Conoidin A | CAS#18080-67-6 | peroxiredoxin inactivator

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

MedKoo CAT#: 555967

CAS#: 18080-67-6

Description: Conoidin A inactivates peroxiredoxins by covalently binding to the catalytic cysteine on the enzyme.

Chemical Structure

Conoidin A

CAS# 18080-67-6

Instruction

Theoretical Analysis

MedKoo Cat#: 555967
Name: Conoidin A
CAS#: 18080-67-6
Chemical Formula: C10H8Br2N2O2
Exact Mass: 345.90
Molecular Weight: 347.994
Elemental Analysis: C, 34.51; H, 2.32; Br, 45.92; N, 8.05; O, 9.19

Price and Availability

Size	Price	Availability
100mg	USD 350	2 Weeks
200mg	USD 550	2 Weeks
500mg	USD 1250	2 Weeks
1g	USD 2250	2 Weeks
2g	USD 4250	2 Weeks
5g	USD 6450	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: Conoidin A

IUPAC/Chemical Name: 2,3-bis(bromomethyl)-quinoxaline 1,4-dioxide

InChi Key: DQKNFTLRMZOAMG-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H8Br2N2O2/c11-5-9-10(6-12)14(16)8-4-2-1-3-7(8)13(9)15/h1-4H,5-6H2

SMILES Code: BrCC1=C(CBr)[N+]([O-])=C2C=CC=CC2=[N+]1[O-]

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 347.99 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.

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:
In vitro protocol:
In vivo protocol:

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1: Szeliga M, Rola R. Conoidin A, a Covalent Inhibitor of Peroxiredoxin 2, Reduces Growth of Glioblastoma Cells by Triggering ROS Production. Cells. 2023 Jul 26;12(15):1934. doi: 10.3390/cells12151934. PMID: 37566013; PMCID: PMC10417327.

2: Haraldsen JD, Liu G, Botting CH, Walton JG, Storm J, Phalen TJ, Kwok LY, Soldati-Favre D, Heintz NH, Müller S, Westwood NJ, Ward GE. IDENTIFICATION OF CONOIDIN A AS A COVALENT INHIBITOR OF PEROXIREDOXIN II. Org Biomol Chem. 2009;7:3040-3048. doi: 10.1039/B901735F. PMID: 21359112; PMCID: PMC3043594.

3: Liu G, Botting CH, Evans KM, Walton JA, Xu G, Slawin AM, Westwood NJ. Optimisation of conoidin A, a peroxiredoxin inhibitor. ChemMedChem. 2010 Jan;5(1):41-5. doi: 10.1002/cmdc.200900391. PMID: 19946931.

4: Nguyen JB, Pool CD, Wong CY, Treger RS, Williams DL, Cappello M, Lea WA, Simeonov A, Vermeire JJ, Modis Y. Peroxiredoxin-1 from the human hookworm Ancylostoma ceylanicum forms a stable oxidized decamer and is covalently inhibited by conoidin A. Chem Biol. 2013 Aug 22;20(8):991-1001. doi: 10.1016/j.chembiol.2013.06.011. Epub 2013 Jul 25. PMID: 23891152; PMCID: PMC3755041.

5: Ryu DY, Kim KU, Kwon WS, Rahman MS, Khatun A, Pang MG. Peroxiredoxin activity is a major landmark of male fertility. Sci Rep. 2017 Dec 7;7(1):17174. doi: 10.1038/s41598-017-17488-7. PMID: 29215052; PMCID: PMC5719347.

6: Tilley LD, Krishnamurthy S, Westwood NJ, Ward GE. Identification of TgCBAP, a novel cytoskeletal protein that localizes to three distinct subcompartments of the Toxoplasma gondii pellicle. PLoS One. 2014 Jun 2;9(6):e98492. doi: 10.1371/journal.pone.0098492. PMID: 24887026; PMCID: PMC4041824.

7: Tan X, Chen J, Keep RF, Xi G, Hua Y. Prx2 (Peroxiredoxin 2) as a Cause of Hydrocephalus After Intraventricular Hemorrhage. Stroke. 2020 May;51(5):1578-1586. doi: 10.1161/STROKEAHA.119.028672. Epub 2020 Apr 13. PMID: 32279622; PMCID: PMC7192237.

8: Jeon HJ, Park YS, Cho DH, Kim JS, Kim E, Chae HZ, Chun SY, Oh JS. Peroxiredoxins are required for spindle assembly, chromosome organization, and polarization in mouse oocytes. Biochem Biophys Res Commun. 2017 Jul 22;489(2):193-199. doi: 10.1016/j.bbrc.2017.05.127. Epub 2017 May 25. PMID: 28552528.

9: Jang YJ, Kim JS, Yun PR, Seo YW, Lee TH, Park JI, Chun SY. Involvement of peroxiredoxin 2 in cumulus expansion and oocyte maturation in mice. Reprod Fertil Dev. 2020 May;32(8):783-791. doi: 10.1071/RD19310. PMID: 32389179.

10: Brizuela M, Huang HM, Smith C, Burgio G, Foote SJ, McMorran BJ. Treatment of erythrocytes with the 2-cys peroxiredoxin inhibitor, Conoidin A, prevents the growth of Plasmodium falciparum and enhances parasite sensitivity to chloroquine. PLoS One. 2014 Apr 3;9(4):e92411. doi: 10.1371/journal.pone.0092411. PMID: 24699133; PMCID: PMC3974718.

11: Vivoli A, Ghislain J, Filali-Mouhim A, Angeles ZE, Castell AL, Sladek R, Poitout V. Single-Cell RNA Sequencing Reveals a Role for Reactive Oxygen Species and Peroxiredoxins in Fatty Acid-Induced Rat β-Cell Proliferation. Diabetes. 2023 Jan 1;72(1):45-58. doi: 10.2337/db22-0121. PMID: 36191509; PMCID: PMC9797324.

12: Bian L, Zhang J, Wang M, Keep RF, Xi G, Hua Y. Intracerebral Hemorrhage- Induced Brain Injury in Rats: the Role of Extracellular Peroxiredoxin 2. Transl Stroke Res. 2020 Apr;11(2):288-295. doi: 10.1007/s12975-019-00714-x. Epub 2019 Jul 4. Erratum in: Transl Stroke Res. 2019 Aug 9;: PMID: 31273681; PMCID: PMC6942235.

13: Stancill JS, Happ JT, Broniowska KA, Hogg N, Corbett JA. Peroxiredoxin 1 plays a primary role in protecting pancreatic β-cells from hydrogen peroxide and peroxynitrite. Am J Physiol Regul Integr Comp Physiol. 2020 May 1;318(5):R1004-R1013. doi: 10.1152/ajpregu.00011.2020. Epub 2020 Apr 15. PMID: 32292063; PMCID: PMC7272767.

14: Specker G, Estrada D, Radi R, Piacenza L. Trypanosoma cruzi Mitochondrial Peroxiredoxin Promotes Infectivity in Macrophages and Attenuates Nifurtimox Toxicity. Front Cell Infect Microbiol. 2022 Feb 4;12:749476. doi: 10.3389/fcimb.2022.749476. PMID: 35186785; PMCID: PMC8855072.

15: Bai Y, Liang C, Zhou J, Liu Y, Wang F, Gao J, Wu J, Hu D. Development of novel celastrol-ligustrazine hybrids as potent peroxiredoxin 1 inhibitors against lung cancer. Eur J Med Chem. 2023 Nov 5;259:115656. doi: 10.1016/j.ejmech.2023.115656. Epub 2023 Jul 17. PMID: 37499289.

16: Mostek-Majewska A, Janta A, Majewska A, Ciereszko A. Effect of 2-Cys Peroxiredoxins Inhibition on Redox Modifications of Bull Sperm Proteins. Int J Mol Sci. 2021 Nov 28;22(23):12888. doi: 10.3390/ijms222312888. PMID: 34884692; PMCID: PMC8657687.

17: Feng T, Zhao R, Sun F, Lu Q, Wang X, Hu J, Wang S, Gao L, Zhou Q, Xiong X, Dong X, Wang L, Han B. TXNDC9 regulates oxidative stress-induced androgen receptor signaling to promote prostate cancer progression. Oncogene. 2020 Jan;39(2):356-367. doi: 10.1038/s41388-019-0991-3. Epub 2019 Sep 2. PMID: 31477836.

18: Olson KR, Gao Y. Effects of inhibiting antioxidant pathways on cellular hydrogen sulfide and polysulfide metabolism. Free Radic Biol Med. 2019 May 1;135:1-14. doi: 10.1016/j.freeradbiomed.2019.02.011. Epub 2019 Feb 19. PMID: 30790656.

19: Yaakoub H, Staerck C, Mina S, Godon C, Fleury M, Bouchara JP, Calenda A. Repurposing of auranofin and honokiol as antifungals against Scedosporium species and the related fungus Lomentospora prolificans. Virulence. 2021 Dec;12(1):1076-1090. doi: 10.1080/21505594.2021.1909266. PMID: 33825667; PMCID: PMC8032236.

20: Tam KC, Ali E, Hua J, Chataway T, Barritt GJ. Evidence for the interaction of peroxiredoxin-4 with the store-operated calcium channel activator STIM1 in liver cells. Cell Calcium. 2018 Sep;74:14-28. doi: 10.1016/j.ceca.2018.05.002. Epub 2018 May 15. PMID: 29804005.

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