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5-Iodotubercidin (CAS 24386-93-4)

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Alternate Names:
5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4- amine
Application:
5-Iodotubercidin is a potent and competitive inhibitor of ERK 2, PKA, and ADK
CAS Number:
24386-93-4
Purity:
≥98%
Molecular Weight:
392.15
Molecular Formula:
C11H13IN4O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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5-Iodotubercidin is a chemical compound also known as 5-ITu or 5-iodo-7-[(1R,2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)cyclopentyl]-7H-pyrrolo[2,3-d]pyrimidin-4-amine, it is a selective inhibitor of adenosine kinase, an enzyme involved in the metabolism of adenosine. Researchers utilize 5-Iodotubercidin to investigate the role of adenosine kinase and adenosine signaling pathways in various biological processes. By inhibiting adenosine kinase, this compound can modulate the levels of adenosine, an important endogenous signaling molecule involved in diverse physiological and pathological processes.


5-Iodotubercidin (CAS 24386-93-4) References

  1. Adenosine kinase inhibitors. 1. Synthesis, enzyme inhibition, and antiseizure activity of 5-iodotubercidin analogues.  |  Ugarkar, BG., et al. 2000. J Med Chem. 43: 2883-93. PMID: 10956196
  2. Effects of 5-iodotubercidin on hepatic fatty acid metabolism mediated by the inhibition of acetyl-CoA carboxylase.  |  García-Villafranca, J. and Castro, J. 2002. Biochem Pharmacol. 63: 1997-2000. PMID: 12093476
  3. Identification of 5-Iodotubercidin as a genotoxic drug with anti-cancer potential.  |  Zhang, X., et al. 2013. PLoS One. 8: e62527. PMID: 23667485
  4. Inhibitory effect of 5-iodotubercidin on pigmentation.  |  Kim, KI., et al. 2017. Biochem Biophys Res Commun. 490: 1282-1286. PMID: 28684314
  5. Crystal structure of ADP-dependent glucokinase from Methanocaldococcus jannaschii in complex with 5-iodotubercidin reveals phosphoryl transfer mechanism.  |  Tokarz, P., et al. 2018. Protein Sci. 27: 790-797. PMID: 29352744
  6. 5'-Iodotubercidin represses insulinoma-associated-1 expression, decreases cAMP levels, and suppresses human neuroblastoma cell growth.  |  Chen, C., et al. 2019. J Biol Chem. 294: 5456-5465. PMID: 30755485
  7. Haspin-dependent and independent effects of the kinase inhibitor 5-Iodotubercidin on self-renewal and differentiation.  |  Karanika, E., et al. 2020. Sci Rep. 10: 232. PMID: 31937797
  8. 5-Iodotubercidin inhibits SARS-CoV-2 RNA synthesis.  |  Zhao, J., et al. 2022. Antiviral Res. 198: 105254. PMID: 35101534
  9. 5-Iodotubercidin Inhibits the Growth of Insulinoma Cells by Inducing Apoptosis.  |  Zheng, B., et al. 2023. Neuroendocrinology.. PMID: 36758529
  10. Identification of the glycogenic compound 5-iodotubercidin as a general protein kinase inhibitor.  |  Massillon, D., et al. 1994. Biochem J. 299 (Pt 1): 123-8. PMID: 8166629
  11. The adenosine kinase inhibitor, 5-iodotubercidin, is not protective against cerebral ischemic injury in the gerbil.  |  Phillis, JW. and Smith-Barbour, M. 1993. Life Sci. 53: 497-502. PMID: 8341136
  12. Stimulation of rat liver glycogen synthesis by the adenosine kinase inhibitor 5-iodotubercidin.  |  Flückiger-Isler, RE. and Walter, P. 1993. Biochem J. 292 (Pt 1): 85-91. PMID: 8503865
  13. A single amino acid substitution makes ERK2 susceptible to pyridinyl imidazole inhibitors of p38 MAP kinase.  |  Fox, T., et al. 1998. Protein Sci. 7: 2249-55. PMID: 9827991

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

5-Iodotubercidin, 1 mg

sc-3531
1 mg
$150.00

5-Iodotubercidin, 5 mg

sc-3531A
5 mg
$455.00

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. 5-Iodotubercidin, sc-3531, is a off-white solid.
Answered by: Chemical Support 4
Date published: 2017-06-02

What is the source for the IC50 information listed for Adenosine Kinase. Can you provide the publication this information was found in?

Asked by: ChemSynth123
Thank you for your question. The IC50 information for 5-Iodotubercidin (CAS 24386-93-4): sc-3531 was found in Ugarkar, B.G. et al. 2000. J. Med. Chem. 43(15): 2883-2893. PMID: 10956196.
Answered by: Chemical Support 7
Date published: 2017-03-10
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Rated 5 out of 5 by from WangWang, et.al. (PubMed ID # 12801934) was able to determine that the ERK inhibitor, 5-iodotubercidin (Cas # 24386-93-4), was effective at non-toxic concentrations in suppressing A 42-induced tau phosphorylation when testing serum starved SK-N-MC cells. -SCBT Publication Review
Date published: 2015-03-14
Rated 5 out of 5 by from One publication (PubMed ID # 16601071) used 5One publication (PubMed ID # 16601071) used 5-Iodotubercidin (Cas # 24386-93-4) to negate ATF2-Thr71-directed activity. -SCBT Publication Review
Date published: 2015-03-14
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5-Iodotubercidin is rated 5.0 out of 5 by 2.
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