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B4560

Sigma-Aldrich

6-Bnz-cAMP sodium salt

≥98% (HPLC)

Synonym(s):

N6-Benzoyladenosine-3′,5′-cyclic monophosphate sodium salt

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About This Item

Empirical Formula (Hill Notation):
C17H15N5O7PNa
CAS Number:
30275-80-0
Molecular Weight:
455.29
MDL number:
MFCD01074967
UNSPSC Code:
12352200
PubChem Substance ID:
24724421
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

packaging

vial of 10 μmol

storage condition

desiccated

color

white

solubility

H2O: freely soluble

shipped in

dry ice

storage temp.

−70°C

SMILES string

[Na+].O[C@@H]1[C@@H]2OP([O-])(=O)OC[C@H]2O[C@H]1n3cnc4c(NC(=O)c5ccccc5)ncnc34

InChI

1S/C17H16N5O7P.Na/c23-12-13-10(6-27-30(25,26)29-13)28-17(12)22-8-20-11-14(18-7-19-15(11)22)21-16(24)9-4-2-1-3-5-9;/h1-5,7-8,10,12-13,17,23H,6H2,(H,25,26)(H,18,19,21,24);/q;+1/p-1/t10-,12-,13-,17-;/m1./s1

InChI key

SPYGSKQRPXISIB-FKVBDRBCSA-M

Biochem/physiol Actions

6-Bnz-cAMP is a membrane permeable and selective cAMP-dependent protein kinase (PKA) activator. For preferential stimulation of cAK type I, a combination with the site B selective analog 8-HA-cAMP or 8-AHA-cAMP can be used.

Features and Benefits

This compound is featured on the PKA & PKG page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R Bøe et al.
British journal of cancer, 72(5), 1151-1159 (1995-11-01)
8-Cl-cAMP and 8-NH2-cAMP induced MCF-7 cell death. The type(s) of cell death were studied in more detail and compared with the cell death type (apoptosis) induced by okadaic acid, an inhibitor of serine/threonine phosphatases. By morphological criteria dying cells showed
N A Abumrad et al.
The Journal of biological chemistry, 261(28), 13082-13086 (1986-10-05)
Membrane transport of long chain fatty acids in the isolated adipocyte can be stimulated 5-10-fold by epinephrine (Abumrad, N. A., Perry, P. R., and Whitesell, R. R. (1985) J. Biol. Chem. 260, 9969-9971). This study shows that isoproterenol and norepinephrine
A H Ree et al.
Clinical & experimental metastasis, 14(4), 381-388 (1996-09-01)
Regulation of two genes involved in tumor invasion, the matrix metalloproteinase (MMP)-1 and the tissue inhibitor of MMP (TIMP)-1, by activators of protein kinase C (PKC) or protein kinase A (PKA) was studied in MCF-7 mammary adenocarcinoma cells. The basal
K E Fladmark et al.
Hepatology (Baltimore, Md.), 25(4), 847-855 (1997-04-01)
The hepatocytes in the mature normal liver are tightly coupled through gap junctions, except during compensatory hyperplasia (regeneration) after partial hepatectomy when the gap junctions become down-regulated. The significance of this down-regulation has been a long-standing enigma. The present study
H Kita et al.
Journal of immunology (Baltimore, Md. : 1950), 146(8), 2712-2718 (1991-04-15)
We have investigated the effects of cAMP on Ig-induced human eosinophil activation. Stimulation of human normodense eosinophils with IgG- or secretory IgA (sIgA)-coated Sepharose beads induced cellular degranulation, as measured by the release of the granule protein, eosinophil-derived neurotoxin (EDN).
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