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Merck

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:
30275-80-0
Molecular Weight:
455.29
NACRES:
NA.77
PubChem Substance ID:
24724421
UNSPSC Code:
12352200
MDL number:
MFCD01074967
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
Storage condition:
desiccated

Key Documents

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Product Name

6-Bnz-cAMP sodium salt, ≥98% (HPLC)

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

SMILES string

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

InChI key

SPYGSKQRPXISIB-FKVBDRBCSA-M

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

Quality Level

100

Related Categories

Biochem/physiol Actions

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000117647
0000117647
0000122619
074M4701V
053M4705V

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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
D O Quissell et al.
Critical reviews in oral biology and medicine : an official publication of the American Association of Oral Biologists, 4(3-4), 443-448 (1993-01-01)
A series of cAMP analogs that have different specificities for the two different binding sites on the regulatory subunit of type I and type II cAMP-dependent protein kinase (PKA) were used to determine whether selective activation of type I or
R A Prosser et al.
Proceedings of the National Academy of Sciences of the United States of America, 86(17), 6812-6815 (1989-09-01)
The suprachiasmatic nuclei (SCN) of mammals contain a circadian clock that synchronizes behavioral and physiological rhythms to the daily cycle of light and darkness. We have been probing the biochemical substrates of this endogenous pacemaker by examining the ability of
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