This product is soluble in water at 100 mg/ml. The stability of this product in solution form has not been determined. However, the same product with identical CAS number 76939-46-3 is available in the Calbiochem brand portfolio under product number 203800. For this product, the recommended storage conditions in solution form are as follows: after reconstitution, aliquot and freeze at -20°C. Stock solutions are stable for up to 3 months at -20°C. It is advised to avoid pH levels greater than 8.5. Storage conditions at 4°C or -80°C have not been determined.
B7880
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt
8-Bromoadenosine 3′,5′-cyclic monophosphate sodium salt
≥97% (HPLC), powder
Synonym(s):
8-Br-cAMP
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About This Item
Empirical Formula (Hill Notation):
C10H10BrN5NaO6P
CAS Number:
Molecular Weight:
430.08
Beilstein:
7739743
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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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
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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[1]
- used to treat choriocarcinoma BeWo cell line and study its effect on cell viability, apoptosis and morphological changes in the nuclei[2]
- in superfusion medium for head kidneys stimulation[3]
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.
Caution
Sensitive to light and moisture.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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.
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Possible roles of intracellular cyclic AMP, protein kinase C and calcium ion in the apoptotic signaling pathway in bovine luteal cells}
Tatsukawa Y, et al.
Journal of Reproduction and Development, 52(4), 517-522 (2006)
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
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Mitogen-activated protein kinase phosphatase 1 (MKP-1) expression is induced by inflammatory factors, and it is an endogenous suppressor of inflammatory response. MKP-1 expression is increased by PDE4 inhibitor rolipram suggesting that it is regulated by cAMP-enhancing compounds. Therefore, we investigated
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What is the storage stability of aliquots [1mM] at 4°C, -20°C and -80°C?
1 answer-
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