Page last updated: 2024-11-06

2',7'-dichlorodihydrofluorescein diacetate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

2',7'-dichlorodihydrofluorescein diacetate (H2DCFDA) is a cell-permeable, non-fluorescent dye that is widely used to measure reactive oxygen species (ROS) production in living cells. Upon entering the cell, H2DCFDA is deacetylated by intracellular esterases to form 2',7'-dichlorodihydrofluorescein (H2DCF), which is still non-fluorescent. H2DCF is then oxidized by ROS, such as hydrogen peroxide (H2O2), superoxide radical (O2-), and hydroxyl radical (OH-), to form the highly fluorescent compound 2',7'-dichlorofluorescein (DCF). The fluorescence intensity of DCF is directly proportional to the amount of ROS present in the cell, allowing researchers to quantify ROS levels in various biological processes. H2DCFDA has been used in a wide range of studies to investigate the role of ROS in various cellular processes, including cell signaling, apoptosis, inflammation, and disease progression. The importance of H2DCFDA lies in its ability to provide a sensitive and reliable method for measuring ROS levels in living cells, facilitating research into the role of oxidative stress in various biological processes.'
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Cross-References

ID SourceID
PubMed CID77718
SCHEMBL ID12361545
MeSH IDM0286209

Synonyms (34)

Synonym
2,7-dichlorodihydrofluorescein diacetate
benzoic acid, 2-(3,6-bis(acetyloxy)-2,7-dichloro-9h-xanthen-9-yl)-
2',7'-dichlorohydrofluorescein diacetate
2',7'-dichlorofluorescin diacetate, >=97%
h2dcfda
4091-99-0
2-(3,6-diacetoxy-2,7-dichloro-9h-xanthen-9-yl)benzoic acid
2-(3,6-diacetyloxy-2,7-dichloro-9h-xanthen-9-yl)benzoic acid
S9687
2-[3,6-bis(acetyloxy)-2,7-dichloro-9h-xanthen-9-yl]benzoic acid
2',7'-dichlorodihydrofluorescein diacetate
2 inverted exclamation marka,7 inverted exclamation marka-dichlorofluorescin diacetate
FT-0610748
AKOS015889059
DTXSID9063293
SCHEMBL12361545
CS-7539
2-(2,7-dichloro-3,6-diacetyloxy-9h-xanthen-9-yl)benzoic acid
PXEZTIWVRVSYOK-UHFFFAOYSA-N
AS-72037
benzoic acid, 2-[3,6-bis(acetyloxy)-2,7-dichloro-9h-xanthen-9-yl]-
HY-D0940
BCP20268
Q3026532
2',7'-dichlorofluorescin diacetate - cas 4091-99-0
dcfh-da; 2',7'-dichlorodihydrofluorescein diacetate
mfcd00128955
h2dcfda(dcfh-da)
2',7'-dichlorodihydrofluorescein diacetatedcfh-da
SY075534
h2dcfda (2 inverted exclamation marka,7 inverted exclamation marka-dichlorodihydrofluorescein diacetate)
A873196
2,7-dichlorodihydrofluoresceindiacetate
A03-0014

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Considering that the oxidation of DCFH diminishes ROS generated by various stressors, our findings provide a potential strategy for protection of cells from toxic insults using DCFH-like molecules."( The antioxidant role of a reagent, 2',7'-dichlorodihydrofluorescin diacetate, detecting reactive-oxygen species and blocking the induction of heme oxygenase-1 and preventing cytotoxicity.
Adachi, Y; Andoh, Y; Ikehara, S; Ishii, T; Kojo, S; Mizutani, A; Ohashi, T; Taketani, S, 2006
)
0.33
" Therefore, we compared in these two cell types the toxic effects of the preservative, benzalkonium chloride (BAC); its toxicity has been often reported on conjunctival in vivo and in vitro models."( Comparative study on the cytotoxic effects of benzalkonium chloride on the Wong-Kilbourne derivative of Chang conjunctival and IOBA-NHC cell lines.
Baudouin, C; Brasnu, E; Brignole-Baudouin, F; Riancho, L; Warnet, JM, 2008
)
0.35
"This study evaluates the toxic effects of catechol (a component from cigarette smoke) on Müller cells (MIO-M1) in vitro, and investigates the inhibitors memantine and epicatechin to determine if they can reverse the catechol toxic effects."( Protective effects of memantine and epicatechin on catechol-induced toxicity on Müller cells in vitro.
Gupta, N; Kenney, MC; Kuppermann, BD; Limb, GA; Luczy-Bachman, G; Mansoor, S, 2010
)
0.36
" Although various surface modifications are being done for making these nonbiodegradable nanoparticles more biocompatible, their toxic potential is still a major concern."( Concentration-dependent toxicity of iron oxide nanoparticles mediated by increased oxidative stress.
Abdin, M; Ahmed, FJ; Dinda, AK; Maitra, A; Naqvi, S; Prashant, C; Samim, M, 2010
)
0.36

Bioavailability

ExcerptReferenceRelevance
" However, GRed EA was not elevated indicating that reduced glutathione (GSH) is not comparably recovered as consumed, leading to a decreased bioavailability of GSH and increased oxidative stress."( Reduced antioxidant capacities in platelets from patients with autoimmune thrombocytopenia purpura (ITP).
Arbach, O; Bal, G; Kamhieh-Milz, J; Kamhieh-Milz, S; Salama, A; Sterzer, V, 2012
)
0.38
" Nevertheless, the limited systemic bioavailability of phytochemicals may raise questions regarding the physiological relevance of their phytochemical effects in vivo."( Oxidant-based anticancer activity of a novel synthetic analogue of capsaicin, capsaicin epoxide.
Chochrek, P; Lewinska, A; Rawska, E; Smolag, K; Wnuk, M, 2015
)
0.42

Dosage Studied

ExcerptRelevanceReference
" We show that real-time flow cytometric quantification of compound-uptake is reliably measured and that analyzing their respective uptake kinetic provides additional valuable information which can be used for improving drug dosage and delivery."( Utilizing inherent fluorescence of therapeutics to analyze real-time uptake and multi-parametric effector kinetics.
Efferth, T; Eichhorn, T; Korn, B; Paulsen, M; Wiench, B, 2012
)
0.38
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (133)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (2.26)18.2507
2000's46 (34.59)29.6817
2010's73 (54.89)24.3611
2020's11 (8.27)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 39.10

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index39.10 (24.57)
Research Supply Index4.93 (2.92)
Research Growth Index5.42 (4.65)
Search Engine Demand Index54.73 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (39.10)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.73%)5.53%
Reviews4 (2.92%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other132 (96.35%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]