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A9501 Sigma-Aldrich

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder

Synonym: 3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP

  • CAS Number 60-92-4

  • Empirical Formula (Hill Notation) C10H12N5O6P

  • Molecular Weight 329.21

  •  Beilstein/REAXYS Number 52645

  •  EC Number 200-492-9

  •  MDL number MFCD00005845

  •  eCl@ss 32160414

  •  PubChem Substance ID 24278245

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Properties

Related Categories A-AM, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
InChI Key   IVOMOUWHDPKRLL-KQYNXXCUSA-N
assay   ≥98.5% (HPLC)
form   powder
color   white
mp   260 °C (dec.) (lit.)
solubility   H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)
storage temp.   −20°C
Gene Information   human ... OPRK1(4986)

Description

Application

Adenosine 3′,5′-cyclic monophosphate has been used:
• as cell culture medium supplement in embryonic spinal neurons
• as a component of ringer solution for perfusion studies
• to induce neuroendocrine differentiation in human lung cancer cell lines

Packaging

1, 5, 25 g in poly bottle

Biochem/physiol Actions

Naturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to inhibit cell proliferation, induce differentiation and lead to apoptosis.

Features and Benefits

This compound is a featured product for ADME Tox and Cyclic Nucleotide research. Discover more featured ADME Tox and Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
AU7357600

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Milli-Q® Water Purification Solutions
Protocols & Articles

Articles

Discover Bioactive Small Molecules for ADME/Tox

A significant number of drugs that fail in clinical trials have been associated with safety issues, including unexpected drug-drug interactions (DDI) or lack of efficacy due to poor pharmacokinetics....
Keywords: Absorption, Bioactive small molecules, Clinical, Metabolism

Discover Bioactive Small Molecules for Cyclic Nucleotides

Transmission of an extracellular signal across the cell membrane is initiated by activation of many types of hormone and neurotransmitter receptors, such as G-protein coupled receptors (GPCRs), and c...
Keywords: Antivirals, Cancer, Cardiovascular, Cellular processes, Diabetes, Diseases, Hormones, Neurotransmitters

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

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