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Isoxanthopterin (CAS 529-69-1)

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Alternate Names:
2-Amino-4,7-dihyroxy-1,3,5,8-tetraazanaphthalene
Application:
Isoxanthopterin is an oxidation product of pterin via xanthine oxidase
CAS Number:
529-69-1
Molecular Weight:
179.14
Molecular Formula:
C6H5N5O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Isoxanthopterin is a product of xanthine oxidase oxidation of pterin, an enzyme involved in reactive oxygen formation. It is a naturally occurring compound found in many species of plants and fungi. It belongs to the xanthopterin family of compounds, which are characterized by their yellow color and ability to absorb light. Isoxanthopterinrin has been found to inhibit the activity of the enzymes cyclooxygenase-2 (COX-2) and tyrosine kinase. It is utilized in scientific research for its anti-inflammatory and antioxidant properties, as well as its ability to inhibit the growth of certain types of cancer cells.


Isoxanthopterin (CAS 529-69-1) References

  1. A sensitive method to assay the xanthine oxidase activity in primary cultures of cerebellar granule cells.  |  Atlante, A., et al. 2000. Brain Res Brain Res Protoc. 6: 1-5. PMID: 11086257
  2. Pteridines. XXXVI. Syntheses of xanthopterin and isoxanthopterin. Application of N-oxide chemistry to highly functionalized pyrazines and pteridines.  |  Taylor, EC., et al. 1975. J Org Chem. 40: 2341-7. PMID: 1177061
  3. 2,6-Dichlorophenolindophenol is a competitive inhibitor for xanthine oxidase and is therefore not usable as an electron acceptor in the fluorometric assay.  |  Mest, SJ., et al. 1992. Free Radic Biol Med. 12: 189-92. PMID: 1563644
  4. Cytotoxicity of xanthopterin and isoxanthopterin in MCF-7 cells.  |  Lord, JL., et al. 2005. Cancer Lett. 222: 119-24. PMID: 15837549
  5. Xanthine oxidase inhibitor tungsten prevents the development of atherosclerosis in ApoE knockout mice fed a Western-type diet.  |  Schröder, K., et al. 2006. Free Radic Biol Med. 41: 1353-60. PMID: 17023262
  6. Nitrite potently inhibits hypoxic and inflammatory pulmonary arterial hypertension and smooth muscle proliferation via xanthine oxidoreductase-dependent nitric oxide generation.  |  Zuckerbraun, BS., et al. 2010. Circulation. 121: 98-109. PMID: 20026772
  7. Discovery and structure determination of the orphan enzyme isoxanthopterin deaminase .  |  Hall, RS., et al. 2010. Biochemistry. 49: 4374-82. PMID: 20415463
  8. Vibrational spectroscopic (FT-IR and FT-Raman) studies, natural bond orbital analysis and molecular electrostatic potential surface of Isoxanthopterin.  |  Prabavathi, N., et al. 2013. Spectrochim Acta A Mol Biomol Spectrosc. 114: 101-13. PMID: 23751224
  9. Capillary electrophoresis of pterin derivatives responsible for the warning coloration of Heteroptera.  |  Krajíček, J., et al. 2014. J Chromatogr A. 1336: 94-100. PMID: 24602308
  10. High-throughput intracellular pteridinic profiling by liquid chromatography-quadrupole time-of-flight mass spectrometry.  |  Burton, C., et al. 2015. Anal Chim Acta. 853: 442-450. PMID: 25467489
  11. Xanthine oxidase is hyper-active in Duchenne muscular dystrophy.  |  Lindsay, A., et al. 2018. Free Radic Biol Med. 129: 364-371. PMID: 30312761
  12. Identification and age-dependence of pteridines in bed bugs (Cimex lectularius) and bat bugs (C. pipistrelli) using liquid chromatography-tandem mass spectrometry.  |  Křemenová, J., et al. 2020. Sci Rep. 10: 10146. PMID: 32576867
  13. A simple and useful method for evaluation of oxidative stress in vivo by spectrofluorometric estimation of urinary pteridines.  |  Wakabayashi, I., et al. 2020. Sci Rep. 10: 11223. PMID: 32641855
  14. Fragment binding to the Nsp3 macrodomain of SARS-CoV-2 identified through crystallographic screening and computational docking.  |  Schuller, M., et al. 2021. Sci Adv. 7: PMID: 33853786
  15. Purification and biosynthesis of quench spot, a drosopterin precursor in Drosophila melanogaster.  |  Dorsett, D. and Jacobson, KB. 1982. Biochemistry. 21: 1238-43. PMID: 6803833
  16. Calcium and free radicals in hypoxia/reoxygenation injury of renal epithelial cells.  |  Greene, EL. and Paller, MS. 1994. Am J Physiol. 266: F13-20. PMID: 8304479

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Isoxanthopterin, 100 mg

sc-218614
100 mg
$250.00