5-Aminoimidazole-4-carboxamide-1-Beta-D-Ribofuranosyl 5’-Monophosphate
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Product Overview
Product Code
TRC-A611705
CAS Number
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
Product Type
ContaminantPurity
>95% (HPLC)
Drug Type
Additional Drugs
Documentation
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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 Type
Contaminant
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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