3031-94-5 Usage
Description
5'-Aminoimidazole-4-carboxamide-1-beta-D-ribofuranosyl 5'-monophosphate, also known as AICAR monophosphate, is an intermediate metabolite in the purine de novo synthesis pathway and a potent activator of the human AMP-activated protein kinase (AMPK) activity in vitro. It is a white powder with a pink tinge and can play an important regulatory role in various biological processes.
Uses
Used in Pharmaceutical Industry:
AICAR monophosphate is used as a 5'-phosphorylated analog of cell permeable AICAR that mimics AMP. It is an adenosine monophosphate (AMP)-activated protein kinase (AMPK) activator/agonist, which can be used for the development of drugs targeting AMPK-related diseases and conditions.
Used in Research Applications:
AICAR monophosphate is used as a research tool for studying the role of AMPK in various cellular processes, including metabolism, cell growth, and apoptosis. It can help researchers understand the mechanisms of AMPK activation and its potential therapeutic applications.
Used in Drug Development:
AICAR monophosphate can be used in the development of drugs targeting AMPK-related diseases and conditions, such as metabolic disorders, neurodegenerative diseases, and cancer. Its ability to activate AMPK makes it a promising candidate for the development of novel therapeutic agents.
Used in Diagnostic Applications:
AICAR monophosphate can be used in diagnostic assays to measure AMPK activity and its regulation in various biological samples. This can help in the identification of potential biomarkers and the development of diagnostic tools for AMPK-related diseases.
Biochem/physiol Actions
A 5′-phosphorylated analog of cell permeable AICAR that mimics adenosine monophosphate (AMP). It is an AMP-activated protein kinase (AMPK) activator.In humans, 5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (AICAR) is found to be accumulated in numerous metabolic diseases. It can increase the endurance of sedentary mice. AICAR exhibits antiproliferative effects. It can induce apoptosis of aneuploid cells.
Check Digit Verification of cas no
The CAS Registry Mumber 3031-94-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,3 and 1 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3031-94:
(6*3)+(5*0)+(4*3)+(3*1)+(2*9)+(1*4)=55
55 % 10 = 5
So 3031-94-5 is a valid CAS Registry Number.
3031-94-5Relevant articles and documents
Carrington,Shaw
, p. 1957 (1968)
Facile solid-phase synthesis of AICAR 5-monophosphate (ZMP) and its 4-N-Alkyl derivatives
Oliviero, Giorgia,D'Errico, Stefano,Borbone, Nicola,Amato, Jussara,Piccialli, Vincenzo,Piccialli, Gennaro,Luciano, Mayoi
experimental part, p. 1517 - 1524 (2010/06/16)
We report herein a facile, solid-phase synthesis of 5-aminol-β-D- ribofuranosylimidazole-4-carboxamide-5'-monophosphate (ZMP), a biosynthetic precursor of purine nucleotides, as well as a small collection of its 4-N-alkyl derivatives. The very difficult, direct, chemical phosphorylation of 5-amino-lβ-D-ribofuranosylimidazole-4-carboxamide (AICAR) was circumvented by installing a suitable, fully protected, phos phate group on the 5'-position of A-l-(2,4-dinitrophenyl)inosine, connected to the solid support through the 2',3'-positions, prior to the purine degradation, which led to the 5amino-imidazole-4-ca:rboxamide moiety. A plausible reaction mechanism for the formation of the ZMP imidazole was also reported.
