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6-Methylmercaptopurine riboside (CAS 342-69-8)

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Application:
6-Methylmercaptopurine riboside is a chemical used to study thiopurine metabolism by enzymes
CAS Number:
342-69-8
Purity:
≥98%
Molecular Weight:
298.32
Molecular Formula:
C11H14N4O4S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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6-Methylmercaptopurine riboside is a purine nucleoside analog that functions as an antimetabolite. It inhibits the synthesis of nucleic acids by interfering with the synthesis of DNA and RNA. 6-Methylmercaptopurine Riboside is incorporated into the DNA and RNA of rapidly dividing cells, leading to the disruption of nucleic acid metabolism. 6-Methylmercaptopurine riboside acts as a competitive inhibitor of hypoxanthine-guanine phosphoribosyltransferase, an enzyme involved in the salvage pathway of purine synthesis. By inhibiting this enzyme, it disrupts the production of purine nucleotides, which are for DNA and RNA synthesis. This disruption ultimately leads to the inhibition of cell growth and proliferation. 6-Methylmercaptopurine riboside may induce apoptosis in certain cell types, further contributing to its anti-proliferative effects.


6-Methylmercaptopurine riboside (CAS 342-69-8) References

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  2. A concomitant ATP-depleting strategy markedly enhances anticancer agent activity.  |  Martin, DS., et al. 2001. Apoptosis. 6: 125-31. PMID: 11321035
  3. 6-Methylmercaptopurine riboside is a potent and selective inhibitor of nerve growth factor-activated protein kinase N.  |  Volonté, C. and Greene, LA. 1992. J Neurochem. 58: 700-8. PMID: 1309569
  4. Status of methylthioadenosine phosphorylase and its impact on cellular response to L-alanosine and methylmercaptopurine riboside in human soft tissue sarcoma cells.  |  Li, W., et al. 2004. Oncol Res. 14: 373-9. PMID: 15301428
  5. UPLC-MS/MS method for quantification of the azathioprine metabolites 6-mercaptoguanosine and 6-methylmercaptopurine riboside in peripheral blood mononuclear cells.  |  De Nicolò, A., et al. 2014. J Pharm Biomed Anal. 98: 271-8. PMID: 24960235
  6. The thiopurine nucleoside analogue 6-methylmercaptopurine riboside (6MMPr) effectively blocks Zika virus replication.  |  de Carvalho, OV., et al. 2017. Int J Antimicrob Agents. 50: 718-725. PMID: 28803932
  7. On the antiviral activity and developmental toxicity of 6-methylmercaptopurine riboside (6MMPr).  |  Paumgartten, FJR. 2017. Int J Antimicrob Agents. 50: 695-696. PMID: 28890394
  8. 6-Methylmercaptopurine riboside resistance in human lymphocytes in the in vivo somatic cell mutation test.  |  Wong, YW. and Tomkins, DJ. 1986. Environ Mutagen. 8: 413-22. PMID: 3011390
  9. Phase I trial of the combination of 6-methylmercaptopurine riboside and 5-fluorouracil.  |  Wiemann, MC., et al. 1988. Med Oncol Tumor Pharmacother. 5: 113-6. PMID: 3412035
  10. Evaluation of the maternal and developmental toxicity of 6-methylmercaptopurine riboside in rats.  |  Gomes-Carneiro, MR., et al. 2022. Reprod Toxicol. 111: 158-165. PMID: 35662571
  11. Nucleoside transport and cytosine arabinoside (araC) metabolism in human T lymphoblasts resistant to araC, thymidine and 6-methylmercaptopurine riboside.  |  Young, I., et al. 1985. Eur J Cancer Clin Oncol. 21: 1077-82. PMID: 3877635
  12. Enhanced toxicity for mice of combinations of bacterial endotoxin with antitumor drugs.  |  Marecki, NM. and Bradley, SG. 1973. Antimicrob Agents Chemother. 3: 599-606. PMID: 4790614
  13. Basis of observed resistance of L1210 leukemia in mice: methotrexate, 6-thioguanine, 6-methylmercaptopurine riboside, 6-mercaptopurine, 5-fluorouracil, and 1-beta-D-arabinofuranosylcytosine administered in different combinations.  |  Kim, K., et al. 1981. Cancer Res. 41: 4529-34. PMID: 7198006
  14. Radiation enhancement by biochemical modulation and 5-fluorouracil.  |  Koutcher, JA., et al. 1997. Int J Radiat Oncol Biol Phys. 39: 1145-52. PMID: 9392557
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Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

6-Methylmercaptopurine riboside, 1 g

sc-221106
1 g
$420.00