B5386
8-Bromoadenosine 3′,5′-cyclic monophosphate
≥97% (HPLC), powder, protein kinase A activator
Synonym(s):
8-Br-A-3:5-MP, 8-Br-cAMP, 8-Bromo-cAMP
About This Item
product name
8-Bromoadenosine 3′,5′-cyclic monophosphate, ≥97% (HPLC)
Quality Level
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
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Related Categories
Application
- 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
Features and Benefits
Other Notes
Caution
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
Certificates of Analysis (COA)
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How does the storage temperature relate to shipping conditions?
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. See Shipping and Storage for more information.
Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
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What is the Department of Transportation shipping information for this product?
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.
How can I solubilize 8-Bromoadenosine 3',5'-cyclic monophosphate (Product No. B5386)?
This product is soluble in alkaline conditions. Sigma routinely tests solubility at 50 mg/ml in 1 N ammonium hydroxide.
How can I store solutions of 8-Bromoadenosine 3',5'-cyclic monophosphate (Product No. B5386)?
The solution should be stored at -20°C, protected from light and will be stable for up to 6 months.
What is the difference between Product No. B5386 and Product No. B7880?
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.
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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.
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