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Key Documents

C240

Sigma-Aldrich

8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphorothioate, Rp Isomer triethylammonium salt

≥98% (HPLC), solid

Sinonimo/i:

Rp-8-CPT-cGMPS, Rp-8-[(4-Chlorophenyl)thio]-cGMPS triethylammonium salt, Rp-8-[(4-Chlorophenyl)thio]-guanosine-cyclic 3′,5′-hydrogen phosphorothioate triethylammonium salt

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About This Item

Formula empirica (notazione di Hill):
C16H15ClN5O6PS2 · C6H15N
Numero CAS:
Peso molecolare:
605.07
Numero MDL:
Codice UNSPSC:
41106305
ID PubChem:
NACRES:
NA.77

Origine biologica

synthetic

Saggio

≥98% (HPLC)

Forma fisica

solid

Colore

white

Solubilità

H2O: 5 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

CCN(CC)CC.NC1=Nc2c(nc(Sc3ccc(Cl)cc3)n2[C@@H]4O[C@@H]5CO[P@@](O)(=S)O[C@H]5[C@H]4O)C(=O)N1

InChI

1S/C16H15ClN5O6PS2.C6H15N/c17-6-1-3-7(4-2-6)31-16-19-9-12(20-15(18)21-13(9)24)22(16)14-10(23)11-8(27-14)5-26-29(25,30)28-11;1-4-7(5-2)6-3/h1-4,8,10-11,14,23H,5H2,(H,25,30)(H3,18,20,21,24);4-6H2,1-3H3/t8-,10-,11-,14-,29-;/m1./s1
KVOYZBYGWGWWTD-TXBWCVORSA-N

Azioni biochim/fisiol

Rp-8-CPT-cGMP is a potent inhibitor of protein kinase G Ia, Ib, and type II.

Caratteristiche e vantaggi

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.

Linkage

8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphorothioate, Rp Isomer triethylammonium salt is more cell permeable than Rp-cGMPS triethylamine.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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S AbdAlla et al.
European journal of biochemistry, 241(2), 498-506 (1996-10-15)
The hormone-induced depletion of cellular Ca stores provides a signal for the Ca2+ influx into electrically non-excitable cells; however, the underlying molecular mechanisms remain elusive. Therefore, we analyzed bradykinin-activated Ca2+ influx into human foreskin fibroblast cells, HF-15, by fura-2 and
C Mathes et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 16(5), 1702-1709 (1996-03-01)
Inward currents activated by 8-bromc-cGMP and by muscarinic agonist were compared in N1E-115 mouse neuroblastoma cells using perforated-patch voltage clamp and Fura-2 imaging. The cGMP analog activates a voltage-independent inward current that is carried at least in part by Ca2+
Jia-Shuan Wu et al.
Oncotarget, 8(25), 40906-40921 (2017-04-14)
Chemotherapy of brain glioma faces a major obstacle owing to the inability of drug transport across the blood-brain barrier (BBB). Besides, neovasculatures in brain glioma site result in a rapid infiltration, making complete surgical removal virtually impossible. Herein, we reported
J Pineda et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 16(4), 1389-1399 (1996-02-15)
Nitric oxide (NO) and carbon monoxide (CO) have been identified as two diffusible signaling messengers in the brain, capable of stimulating soluble guanylate cyclase. Locus coeruleus (LC) is rich in the alpha 1 and beta 1 subunits of soluble guanylate
E Butt et al.
European journal of pharmacology, 269(2), 265-268 (1994-10-14)
In the present study, the inhibitory effect of the cGMP analog (Rp)-8-(para-chlorophenylthio)guanosine-3',5'-cyclic monophosphorothioate ((Rp)-8-pCPT-cGMPS) on the cGMP-dependent protein kinase-mediated protein phosphorylation in intact human platelets was investigated. In vitro phosphorylation experiments with the substrate kemptide demonstrated an inhibition of the

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