Merck
  • A9501
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A9501

Sigma-Aldrich

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder

Synonym(s):
3′,5′-Cyclic AMP, Adenosine 3′,5′-cyclophosphate, cAMP
Empirical Formula (Hill Notation):
C10H12N5O6P
CAS Number:
Molecular Weight:
329.21
Beilstein:
52645
Numer EC:
Numer MDL:
eCl@ss:
32160414
Identyfikator substancji w PubChem:
NACRES:
NA.77

Próba

≥98.5% (HPLC)

forma

powder

kolor

white

mp

260 °C (dec.) (lit.)

rozpuszczalność

H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)

temp. przechowywania

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI key

IVOMOUWHDPKRLL-KQYNXXCUSA-N

Gene Information

human ... OPRK1(4986)

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This Item
A1752C7344A2252
assay

≥98.5% (HPLC)

assay

≥99%

assay

≥90% (HPLC)

assay

≥97%

form

powder

form

powder

form

lyophilized powder

form

powder

color

white

color

-

color

-

color

-

solubility

H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)

solubility

H2O: soluble

solubility

-

solubility

1 M NH4OH: soluble 50 mg/mL, clear, colorless, H2O: soluble (with addition of mild alkali)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

200

Zastosowanie

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

Działania biochem./fizjol.

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.

Cechy i korzyści

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.

Kod klasy składowania

11 - Combustible Solids

WGK

WGK 3

Temperatura zapłonu °F

Not applicable

Temperatura zapłonu °C

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)


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