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HomeProduct name list5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

Synonym(s):AICAR monophosphate;AICA-Ribotide, AICAr Monophosphate, ZMP, AMPK Signaling Activator IV;N1-(β-D-5′-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide;ZMP

  • CAS NO.:3031-94-5
  • Empirical Formula: C9H15N4O8P
  • Molecular Weight: 338.21
  • MDL number: MFCD00057264
  • EINECS: 221-212-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-05 08:26:49
5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE Structural

What is 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE?

Chemical properties

White Powder With Pink Tinge.

The Uses of 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

AICAR monophosphate is a 5′′-phosphorylated analog of cell permeable AICAR that mimics AMP. AICAR is an adenosine monophophate (AMP)-activated protein kinase (AMPK) activator/agonist.

What are the applications of Application

AICA-Riboside, 5′-Phosphate is an AMP-activated protein kinase (AMPK) activator mimic

Definition

ChEBI: AICA ribonucleotide is a 1-(phosphoribosyl)imidazolecarboxamide that is acadesine in which the hydroxy group at the 5' position has been converted to its monophosphate derivative. It has a role as a cardiovascular drug, a plant metabolite, a human metabolite, an Escherichia coli metabolite, a Saccharomyces cerevisiae metabolite and a mouse metabolite. It is a 1-(phosphoribosyl)imidazolecarboxamide and an aminoimidazole. It is functionally related to an acadesine. It is a conjugate acid of a 5-amino-1-(5-phospho-D-ribosyl)imidazole-4-carboxamide(2-).

General Description

5-Aminoimidazole-4-carboxamide-1-β-D-ribofuranosyl 5′-monophosphate (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 can play an important regulatory role.

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.

Properties of 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

Melting point: 198-202°C dec.
Boiling point: 845.3±75.0 °C(Predicted)
Density  2.30±0.1 g/cm3(Predicted)
storage temp.  -20°C
solubility  DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly)
form  White to light pink solid
pka 1.86±0.10(Predicted)
color  White to Pink
optical activity [α]/D -69.0±3.0°, c = 0.1 in sodium bicarbonate
Stability: Hygroscopic

Safety information for 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

Computed Descriptors for 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

InChIKey UDYDDOATBNVEES-UUOKFMHZSA-N

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