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B5386

8-Bromoadenosine 3′,5′-cyclic monophosphate

≥97% (HPLC), powder, protein kinase A activator

Sinonimo/i:

8-Br-A-3:5-MP, 8-Br-cAMP, 8-Bromo-cAMP

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A voi/SKUDisponibilitàPrezzo
5 mg
Per informazioni sulla disponibilità, contatta il Servizio Clienti.
46,50 €
25 mg
Per informazioni sulla disponibilità, contatta il Servizio Clienti.
161,00 €
100 mg
Per informazioni sulla disponibilità, contatta il Servizio Clienti.
528,00 €

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C10H11BrN5O6P
Numero CAS:
Peso molecolare:
408.10
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
245-760-6
MDL number:
Beilstein/REAXYS Number:
591930
Assay:
≥97% (HPLC)
Form:
powder

46,50 €


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Nome del prodotto

8-Bromoadenosine 3′,5′-cyclic monophosphate, ≥97% (HPLC)

Quality Segment

assay

≥97% (HPLC)

form

powder

mp

254 °C (dec.) (lit.)

solubility

aqueous base: soluble, clear

storage temp.

−20°C

SMILES string

Nc1ncnc2n([C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O)c(Br)nc12

InChI

1S/C10H11BrN5O6P/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(21-9)1-20-23(18,19)22-6/h2-3,5-6,9,17H,1H2,(H,18,19)(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

InChI key

DVKQVRZMKBDMDH-UUOKFMHZSA-N

Application

8-Bromoadenosine 3′,5′-cyclic monophosphate has been used:
  • to treat H295R cells as positive controls for CYP19 induction
  • as a membrane permeable cAMP analog to study its effect on short-circuit current (Isc)
  • to investigate its potential as an inducer of differentiation in Wharton′s jelly-derived mesenchymal stem cells (WJ-MSCs)

Biochem/physiol Actions

8-Bromoadenosine 3′,5′-cyclic monophosphate is a cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. 8-Bromoadenosine 3′,5′-cyclic monophosphate activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.
Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP.
8-bromo-adenosine 3′,5′-cyclic monophosphate (8-bromo-cAMP), added to hepatocytes during plating helps to increase the acquisition of beta-adrenoceptors.

Features and Benefits

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

Other Notes

8-Bromoadenosine 3′,5′-cyclic monophosphate is a membrane-permeable cAMP analog.
Sensitive to light and moisture

Disclaimer

Sensitive to light and moisture.

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Questo articolo
B7880B2557B3131
form

powder

form

powder

form

solid

form

powder

assay

≥97% (HPLC)

assay

≥97% (HPLC)

assay

>97% (HPLC)

assay

≥98%

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

aqueous base: soluble, clear

solubility

H2O: 100 mg/mL

solubility

water: soluble

solubility

water: 100 mg/mL, clear, colorless

mp

254 °C (dec.) (lit.)

mp

-

mp

-

mp

-


Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Domande

1–5 di 5 domande  
  1. How can I solubilize 8-Bromoadenosine 3',5'-cyclic monophosphate (Product No. B5386)?

    1 risposta
    1. This product is soluble in alkaline conditions. Sigma routinely tests solubility at 50 mg/ml in 1 N ammonium hydroxide.

      Utile?

  2. How does the storage temperature relate to shipping conditions?

    1 risposta
    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

      Utile?

  3. What is the Department of Transportation shipping information for this product?

    1 risposta
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

      Utile?

  4. What is the difference between Product No. B5386 and Product No. B7880?

    1 risposta
    1. Product No. B5386 is the free acid form of the material, while Product No. B7880 is the sodium salt. The sodium salt aids in the water solubility of the compund.  The biological function of the compounds, once dissolved, is identical.

      Utile?

  5. How can I store solutions of 8-Bromoadenosine 3',5'-cyclic monophosphate (Product No. B5386)?

    1 risposta
    1. The solution should be stored at -20°C, protected from light and will be stable for up to 6 months.

      Utile?

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