B7880
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt
≥97% (HPLC), PKA activator, powder
Synonym(s):
8-Br-cAMP
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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
Product Name
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt, ≥97% (HPLC), powder
Quality Level
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 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.
Cell-permeable cAMP analog with greater resistance to hydrolysis by phosphodiesterases than cAMP.
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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Related Content
Product Information Sheet
Corticotropin-releasing factor (CRF) and CRF-binding protein expression in and release from the head kidney of common carp: evolutionary conservation of the adrenal CRF system
Huising MO, et al.
The Journal of Endocrinology, 193(3), 349-357 (2007)
Effects of corticotrophin releasing hormone (CRH) on cell viability and differentiation in the human BeWo choriocarcinoma cell line: a potential syncytialisation inducer distinct from cyclic adenosine monophosphate (cAMP)
Chen Y, et al.
Reproductive Biology and Endocrinology, 11(1), 30-30 (2013)
Maren Schwenke et al.
PloS one, 8(1), e54336-e54336 (2013-01-26)
Human implantation involves extensive tissue remodeling at the fetal-maternal interface. It is becoming increasingly evident that not only trophoblast, but also decidualizing endometrial stromal cells are inherently motile and invasive, and likely contribute to the highly dynamic processes at the