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5-Iodotubercidin (CAS 24386-93-4) LS-H48

ERK2 inhibitor
LS-H48-100 / 100 µg / $165
LS-H48-250 / 250 µg / $185
LS-H48-1000 / 1000 µg / $215
LS-H48-5000 / 5000 µg / $345
USA Shipment Only
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Description: 5-Iodotubercidin (Itu) is an adenosine derivative that initiates glycogen synthesis in hepatocytes by causing inactivation of phosphorylase alpha and activation of glycogen synthase alpha (maximal effects with ~20 µM Itu). It can inhibit a broad range of PKs including PKA (IC50 = 5-10 µM), phosphorylase kinase (IC50 = 5-10 µM), casein kinase I (IC50 = 0.4 µM) and II (IC50 = 10.9 µM), and PKC (IC50 = 0.4 µM), which appears to account for its glycogenic action. Itu is also a highly potent inhibitor of ERK2 (Ki = 525 nM), a protein kinase with important roles in cell proliferation. Mediated by the inhibition of acetyl-CoA carboxylase, Itu increases fatty acid oxidation activity of the liver at the expense of lipogenesis. H48_ChemicalStructureImage.png
5-iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Itu
NSC113939
biochemical, chemical, inhibitor
LS-H48
24386-93-4
C11H13IN4O4
≥95%
A solution in ethanol
 
IC1=CN([C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)C3=C1C(N)=NC=N3
InChI=1S/C11H13IN4O4/c12-4-1-16(10-6(4)9(13)14-3-15-10)11-8(19)7(18)5(2-17)20-11/h1,3,5,7-8,11,17-19H,2H2,(H2,13,14,15)/t5-,7-,8-,11-/m1/s1
WHSIXKUPQCKWBY-IOSLPCCCSA-N
Shipped Ambient, store at -20°C, ≥ 1 year shelf life.
This product is for research use only. Not for administration to humans, or for human or veterinary diagnostic or therapeutic use.
Data Sheet DataSheet    SDS SDS
Related Products: ERK1 + ERK2 related products

Usage Information

Itu is supplied as a solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice. Itu is soluble in organic solvents such as DMSO and dimethyl formamide. The solubility of Itu in these solvents is approximately 25 and 10 mg/ml, respectively. Further dilutions of the stock solution into aqueous buffers or isotonic saline should be made prior to performing biological experiments. Ensure that the residual amount of organic solvent in insignificant, since organic solvents may have physiological effects at low concentrations. If an organic solvent-free solution of Itu is needed, it can be prepared by evaporating the ethanol and directly dissolving the neat oil in aqueous buffers including 0.1 M hydrogen chloride (0.7 mg/ml) and 0.1 M sodium hydroxide (0.8 mg/ml). We do not recommend storing the aqueous solution for more than one day.

References:
  1. Flückiger-Isler, R.E. and Walter, P. Stimulation of rat liver glycogen synthesis by the adenosine kinase inhibitor 5-iodotubercidin. Biochem J. 292, 85-91 (1993).
  2. Massillon, D., Stalmans, W., van de Werve, G., et al. Identification of the glycogenic compound 5-iodotubercidin as a general protein kinase inhibitor. Biochem J. 299, 123-128 (1994).
  3. Fox, T., Coll, J.T., Xie, X., et al. A single amino acid substitution makes ERK2 susceptible to pyridinyl imidazole inhibitors of p38 MAP kinase. Protein Science 7, 2249-2255 (1998).
  4. García-Villafranca, J. and Castro, J. Effects of 5-iodotubercidin on hepatic fatty acid metabolism mediated by the inhibition of acetyl-CoA carboxylase. Biochem. Pharmacol. 63, 1997-2000 (2002).

 


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