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About This Item
Empirical Formula (Hill Notation):
C10H10BrN5NaO6P
CAS Number:
Molecular Weight:
430.08
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Beilstein/REAXYS Number:
7739743
Assay:
≥97% (HPLC)
Form:
powder
Product Name
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt, ≥97% (HPLC), powder
Quality Segment
assay
≥97% (HPLC)
form
powder
color
off-white
solubility
H2O: 100 mg/mL
storage temp.
−20°C
SMILES string
[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(Br)nc12
InChI
1S/C10H11BrN5O6P.Na/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);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1
InChI key
DMRMZQATXPQOTP-GWTDSMLYSA-M
General description
8-Bromoadenosine 3′:5′-cyclic monophosphate is a brominated cyclic mononucleotide.
Application
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt has been used:
- to study its effect on fas and caspase-3 mRNA expression and on P4 production in bovine mid luteal cell culture
- used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei
- in superfusion medium for head kidneys stimulation
Biochem/physiol Actions
Cell-permeable cAMP analog with greater resistance to hydrolysis by phosphodiesterases than cAMP.
Cell-permeable cAMP analog having greater resistance to hydrolysis by phosphodiesterases than cAMP. Activates protein kinase A, inhibits growth, decreases proliferation, increases differentiation, and induces apoptosis of cultured cells.
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
Membrane-permeable cAMP analog.
Disclaimer
Sensitive to light and moisture.
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Storage Class
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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