5-Iodotubercidin

Cat. No. 1745 6 Citations Submit a Review Datasheet / COA / SDS

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Description: Potent adenosine kinase inhibitor; also inhibits nucleoside transporters and a range of other kinases

Chemical Name: 5-Iodo-7-β-D-ribofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Purity: ≥97% (HPLC)

Datasheet

Citations (6)

Reviews

Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity for 5-Iodotubercidin

5-Iodotubercidin is a potent adenosine kinase inhibitor (IC₅₀ = 26 nM). Also nucleoside transporter inhibitor (IC₅₀ values are < 25 nM, 7 μM and 15 μM for inhibition of [³H]adenosine, [³H]uridine and [³H]formycin B uptake respectively). Strongly stimulates glycogen synthesis in hepatocytes via activation of glycogen synthase. Also inhibits CK1, insulin receptor tyrosine kinase, phosphorylase kinase, PKA, CK2 and PKC (IC₅₀ values are 0.4, 3.5, 5-10, 5-10, 10.9 and 27.7 μM respectively). Decreases hippocampal DNA methylation through adenosine kinase inhibition in vivo.

Technical Data for 5-Iodotubercidin

M. Wt	392.15
Formula	C₁₁H₁₃IN₄O₄
Storage	Store at -20°C
Purity	≥97% (HPLC)
CAS Number	24386-93-4
PubChem ID	97297
InChI Key	WHSIXKUPQCKWBY-IOSLPCCCSA-N
Smiles	O[C@H]([C@H](O)[C@@H](CO)O3)[C@@H]3N1C2=C(C(N)=NC=N2)C(I)=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for 5-Iodotubercidin

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
Solubility	DMSO	19.61	50

Preparing Stock Solutions for 5-Iodotubercidin

The following data is based on the product molecular weight 392.15. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	5.1 mL	25.5 mL	51 mL
2.5 mM	1.02 mL	5.1 mL	10.2 mL
5 mM	0.51 mL	2.55 mL	5.1 mL
25 mM	0.1 mL	0.51 mL	1.02 mL

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Product Datasheets for 5-Iodotubercidin

Certificate of Analysis / Product Datasheet

Safety Datasheet

References for 5-Iodotubercidin

References are publications that support the biological activity of the product.

Massillon et al (1994) Identification of the glycogenic compound 5-iodotubercidin as a general protein kinase inhibitor. Biochem.J. 299 123 PMID: 8166629

Parkinson and Geiger (1996) Effects of iodotubercidin on adenosine kinase activity and nucleoside transport in DDT₁ MF-2 smooth muscle cells. J.Pharmacol.Exp.Ther. 277 1397 PMID: 8667202

Ugarkar et al (2000) Adenosine kinase inhibitors. 1. Synthesis, enzyme inhibition, and antiseizure activity of 5-iodotubercidin analogues. J.Med.Chem. 43 2883 PMID: 10956196

Williams-Karnesky et al (2013) Epigenetic changes induced by adenosine augmentation therapy prevent epileptogenesis. J.Clin.Invest. 123 3552 PMID: 23863710

If you know of a relevant reference for 5-Iodotubercidin, please let us know.

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