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A9501

Sigma-Aldrich

Adenosine 3′,5′-cyclic monophosphate

≥98.5% (HPLC), powder, PKA activator

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H12N5O6P
Numero CAS:
60-92-4
Peso molecolare:
329.21
Beilstein:
52645
Numero CE:
200-492-9
Numero MDL:
MFCD00005845
Codice UNSPSC:
41106305
eCl@ss:
32160414
ID PubChem:
24278245
NACRES:
NA.77

product name

Adenosine 3′,5′-cyclic monophosphate, ≥98.5% (HPLC), powder

Livello qualitativo

200

Saggio

≥98.5% (HPLC)

Forma fisica

powder

Colore

white

Punto di fusione

260 °C (dec.) (lit.)

Solubilità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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
IVOMOUWHDPKRLL-KQYNXXCUSA-N

Informazioni sul gene

human ... OPRK1(4986)

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Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Generation of human brain region-specific organoids using a miniaturized spinning bioreactor
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