5-Iodotubercidin CAS: 24386-93-4
MF: C11H13IN4O4
MW: 392.15
A potent and competitive inhibitor of ERK 2, PKA, and ADK.

5-Iodotubercidin (CAS 24386-93-4)

5-Iodotubercidin | CAS 24386-93-4 is rated 5.0 out of 5 by 2.
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Synonym: 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4- amine
Application: 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
* Refer to Certificate of Analysis for lot specific data (including water content).
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5-Iodotubercidin (Itu) has been shown to inhibit mitogen-activated protein kinase (ERK2) (Ki = 525 nM), adenosine kinase (ADK) (Ki = 30 nM), casein kinases 1 & 2 (CSNK1A1 & CSNK2A1), protein kinase A (PKA) and insulin receptor kinase (IC50 ranging from 0.4-28 μM). Itu has been suggested to be a general protein kinase inhibitor


References

1. Fox, T., et al. 1998. Protein Sci. 7 :2249-2255. PMID: 9827991
2. Massillon, D., et al. 1994. Biochem. J. 299: 123-128. PMID: 8166629
3. Flυckiger-Isler, R.E. and Walter, P. 1993. Biochem. J. 292 : 85-91. PMID: 8503865
4. Ugarkar, B.G. et al. 2000. J. Med. Chem. 43(15): 2883-2893. PMID: 10956196

Physical State :
Solid
Solubility :
Soluble in DMSO (25 mg/ml), 100% ethanol (8 mg/ml warm), 0.1 M HCl (0.7 mg/ml), 0.1 M NaOH (0.8 mg/ml), methanol, and 1:1 mixture of DMSO:methanol (17 mg/ml).
Storage :
Store at -20° C
Melting Point :
216-217° C
Boiling Point :
701.48° C at 760 mmHg (Predicted)
Density :
2.50 g/cm3 (Predicted)
Refractive Index :
n20D 1.92 (Predicted)
IC50 :
Adenosine kinase: IC50 = 26 nM (human); [3H]-uridine uptake : IC50 = 7 nM; [3H]-formycin B uptake : IC50 = 15 nM; [3H]-adenosine uptake : IC50 < 25 nM; CK1: IC50 = 0.4 µM; Insulin receptor tyrosine kinase: IC50 = 3.5 µM; Phosphorylase kinase: IC50 = 5-10 µM; PKA: IC50 = 5-10 µM; CK2: IC50 = 10.9 µM; PKC: IC50 = 27.7 µM
Ki Data :
MAP kinase ERK2: Ki= 530 nM (human); Adenosine kinase: Ki= 30 nM (human)
pK Values :
pKa: 12.33 (Predicted), pKb: 4.70 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
97297
MDL Number :
MFCD00055131
SMILES :
C1=C(C2=C(N1[[email protected]]3[[email protected]@H]([[email protected]@H]([[email protected]](O3)CO)O)O)N=CN=C2N)I

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Certificate of Analysis

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5-Iodotubercidin  Product Citations

See how others have used 5-Iodotubercidin. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 13 total

PMID: # 28684314  Kim, KI. et al. 2017. Biochem. Biophys. Res. Commun. 490: 1282-1286.

PMID: # 22077590  Roig, B. et al. 2012. Journal of neurochemistry. 120: 408-18.

PMID: # 19564447  Lebakken, CS. et al. 2009. 14: 924-935.

PMID: # 18195011  Qin, S. et al. 2008. J. Biol. Chem. 283: 6744-6751.

PMID: # 16920716  Slominska, EM. et al. 2006. J. Biol. Chem. 281: 32057-32064.

PMID: # 16258030  Zhang, L. et al. 2006. Am. J. Physiol. Heart Circ. Physiol. 290: H1235-H1243.

PMID: # 16601071  Baan, B. et al. 2006. Mol. Endocrinol. 20: 1786-1795.

PMID: # 12801934  Wang, HY. et al. 2003. J. Biol. Chem. 278: 31547-31553.

PMID: # 14692505  Singh, P. et al. 2003. J Enzyme Inhib Med Chem. 18: 395-402.

PMID: # 7629106  Wakade, AR. et al. 1995. J. Biol. Chem. 270: 17986-17992.

Citations 1 to 10 of 13 total

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 Wang Wang, 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 5 One 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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