dichlorofluorescein (DCF). The intensity of fluorescence mirrors the levels of ROS, offering valuable insights into the intricate oxidative status of the cell.

Toxicity Testing: Within the realms of pharmacology and toxicology, DCFH-DA emerges as a valuable tool for assessing the oxidative impacts of diverse compounds. When cells are exposed to potentially hazardous substances, alterations in ROS levels can be quantified through the use of DCFH-DA. This method aids in comprehending the oxidation mechanisms underlying toxicity, thereby facilitating the evaluation of pharmaceutical and chemical safety.

Antioxidant Efficacy Evaluation: Researchers harness DCFH-DA to assess the effectiveness of antioxidant agents. By pre-treating cells with antioxidants and inducing oxidative stress, reductions in fluorescence intensity due to decreased ROS production can be measured precisely. This methodology enables the screening and development of novel antioxidant therapies, contributing to advancements in antioxidant research.

Environmental Monitoring: In the realm of environmental science, DCFH-DA emerges as a valuable asset for monitoring oxidative stress in organisms confronting pollutants. For instance, aquatic organisms exposed to environmental toxins undergo analysis for ROS generation utilizing DCFH-DA. This application aids in evaluating the ecological repercussions of pollutants and crafting strategic approaches for environmental preservation.

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