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A2252 Sigma-Aldrich

Adenosine 5′-monophosphate monohydrate

from yeast, ≥97%

Synonym: 5′-AMP, 5′-Adenylic acid, A-5′-P, AMP

  • CAS Number 18422-05-4

  • Empirical Formula (Hill Notation) C10H14N5O7P · H2O

  • Molecular Weight 365.24

  •  Beilstein/REAXYS Number 54612

  •  MDL number MFCD00149360

  •  eCl@ss 32160414

  •  PubChem Substance ID 24890637

  •  NACRES NA.51

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Properties

Related Categories Biochemicals and Reagents, Nucleosides, Nucleotides, Oligonucleotides, Nucleotides More...
biological source   yeast
assay   ≥97%
solubility   1 M NH4OH: soluble 50 mg/mL, clear, colorless
  H2O: soluble (with addition of mild alkali)
storage temp.   −20°C
SMILES string   O[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1COP(O)(O)=O.O
InChI   1S/C10H14N5O7P.H2O/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20);1H2/t4-,6-,7-,10-;/m1./s1
InChI key   ZOEFQKVADUBYKV-MCDZGGTQSA-N

Description

Application

Adenosine 5′-monophosphate (5′AMP) is suitable for use as
• a reagent in the synthesis of adenosine-5′-phosphoimidazolide
• an activator of phosphorylase b in the polymerization reaction for the synthesis of branched polysaccharides
• an inhibitor of endogenous NMN adenylyltransferase (NMNAT) activity that converts NMN to NAD+

Packaging

5, 25, 100 g in poly bottle

Biochem/physiol Actions

Adenosine 5′-monophosphate (5′-AMP) has many uses in nature. 5′-AMP is an activator of a class of protein kinases known as AMP-activated protein kinase (AMPK). AMP inhibits dephosphorylation of AMPK and promotes phosphorylation of AMPK by upstream kinases.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Insulin Signaling and Energy Homeostasis

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism ...
Linda Stephenson, Ph.D.
Biofiles v6 n4, 2011
Keywords: Apoptosis, Biological processes, Carboxylations, Catalog, Diabetes, Gene expression, Gluconeogenesis, Glycolysis, Hormones, Metabolism, Metabolites, Transcription, Transduction, Type

Peer-Reviewed Papers
15

References

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