Aurintricarboxylic acid

• CAT Number: I004754
• CAS Number: 4431-00-9
• Molecular Formula: C22H14O9
• Molecular Weight: 422.34
• Purity: ≥95%
• Target: nuclease inhibitor
• Solubility: Soluble in DMSO
• Storage: Store at 0-8 °C
• IUPAC Name: 5-[(3-carboxy-4-hydroxyphenyl)-(3-carboxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxybenzoic acid
• InChI: InChI=1S/C22H14O9/c23-16-4-1-10(7-13(16)20(26)27)19(11-2-5-17(24)14(8-11)21(28)29)12-3-6-18(25)15(9-12)22(30)31/h1-9,23-24H,(H,26,27)(H,28,29)(H,30,31)
• InChIKey: GIXWDMTZECRIJT-UHFFFAOYSA-N
• SMILES: C1=CC(=C(C=C1C(=C2C=CC(=O)C(=C2)C(=O)O)C3=CC(=C(C=C3)O)C(=O)O)C(=O)O)O

Aurintricarboxylic acid (ATA) (Cat.No:I004754) is a strong inhibitor of topoisomerases and other nucleases. It readily polymerizes in aqueous solution, forming a stable free radical that inhibits protein-nucleic acid interactions. It is a potent inhibitor of ribonuclease and topoisomerase II by preventing the binding of the nucleic acid to the enzyme.

Reference

1: Yoo J, Kim JH, Robertson KD, Medina-Franco JL. Molecular modeling of inhibitors of human DNA methyltransferase with a crystal structure: discovery of a novel DNMT1 inhibitor. Adv Protein Chem Struct Biol. 2012;87:219-47. doi: 10.1016/B978-0-12-398312-1.00008-1. Review. PubMed PMID: 22607757; PubMed Central PMCID: PMC3837394.2: Zhan P, Li Z, Liu X. Cosalane and its analogues: a unique class of anti-HIV agents. Mini Rev Med Chem. 2010 Sep;10(10):966-76. Review. PubMed PMID: 20540707.3: De Clercq E. The next ten stories on antiviral drug discovery (part E): advents, advances, and adventures. Med Res Rev. 2011 Jan;31(1):118-60. doi: 10.1002/med.20179. Review. PubMed PMID: 19844936.4: Clemetson KJ, Clemetson JM. Platelet GPIb complex as a target for anti-thrombotic drug development. Thromb Haemost. 2008 Mar;99(3):473-9. doi: 10.1160/TH07-12-0718. Review. PubMed PMID: 18327394.5: De Clercq E. Potential antivirals and antiviral strategies against SARS coronavirus infections. Expert Rev Anti Infect Ther. 2006 Apr;4(2):291-302. Review. PubMed PMID: 16597209.6: Matsuno H. [Pharmacological analysis of integrin function: inhibition of vascular stenosis and identification of a novel antiplatelet substance]. Nihon Yakurigaku Zasshi. 2000 Mar;115(3):143-50. Review. Japanese. PubMed PMID: 10876799.7: Hoylaerts MF. Platelet-vessel wall interactions in thrombosis and restenosis role of von Willebrand factor. Verh K Acad Geneeskd Belg. 1997;59(3):161-83. Review. PubMed PMID: 9490916.8: Cidlowski JA, King KL, Evans-Storms RB, Montague JW, Bortner CD, Hughes FM Jr. The biochemistry and molecular biology of glucocorticoid-induced apoptosis in the immune system. Recent Prog Horm Res. 1996;51:457-90; discussion 490-1. Review. PubMed PMID: 8701091.9: De Clercq E, Snoeck R. [Current acquisitions in antiviral drugs (anti-HIV)]. J Pharm Belg. 1992 Jul-Aug;47(4):317-22. Review. French. PubMed PMID: 1383488.10: Phelps KR, Vigorita VJ, Bansal M, Einhorn TA. Histochemical demonstration of iron but not aluminum in a case of dialysis-associated osteomalacia. Am J Med. 1988 Apr;84(4):775-80. Review. PubMed PMID: 3041812.11: De Clercq E. Chemotherapeutic approaches to the treatment of the acquired immune deficiency syndrome (AIDS). J Med Chem. 1986 Sep;29(9):1561-9. Review. PubMed PMID: 2427720.12: Clark RA, Krueger GL. Aluminon: its limited application as a reagent for the detection of aluminum species. J Histochem Cytochem. 1985 Jul;33(7):729-32. Review. PubMed PMID: 3891845.