Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  Biochemical Engineering >  Nucleoside drugs >  Nucleoside Intermediates >  5-IODOTUBERCIDIN

5-IODOTUBERCIDIN

Basic information Safety Supplier Related

5-IODOTUBERCIDIN Basic information

Product Name:
5-IODOTUBERCIDIN
Synonyms:
  • 7-IODO-7-DEAZAADENOSINE
  • 5-IODOTUBERCIDIN
  • 5-IODOTUBERICIDIN
  • 4-AMINO-5-IODO-7-(BETA-D-RIBOFURANOSYL)PYRROLO[2,3-D]PYRIMIDINE
  • IODOTUBERCIDIN
  • ITU
  • Iodotubercidin,Itu
  • 4-Amino-5-iodo-7-(b-D-ribofuranosyl)pyrrolo[2,3-d]pyrimidine
CAS:
24386-93-4
MF:
C11H13IN4O4
MW:
392.15
EINECS:
200-001-2
Product Categories:
  • Bases & Related Reagents
  • Inhibitors
  • Miscellaneous Natural Products
  • Nucleotides
  • Protein Kinase Inhibitors and Activators
Mol File:
24386-93-4.mol
More
Less

5-IODOTUBERCIDIN Chemical Properties

Melting point:
216-217°C dec.
Boiling point:
701.5±60.0 °C(Predicted)
Density 
2.49±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
0.1 M HCl: 0.7 mg/mL
form 
solid
pka
12.33±0.70(Predicted)
color 
tan
Stability:
Store tightly sealed at 4°C; Light Sensitive
InChIKey
WHSIXKUPQCKWBY-IOSLPCCCSA-N
CAS DataBase Reference
24386-93-4
More
Less

Safety Information

WGK Germany 
3
HS Code 
29349990

MSDS

More
Less

5-IODOTUBERCIDIN Usage And Synthesis

Chemical Properties

Tan Solid

Uses

An analogue of the antibiotic tubercidin, a pyrrolo[2,3-d]pyrimidine nucleoside antibiotic. A potent inhibitor of adenosine kinase from rat or guinea pig brain. Inhibits uptake of 3H-adenosine into brain slices.

Uses

A potent and competitive inhibitor of ERK2, PKA, and ADK.

Uses

5-Iodotubercidin has been used for the inhibition of retinoblastoma cells, astroglial cultures and for the inhibition of adenosine kinase in human umbilical vein endothelial cells (HUVECs).

General Description

solubility: 10 mg/mL in DMSO

Biological Activity

Potent adenosine kinase inhibitor (IC 50 = 26 nM) and nucleoside transporter inhibitor (IC 50 values are 7, 15 and < 25 nM for inhibition of [ 3 H]-uridine, [ 3 H]-formycin B and [ 3 H]-adenosine 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 (IC 50 values are 0.4, 3.5, 5-10, 5-10, 10.9 and 27.7 μ M respectively).

Biochem/physiol Actions

Potent inhibitor of adenosine uptake into brain, and of adenosine kinase and subsequent metabolism of adenine nucleotides. In cultured rat hepatocytes, 5-iodotubercidin inhibits both acetyl-CoA carboxylase and de novo synthesis of fatty acids and cholesterol.

storage

Store at -20°C

References

[1]. xin zhang, deyong jia, huijuan liu, et al. identification of 5-iodotubercidin as a genotoxic drug with anti-cancer potential. plos one, 2013, 8(5):e62527.
[2]. jaoek park and radhey s. gupta. adenosine: a key link between metabolism and brain activity: adenosine metabolism, adenosine kinase, and evolution. new york: springer science+business media, 2013.
[3]. 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., 2002, 63(11):1997-2000.
[4]. haiyan chen, ji-ping wang, richard j. santen, et al. adenosine monophosphate activated protein kinase (ampk), a mediator of estradiol-induced apoptosis in long-term estrogen deprived breast cancer cells. apoptosis, 2015, 20:821-830.

5-IODOTUBERCIDINSupplier

Fuyang Ziyi Biological Pharmaceutical Co., Ltd. Gold
Tel
19308655899
Email
2677609105@qq.com
Maanshan geneyan biotech Co.,LTD Gold
Tel
18913822354
Email
market@geneyan-bio.com
Porse Fine Chemical Co.,LTD Gold
Tel
20-66003216 18666003216
Email
info@porsefinechemical.com
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Email
jkinfo@jkchemical.com
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Email
3bsc@sina.com