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Merck
CN

B4560

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:
Molecular Weight:
455.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Storage condition:
desiccated
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Quality Level

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.
6-Bnz-cAMP is a membrane-permeable and selective cAMP-dependent protein kinase (PKA) activator.

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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R A Steinberg et al.
The Journal of biological chemistry, 271(44), 27630-27636 (1996-11-01)
The guanidinium groups of conserved arginines in the two intrachain cAMP-binding sites of regulatory (R) subunit of cAMP-dependent protein kinase have been implicated in the allosteric interactions by which cAMP binding leads to kinase activation. We have investigated the functional
W Eskild et al.
Biochemical and biophysical research communications, 152(3), 1504-1510 (1988-05-16)
The levels of mRNA for cellular retinol binding protein (CRBP) were studied in primary rat Sertoli cell cultures treated with cAMP analogues and retinol. In the presence of cyclic AMP analogues a dose- and time-dependent reduction (70-90%) of the levels
B M Hokland et al.
The Journal of biological chemistry, 268(34), 25343-25349 (1993-12-05)
The interaction of high density lipoprotein with its putative receptor stimulates translocation and efflux of intracellular sterols by a process involving activation of protein kinase C. This study shows that activation of cAMP-dependent protein kinase also stimulates efflux of intracellular
Kevin W-H Lo et al.
Journal of tissue engineering and regenerative medicine, 6(1), 40-48 (2011-02-12)
Osteoblastic differentiation is an important landmark for bone formation, bone repair and regeneration; however, it is a very complex process controlled by different signalling mechanisms. Several groups have reported that the cyclic adenosine monophosphate (cAMP) signalling system is responsible for
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).

Global Trade Item Number

SKUGTIN
B4560-1VL04061833429815

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