8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt

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8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Basic information
Product Name:8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt
Synonyms:8-(4-CHLOROPHENYLTHIO)ADENOSINE-*3',5-CYCLIC MONOPH;RP-8-CPT-CAMPS;RP-8-CPT-CAMPS SODIUM SALT;8-(4-chlorophenylthio)adenosine-3’,5’-cyclicmonophosphorothioate,spisomer(sp-8-cpt-camps),sodi;8-(4-CHLOROPHENYLTHIO)ADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER;Adenosine, 8-[(4-chlorophenyl)thio]-, cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate];S-[2-[3-[[4-[[[5-(6-aminopurin-9-yl)-4-hydroxy-3-phosphonooxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl]oxy-2-hydroxy-3,3-dimethylbutanoyl]amino]propanoylamino]ethyl] (E)-but-2-enethioate;8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt
CAS:129735-01-9
MF:C16H14ClN5NaO5PS2
MW:509.86
EINECS:
Product Categories:
Mol File:129735-01-9.mol
8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Structure
8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Chemical Properties
storage temp. −20°C
form solid
biological sourcesynthetic (organic)
InChIKeyAWXMSJRRXLCVMW-JVSRKQJHSA-M
SMILES[Na+].Nc1ncnc2n([C@@H]3O[C@@H]4COP([S-])(=O)O[C@H]4[C@H]3O)c(Sc5ccc(Cl)cc5)nc12
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Usage And Synthesis
UsesRp-8-CPT-cAMPS, a cAMP analog, is a potent and competitive antagonist of cAMP-induced activation of cAMP-dependent PKA I and II. Rp-8-CPT-cAMPS preferentially selects site A of RI compares to site A of RII and site B of RII compares to site B of RI[1][2].
Biological ActivityLipophilic analog of the competitive inhibitor of protein kinase A (cyclic AMP antagonist).
References[1] Dostmann WR , et, al. Probing the cyclic nucleotide binding sites of cAMP-dependent protein kinases I and II with analogs of adenosine 3',5'-cyclic phosphorothioates. J Biol Chem. 1990 Jun 25;265(18):10484-91. PMID:2162349
[2] Roscioni SS, et, al. PKA and Epac cooperate to augment bradykinin-induced interleukin-8 release from human airway smooth muscle cells. Respir Res. 2009 Sep 29;10(1):88. DOI:10.1186/1465-9921-10-88
[3] Chaisakul J, et, al. In vivo and in vitro cardiovascular effects of Papuan taipan (Oxyuranus scutellatus) venom: Exploring "sudden collapse". Toxicol Lett. 2012 Sep 3;213(2):243-8. DOI:10.1016/j.toxlet.2012.06.015
8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Preparation Products And Raw materials
Tag:8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt(129735-01-9) Related Product Information
Adenosinehydrochloride 8-MERCAPTOADENOSINE 8-(4-Chlorophenylthio)adenosine-3',5'-cyclic monophosphorothioate, RP-isomer sodium salt Adenosine-3',5'-cyclic -monophosphorothioate PROTEIN KINASE A INHIBITOR 14-22 AMIDE, CELL-PERMEABLE, MYRISTOYLATED Sitagliptin