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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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