H2DCFDA
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 526046

CAS#: 4091-99-0

Description: H2DCFDA is a fluorescent cell permeable ROS indicator.


Chemical Structure

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H2DCFDA
CAS# 4091-99-0

Theoretical Analysis

MedKoo Cat#: 526046
Name: H2DCFDA
CAS#: 4091-99-0
Chemical Formula: C24H16Cl2O7
Exact Mass: 486.03
Molecular Weight: 487.285
Elemental Analysis: C, 59.16; H, 3.31; Cl, 14.55; O, 22.98

Price and Availability

Size Price Availability Quantity
100mg USD 285 2 Weeks
250mg USD 450 2 Weeks
500mg USD 750 2 Weeks
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Synonym: H2DCFDA

IUPAC/Chemical Name: 2-[3,6-Bis(acetyloxy)-2,7-dichloro-9H-xanthen-9-yl]benzoic acid

InChi Key: PXEZTIWVRVSYOK-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: O=C(O)C1=CC=CC=C1C2C3=C(OC4=C2C=C(Cl)C(OC(C)=O)=C4)C=C(OC(C)=O)C(Cl)=C3

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: H2DCFDA (DCFH-DA) is a cell-permeable probe used to detect intracellular reactive oxygen species (ROS) (Ex/Em=488/525 nm).
In vitro activity: Analysis of H2DCFDA probe oxidation by means of flow cytometry technique showed that the basal level of ROS in difESCs is about 6–7 times larger than that in ESCs (Fig. 2A, left panel). Reference: Redox Biol. 2017 Aug;12:758-769. https://pubmed.ncbi.nlm.nih.gov/28426982/
In vivo activity: Long bones, spleen, peripheral lymph nodes (pLNs), mesenteric lymph nodes (mLNs), liver, lungs, skin and blood were collected from mice with either moderate-level cortical impact (CCI) or sham on day 1, day 3 or day 7 after TBI. Intracellular reactive oxygen species (ROS) were identified through H2DCFDA staining. Reference: J Neuroinflammation. 2022 Oct 1;19(1):238. https://pubmed.ncbi.nlm.nih.gov/36183126/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 70.2 144.15
Ethanol 10.6 21.80

Preparing Stock Solutions

The following data is based on the product molecular weight 487.29 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Echeverría C, Martin A, Simon F, Salas CO, Nazal M, Varela D, Pérez-Castro RA, Santibanez JF, Valdés-Valdés RO, Forero-Doria O, Echeverría J. In Vivo and in vitro antitumor activity of tomatine in hepatocellular carcinoma. Front Pharmacol. 2022 Sep 9;13:1003264. doi: 10.3389/fphar.2022.1003264. PMID: 36160442; PMCID: PMC9501894. 2. Lyublinskaya OG, Ivanova JS, Pugovkina NA, Kozhukharova IV, Kovaleva ZV, Shatrova AN, Aksenov ND, Zenin VV, Kaulin YA, Gamaley IA, Nikolsky NN. Redox environment in stem and differentiated cells: A quantitative approach. Redox Biol. 2017 Aug;12:758-769. doi: 10.1016/j.redox.2017.04.016. Epub 2017 Apr 11. PMID: 28426982; PMCID: PMC5393314. 3. Tsymbalyuk O, Gerzanich V, Simard JM, Rathinam CV. Traumatic brain injury alters dendritic cell differentiation and distribution in lymphoid and non-lymphoid organs. J Neuroinflammation. 2022 Oct 1;19(1):238. doi: 10.1186/s12974-022-02609-5. PMID: 36183126; PMCID: PMC9526328. 4. Liu C, Sun ZR, Wang MM, Yang ZZ, Zhang W, Ren Y, Han XQ, Liu R, Li Q, Nie SN. Arctigenin attenuates paraquat-induced human lung epithelial A549 cell injury by suppressing ROS/p38 mitogen-activated protein kinases-mediated apoptosis. World J Emerg Med. 2022;13(5):373-378. doi: 10.5847/wjem.j.1920-8642.2022.086. PMID: 36119774; PMCID: PMC9420658.
In vitro protocol: 1. Echeverría C, Martin A, Simon F, Salas CO, Nazal M, Varela D, Pérez-Castro RA, Santibanez JF, Valdés-Valdés RO, Forero-Doria O, Echeverría J. In Vivo and in vitro antitumor activity of tomatine in hepatocellular carcinoma. Front Pharmacol. 2022 Sep 9;13:1003264. doi: 10.3389/fphar.2022.1003264. PMID: 36160442; PMCID: PMC9501894. 2. Lyublinskaya OG, Ivanova JS, Pugovkina NA, Kozhukharova IV, Kovaleva ZV, Shatrova AN, Aksenov ND, Zenin VV, Kaulin YA, Gamaley IA, Nikolsky NN. Redox environment in stem and differentiated cells: A quantitative approach. Redox Biol. 2017 Aug;12:758-769. doi: 10.1016/j.redox.2017.04.016. Epub 2017 Apr 11. PMID: 28426982; PMCID: PMC5393314.
In vivo protocol: 1. Tsymbalyuk O, Gerzanich V, Simard JM, Rathinam CV. Traumatic brain injury alters dendritic cell differentiation and distribution in lymphoid and non-lymphoid organs. J Neuroinflammation. 2022 Oct 1;19(1):238. doi: 10.1186/s12974-022-02609-5. PMID: 36183126; PMCID: PMC9526328. 2. Liu C, Sun ZR, Wang MM, Yang ZZ, Zhang W, Ren Y, Han XQ, Liu R, Li Q, Nie SN. Arctigenin attenuates paraquat-induced human lung epithelial A549 cell injury by suppressing ROS/p38 mitogen-activated protein kinases-mediated apoptosis. World J Emerg Med. 2022;13(5):373-378. doi: 10.5847/wjem.j.1920-8642.2022.086. PMID: 36119774; PMCID: PMC9420658.

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1: Sieprath T, Corne T, Robijns J, Koopman WJH, De Vos WH. Cellular Redox Profiling Using High-content Microscopy. J Vis Exp. 2017 May 14;(123). doi: 10.3791/55449. PubMed PMID: 28570523.

2: Mullick M, Venkatesh K, Sen D. d-Alanine 2, Leucine 5 Enkephaline (DADLE)-mediated DOR activation augments human hUCB-BFs viability subjected to oxidative stress via attenuation of the UPR. Stem Cell Res. 2017 May 24;22:20-28. doi: 10.1016/j.scr.2017.05.009. [Epub ahead of print] PubMed PMID: 28558327.

3: Soon BH, Abdul Murad NA, Then SM, Abu Bakar A, Fadzil F, Thanabalan J, Mohd Haspani MS, Toh CJ, Mohd Tamil A, Harun R, Wan Ngah WZ, Jamal R. Mitochondrial DNA Mutations in Grade II and III Glioma Cell Lines Are Associated with Significant Mitochondrial Dysfunction and Higher Oxidative Stress. Front Physiol. 2017 Apr 21;8:231. doi: 10.3389/fphys.2017.00231. eCollection 2017. PubMed PMID: 28484394; PubMed Central PMCID: PMC5399085.

4: Shi L, Ito F, Wang Y, Okazaki Y, Tanaka H, Mizuno M, Hori M, Hirayama T, Nagasawa H, Richardson DR, Toyokuni S. Non-thermal plasma induces a stress response in mesothelioma cells resulting in increased endocytosis, lysosome biogenesis and autophagy. Free Radic Biol Med. 2017 May 2;108:904-917. doi: 10.1016/j.freeradbiomed.2017.04.368. [Epub ahead of print] PubMed PMID: 28465262.

5: Zhao SM, Gao HL, Wang YL, Xu Q, Guo CY. Attenuation of High Glucose-Induced Rat Cardiomyocyte Apoptosis by Exendin-4 via Intervention of HO-1/Nrf-2 and the PI3K/AKT Signaling Pathway. Chin J Physiol. 2017 Apr 30;60(2):89-96. doi: 10.4077/CJP.2017.BAF434. PubMed PMID: 28464602.

6: Yasuda J, Okada M, Yamawaki H. T3 peptide, an active fragment of tumstatin, inhibits H(2)O(2)-induced apoptosis in H9c2 cardiomyoblasts. Eur J Pharmacol. 2017 Jul 15;807:64-70. doi: 10.1016/j.ejphar.2017.04.032. Epub 2017 Apr 27. PubMed PMID: 28457922.

7: Evangelista-Vargas S, Santiani A. Detection of intracellular reactive oxygen species (superoxide anion and hydrogen peroxide) and lipid peroxidation during cryopreservation of alpaca spermatozoa. Reprod Domest Anim. 2017 Apr 29. doi: 10.1111/rda.12984. [Epub ahead of print] PubMed PMID: 28455949.

8: Lyublinskaya OG, Ivanova JS, Pugovkina NA, Kozhukharova IV, Kovaleva ZV, Shatrova AN, Aksenov ND, Zenin VV, Kaulin YA, Gamaley IA, Nikolsky NN. Redox environment in stem and differentiated cells: A quantitative approach. Redox Biol. 2017 Apr 11;12:758-769. doi: 10.1016/j.redox.2017.04.016. [Epub ahead of print] PubMed PMID: 28426982; PubMed Central PMCID: PMC5393314.

9: Yen JH, Wu PS, Chen SF, Wu MJ. Fisetin Protects PC12 Cells from Tunicamycin-Mediated Cell Death via Reactive Oxygen Species Scavenging and Modulation of Nrf2-Driven Gene Expression, SIRT1 and MAPK Signaling in PC12 Cells. Int J Mol Sci. 2017 Apr 17;18(4). pii: E852. doi: 10.3390/ijms18040852. PubMed PMID: 28420170; PubMed Central PMCID: PMC5412436.

10: Queiroz EAIF, Fortes ZB, da Cunha MAA, Sarilmiser HK, Barbosa Dekker AM, Öner ET, Dekker RFH, Khaper N. Levan promotes antiproliferative and pro-apoptotic effects in MCF-7 breast cancer cells mediated by oxidative stress. Int J Biol Macromol. 2017 Apr 12;102:565-570. doi: 10.1016/j.ijbiomac.2017.04.035. [Epub ahead of print] PubMed PMID: 28412340.

11: Gomes-Junior RA, da Silva RS, de Lima RG, Vannier-Santos MA. Antifungal mechanism of [RuIII(NH3)4catechol]+ complex on fluconazole-resistant Candida tropicalis. FEMS Microbiol Lett. 2017 May 1;364(9). doi: 10.1093/femsle/fnx073. PubMed PMID: 28402525.

12: Nishida T, Kuse Y, Mochizuki K, Shimazawa M, Yamamoto T, Hara H. Protective effects of fluoroquinolones on UV-induced damage of cultured ocular cell lines. Eur J Pharmacol. 2017 Jul 5;806:59-66. doi: 10.1016/j.ejphar.2017.04.004. Epub 2017 Apr 7. PubMed PMID: 28395990.

13: Wang J, Wang Y, Shen L, Qian Y, Yang J, Wang F. Sulfated lentinan induced mitochondrial dysfunction leads to programmed cell death of tobacco BY-2 cells. Pestic Biochem Physiol. 2017 Apr;137:27-35. doi: 10.1016/j.pestbp.2016.09.004. Epub 2016 Sep 24. PubMed PMID: 28364801.

14: Al Mamun Bhuyan A, Wagner T, Cao H, Lang F. Triggering of Suicidal Erythrocyte Death by Gefitinib. Cell Physiol Biochem. 2017;41(4):1697-1708. doi: 10.1159/000471823. Epub 2017 Mar 29. PubMed PMID: 28359067.

15: Qing R, Huang Z, Tang Y, Xiang Q, Yang F. Cordycepin negatively modulates lipopolysaccharide-induced cytokine production by up-regulation of heme oxygenase-1. Int Immunopharmacol. 2017 Jun;47:20-27. doi: 10.1016/j.intimp.2017.03.002. Epub 2017 Mar 27. PubMed PMID: 28351780.

16: Chung TW, Lee JH, Choi HJ, Park MJ, Kim EY, Han JH, Jang SB, Lee SO, Lee SW, Hang J, Yi LW, Ha KT. Anemone rivularis inhibits pyruvate dehydrogenase kinase activity and tumor growth. J Ethnopharmacol. 2017 May 5;203:47-54. doi: 10.1016/j.jep.2017.03.034. Epub 2017 Mar 21. PubMed PMID: 28341246.

17: Zhao H, Liu YJ, Liu ZR, Tang DD, Chen XW, Chen YH, Zhou RN, Chen SQ, Niu HX. Role of mitochondrial dysfunction in renal fibrosis promoted by hypochlorite-modified albumin in a remnant kidney model and protective effects of antioxidant peptide SS-31. Eur J Pharmacol. 2017 Jun 5;804:57-67. doi: 10.1016/j.ejphar.2017.03.037. Epub 2017 Mar 18. PubMed PMID: 28322835.

18: Zhang C, Zhang J, Shi G, Song H, Shi S, Zhang X, Huang P, Wang Z, Wang W, Wang C, Kong D, Li C. A Light Responsive Nanoparticle-Based Delivery System Using Pheophorbide A Graft Polyethylenimine for Dendritic Cell-Based Cancer Immunotherapy. Mol Pharm. 2017 May 1;14(5):1760-1770. doi: 10.1021/acs.molpharmaceut.7b00015. Epub 2017 Mar 28. PubMed PMID: 28296410.

19: Sovernigo TC, Adona PR, Monzani PS, Guemra S, Barros F, Lopes FG, Leal C. Effects of supplementation of medium with different antioxidants during in vitro maturation of bovine oocytes on subsequent embryo production. Reprod Domest Anim. 2017 Mar 10. doi: 10.1111/rda.12946. [Epub ahead of print] PubMed PMID: 28295710.

20: Ghosh R, Siddharth M, Singh N, Kare PK, Banerjee BD, Wadhwa N, Tripathi AK. Organochlorine Pesticide-Mediated Induction of NADPH Oxidase and Nitric-Oxide Synthase in Endothelial Cell. J Clin Diagn Res. 2017 Jan;11(1):BC09-BC12. doi: 10.7860/JCDR/2017/25276.9315. Epub 2017 Jan 1. PubMed PMID: 28273962; PubMed Central PMCID: PMC5324407.