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C8990

Sigma-Aldrich

Sp-8-pCPT-cAMPS

≥98% (HPLC), solid

Synonym(s):

8-(4-Chlorophenylthio)adenosine-3′,5′-cyclic monophosphorothioate, Sp-isomer sodium salt

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About This Item

Empirical Formula (Hill Notation):
C16H14ClN5O5PS2Na
CAS Number:
Molecular Weight:
509.86
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Assay

≥98% (HPLC)

form

solid

packaging

vial of 5 μmol

solubility

H2O: >1 mg/mL

shipped in

dry ice

storage temp.

−70°C

SMILES string

[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([S-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12

General description

Sp-8-pCPT-cAMPS is a nonhydrolyzable analog of cAMP with a p-chlorophenylthio moiety.

Application

Sp-8-pCPT-cAMPS has been used as an agonist for protein kinase A. It has also been used in the inhibition of phosphatidylinositol 4-phosphate 5-kinase (PIP5K) in oligosphere cultures.

Biochem/physiol Actions

Sp-8-pCPT-cAMPS impairs PIP2 production by phosphatidylinositol 4-phosphate 5-kinase (PIP5K) inhibition. It may be involved in promoting remyelination in astrocytes and neurons. The lipophilicity feature of Sp-8-pCPT-cAMPS aids its cell entry for mediating remyelination. It may play a role in lowering Leishmania proliferation in in vitro studies.
Selective cAMP-dependent protein kinase (PKA) activator.

Storage Class Code

13 - Non 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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Vascular smooth muscle cell (VSMC) proliferation is central to the development of vascular diseases, including hypertension, which is regulated by numerous hormones and humoral factors. Our previous study showed that the stimulatory effect of norepinephrine on VSMC proliferation is inhibited
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Neuron, 85(6), 1227-1243 (2015-03-11)
Wnt signaling plays an essential role in developmental and regenerative myelination of the CNS; however, contributions of proximal regulators of the Wnt receptor complex to these processes remain undefined. To identify components of the Wnt pathway that regulate these processes
Amrita Saha et al.
Frontiers in pharmacology, 11, 782-782 (2020-07-17)
With the identification of novel cAMP binding effector molecules in Trypanosoma, the role of cAMP in kinetoplastida parasites gained an intriguing breakthrough. Despite earlier demonstrations of the role of cAMP in the survival of Leishmania during macrophage infection, there is

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