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P0872

8-PIP-cAMP

Name: 8-PIP-cAMP
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

8-Piperidinoadenosine 3′,5′-monophosphate sodium salt

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₀N₆O₆PNa

CAS Number:

31357-06-9

Molecular Weight:

434.32

NACRES:

NA.77

PubChem Substance ID:

24724572

UNSPSC Code:

12352200

MDL number:

MFCD06798348

Assay:

≥98% (HPLC)

Form:

solid

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assay

≥98% (HPLC)

form

solid

packaging

pkg of 10 μmol

color

white

solubility

H₂O: freely soluble

shipped in

dry ice

storage temp.

−70°C

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)c(nc12)N5CCCCC5

InChI

1S/C15H21N6O6P.Na/c16-12-9-13(18-7-17-12)21(15(19-9)20-4-2-1-3-5-20)14-10(22)11-8(26-14)6-25-28(23,24)27-11;/h7-8,10-11,14,22H,1-6H2,(H,23,24)(H2,16,17,18);/q;+1/p-1/t8-,10-,11-,14-;/m1./s1

InChI key

FNCWZMQKRRKCEF-ZBMQJGODSA-M

Biochem/physiol Actions

Selective cAMP-dependent protein kinase (PKA) activator. Site selective cyclic AMP analog with high selectivity for site A of protein kinase A type I and for site B of type II. Acts synergistically together with analogs having opposite site-selectivity.

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

064K4727

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8-Cl-cAMP and PKA I-selective cAMP analogs effectively inhibit undifferentiated thyroid cancer cell growth.

Elisa Stellaria Grassi et al.

Endocrine, 56(2), 388-398 (2016-07-28)

The main purpose of our work was to evaluate the effects of different cyclic adenosine monophosphate analogs on thyroid cancer-derived cell lines. In particular we studied 8-chloroadenosine-3',5'-cyclic monophosphate, the most powerful cyclic adenosine monophosphate analog, and the protein kinase A

8-Chloro-cyclic AMP and protein kinase A I-selective cyclic AMP analogs inhibit cancer cell growth through different mechanisms.

Simona Lucchi et al.

PloS one, 6(6), e20785-e20785 (2011-06-23)

Cyclic AMP (cAMP) inhibits the proliferation of several tumor cells. We previously reported an antiproliferative effect of PKA I-selective cAMP analogs (8-PIP-cAMP and 8-HA-cAMP) on two human cancer cell lines of different origin. 8-Cl-cAMP, another cAMP analog with known antiproliferative

Cyclic AMP can promote APL progression and protect myeloid leukemia cells against anthracycline-induced apoptosis.

G Gausdal et al.

Cell death & disease, 4, e516-e516 (2013-03-02)

We show that cyclic AMP (cAMP) elevating agents protect blasts from patients with acute promyelocytic leukemia (APL) against death induced by first-line anti-leukemic anthracyclines like daunorubicin (DNR). The cAMP effect was reproduced in NB4 APL cells, and shown to depend

Global Trade Item Number

SKU	GTIN
P0872-1VL	04061838164407

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