Date published: 2025-9-26

1-800-457-3801

SCBT Portrait Logo
Seach Input

2-Thioxanthine (CAS 2487-40-3)

0.0(0)
Write a reviewAsk a question

Alternate Names:
6-Hydroxy-2-mercaptopurine; 2-Mercaptohypoxanthine; 2-Thio-6-oxopurine
Application:
2-Thioxanthine is inhibits MPO (Myeloperoxidase)
CAS Number:
2487-40-3
Molecular Weight:
168.18
Molecular Formula:
C5H4N4OS
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

2-Thioxanthine is a heterocyclic compound that is of significant interest in the field of chemistry and biochemistry for its structural and functional characteristics. In research, 2-Thioxanthine is primarily utilized for its role as an analog of purine bases, which allows for the study of interactions with enzymes that act on nucleic acids, such as nucleases and polymerases. This compound is also investigated for its potential as a building block in the synthesis of nucleoside analogs and other complex organic molecules. The sulfur atom present in the thioxanthine moiety offers unique electronic properties, making 2-Thioxanthine a valuable reagent in the study of redox biology and the development of novel compounds with potential antioxidant activity. Additionally, researchers may explore the photophysical properties of 2-Thioxanthine, which can be relevant for applications in the design of fluorescent probes and sensors. The compound can also serve as a reference standard in analytical methods to detect and quantify purine derivatives.


2-Thioxanthine (CAS 2487-40-3) References

  1. Inhibition of DNA repair glycosylases by base analogs and tryptophan pyrolysate, Trp-P-1.  |  Speina, E., et al. 2005. Acta Biochim Pol. 52: 167-78. PMID: 15827615
  2. Nature and position of functional group on thiopurine substrates influence activity of xanthine oxidase--enzymatic reaction pathways of 6-mercaptopurine and 2-mercaptopurine are different.  |  Tamta, H., et al. 2007. Biochemistry (Mosc). 72: 170-7. PMID: 17367294
  3. Cysteine-scanning analysis of putative helix XII in the YgfO xanthine permease: ILE-432 and ASN-430 are important.  |  Papakostas, K., et al. 2008. J Biol Chem. 283: 13666-78. PMID: 18359771
  4. An ab initio and AIM investigation into the hydration of 2-thioxanthine.  |  Yuan, XX., et al. 2010. Chem Cent J. 4: 6. PMID: 20331849
  5. Cysteine-scanning analysis of helices TM8, TM9a, and TM9b and intervening loops in the YgfO xanthine permease: a carboxyl group is essential at ASP-276.  |  Mermelekas, G., et al. 2010. J Biol Chem. 285: 35011-20. PMID: 20802252
  6. Late intervention with a myeloperoxidase inhibitor stops progression of experimental chronic obstructive pulmonary disease.  |  Churg, A., et al. 2012. Am J Respir Crit Care Med. 185: 34-43. PMID: 21997333
  7. Deconstruction of activity-dependent covalent modification of heme in human neutrophil myeloperoxidase by multistage mass spectrometry (MS(4)).  |  Geoghegan, KF., et al. 2012. Biochemistry. 51: 2065-77. PMID: 22352991
  8. A theoretical investigation on the proton transfer tautomerization mechanisms of 2-thioxanthine within microsolvent and long range solvent.  |  Ren, HJ., et al. 2013. J Mol Model. 19: 3279-305. PMID: 23652483
  9. Mechanistic characterization of a 2-thioxanthine myeloperoxidase inhibitor and selectivity assessment utilizing click chemistry--activity-based protein profiling.  |  Ward, J., et al. 2013. Biochemistry. 52: 9187-201. PMID: 24320749
  10. Zinc finger oxidation of Fpg/Nei DNA glycosylases by 2-thioxanthine: biochemical and X-ray structural characterization.  |  Biela, A., et al. 2014. Nucleic Acids Res. 42: 10748-61. PMID: 25143530
  11. Regulation of the nitric oxide oxidase activity of myeloperoxidase by pharmacological agents.  |  Maiocchi, SL., et al. 2017. Biochem Pharmacol. 135: 90-115. PMID: 28344126
  12. Characterisation of peroxidasin activity in isolated extracellular matrix and direct detection of hypobromous acid formation.  |  Bathish, B., et al. 2018. Arch Biochem Biophys. 646: 120-127. PMID: 29626421
  13. Novel 2-Thioxanthine and Dipyrimidopyridine Derivatives: Synthesis and Antimicrobial Activity.  |  El-Kalyoubi, S., et al. 2018. Molecules. 23: PMID: 29966318
  14. Thiopurine Derivative-Induced Fpg/Nei DNA Glycosylase Inhibition: Structural, Dynamic and Functional Insights.  |  Rieux, C., et al. 2020. Int J Mol Sci. 21: PMID: 32192183
  15. Characterization of guanine and hypoxanthine phosphoribosyltransferases in Methanococcus voltae.  |  Bowen, TL., et al. 1996. J Bacteriol. 178: 2521-6. PMID: 8626317

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2-Thioxanthine, 1 g

sc-280287
1 g
$147.00

2-Thioxanthine, 5 g

sc-280287A
5 g
$480.00