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5-Aminoimidazole-4-carboxamide-1-Beta-D-Ribofuranosyl 5’-Monophosphate

Product Code

TRC-A611705

CAS Number

3031-94-5

Product Format

Neat

Molecular Formula

C9 H15 N4 O8 P

Molecular Weight

338.21

Product Categories

TRC, Dioxins and furans, Nucleobase, nucleoside & nucleotide derivatives, Purines, Additional Toxicology Reference Materials , Nucleotides & nucleosides, Additional pharmaceutical toxicology reference materials, Kinase Modulators, Additional pharmaceutical toxicology research materials, Nucleotides and nucleosides

Purity

>95% (HPLC)

Drug Type

Additional Drugs

Price and availability

48-hour USA dispatch time
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Product Information

Chemical Data

Analyte Name

5-Aminoimidazole-4-carboxamide-1-beta-D-Ribofuranosyl 5'-Monophosphate

CAS Number

3031-94-5

Molecular Formula

C9 H15 N4 O8 P

Molecular Weight

338.21

Accurate Mass

338.0627

SMILES

NC(=O)c1c(N)ncn1[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O

InChI

InChI=1S/C9H15N4O8P/c10-7-4(8(11)16)13(2-12-7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1

IUPAC

[(2R,3S,4R,5R)-5-(4-amino-5-carbamoylimidazol-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate

Product Data

Storage Temperature

-20°C

Shipping Temperature

Room Temperature

Country of Origin

CANADA

Product Format

Neat

Purity

>95% (HPLC)

Product Description

5-Aminoimidazole-4-carboxamide-1-b-D-ribofuranosyl 5’-Monophosphate causes accumulation of monophosphorylated derivative 5-aminoimidaz ole-4-carboxamide ribonucleoside (ZMP) and consequent phosphorylation and activation of AMP-activated protein kinase (AMPK) in intact cells. It is important in treatment of metabolic diseases such as type 2 diabetes.

References: Corton, J., et al.: Eur. J. Biochem., 229, 558 (1995); Towler, M., Hardie, D.: Circ. Res., 100, 328 (2007); Narkar, V., et al.: Cell, 134, 405 (2008);
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