8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT

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Products Intro: Product Name:8-CPT-cAMP
CAS:93882-12-3
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Products Intro: Product Name:8-CPT-Cyclic AMP (sodium salt)
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Products Intro: Product Name:8-(4-Chlorophenylthio)adenosine-3',5'-cyclicmonophosphate
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Products Intro: Product Name:8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt
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Products Intro: Product Name:8-(4-Chlorophenylthio)-adenosine-3',5'-cyclic-monophosphate
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8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT manufacturers

8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT Basic information
Product Name:8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT
Synonyms:CAMP, 8-PCPT-, NA;ADENOSINE 3',5'-CYCLIC MONOPHOSPHATE, 8-(4-CHLOROPHENYLTHIO)-, SODIUM SALT;8-CPT-CAMP, NA;8-CPT-CAMP SODIUM SALT;8-PCPT-CAMP NA;8-(4-CHLOROPHENYLTHIO) ADENOSINE-3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT;8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT;8-[(4-CHLOROPHENYL)THIO]-ADENOSINE CYCLIC 3',5'-HYDROGEN PHOSPHATE SODIUM
CAS:93882-12-3
MF:C16H14ClN5NaO6PS
MW:493.79
EINECS:299-413-9
Product Categories:
Mol File:93882-12-3.mol
8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT Structure
8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT Chemical Properties
Melting point 227 - 232°C
storage temp. -20°C
solubility H2O: 25 mg/mL
form powder
color white
Water Solubility water: 10mg/mL
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT Usage And Synthesis
Uses8-CPT-cAMP is an efficient activator of cGK and cAMP-PK, and inhibitor of PDE.
Uses8-(4-Chlorophenylthio)adenosine 3′,5′-cyclic monophosphate sodium salt has been used:
  • to upregulate cellular cholesterol pump (adenosine triphosphate- (ATP-) binding cassette (ABC) transporter-1, ABCA-1)
  • in glucose production assay
  • to stimulate cystic fibrosis transmembrane conductance regulator (CFTR) channel in airway epithelia

General DescriptionCell-permeable cAMP analog that activates both protein kinase A and protein kinase G. Directly activates Epac, a Rap1 guanine-nucleotide exchange factor. Also acts as a potent inhibitor of cGMP-specific phosphodiesterase (IC50 = 900 nM). Inhibits cAMP-specific phosphodiesterase at much higher concentrations (IC50 = 25 μM).
Biological Activityka : 0.05 and 0.11 μm for pka and pkg, respectively8-cpt-cyclic amp is a lipophilic activator of the cyclic-amp- and cyclic-gmp-dependent protein kinases, pka and pkg.the ability of cgmp-dependent protein kinases (cgks) to activate camp response element (cre)-dependent gene transcription was compared with that of camp-dependent protein kinases (caks).
Biochem/physiol ActionsCell permeable: yes
in vitroa previous study found that 8-cpt-cyclic amp was a potent activator of camp-pk and cyclic-gmp-dependent protein kinase (cgmp-pk) both as purified enzymes and in platelet membranes. 8-cpt-cyclic amp was hydrolysed to a significant extent by the ca2+/calmodulin-dependent phosphodiesterase and by the cgmp-inhibited phosphodiesterase. moreover, sp-5,6- dcl-cbimps was also more effective than 8-cpt-cyclic amp in inducing quantitative phosphorylation of vasodilator-stimulated phosphoprotein in intact platelets [1]. another study indicated that 8-cpt-cyclic amp was a potent inhibitor of the cyclic gmp-specific phosphodiesterase (pde va). indeed, 8-cpt-cyclic amp could inhibit pde va with a potency similar to that of zaprinast. in addition, 8-cpt-cyclic amp was metabolized by pde va at a rate half that of cyclic gmp. the cyclic gmp-inhibited phosphodiesterase and the cyclic amp-specific phosphodiesterase could be inhibited by 8-cpt-cyclic amp as well [2].
references[1] sandberg, m. ,butt, e.,nolte, c., et al. characterization of sp-5,6-dichloro-1-β-d-ribofuranosylbenzimidazole-3',5'-monophosphorothioate (sp-5,6-dcl-cbimps) as a potent and specific activator of cyclic-amp-dependent protein kinase in cell extracts and intact cells. biochemistry journal 279, 521-527 (1991).
[2] connolly, b. j.,willits, p.b.,warrington, b.h., et al. 8-(4-chlorophenyl)thio-cyclic amp is a potent inhibitor of the cyclic gmp-specific phosphodiesterase (pde va). biochemical pharmacology 44(12), 2303-2306 (1992).
8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT Preparation Products And Raw materials
Tag:8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT(93882-12-3) Related Product Information
8-CHLORO-CAMP PROTEIN KINASE A INHIBITOR 14-22 AMIDE, CELL-PERMEABLE, MYRISTOYLATED 8-Mercaptopurine 2-MERCAPTOIMIDAZOLE Adenine hydrochloride Adenine hydrochloride hemihydrate 6-amino-1,7-dihydro-8H-purine-8-thione Adenine Sulfate Adenosine Cyclic AMP Adenosine 3',5'-cyclic monophosphate sodium salt 8-(4-CHLOROPHENYLTHIO)-ADENOSINE 3':5'-CYCLIC MONOPHOSPHATE SODIUM SALT 2'-DCAMP SODIUM SALT 8-MERCAPTOADENOSINE Adenosinehydrochloride (S)-3-AMINO-1,2-DIHYDROXYPROPANE HYDROCHLORIDE 8-(4-CHLOROPHENYLTHIO)-2',O-METHYLADENOSINE 3',5'-CYCLIC MONOPHOSPHATE SODIUM SALT CPUMP SODIUM SALT

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