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Merck
CN

C240

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

≥98% (HPLC), solid

别名:

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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关于此项目

经验公式（希尔记法）:
C16H15ClN5O6PS2 · C6H15N
化学文摘社编号:
276696-61-8
分子量:
605.07
NACRES:
NA.77
PubChem Substance ID:
329775000
UNSPSC Code:
41106305
MDL number:
MFCD04037247
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100

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产品名称

8-(4-Chlorophenylthio)-guanosine 3′,5′-cyclic monophosphorothioate, Rp Isomer triethylammonium salt, ≥98% (HPLC), solid

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

SMILES string

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 key

KVOYZBYGWGWWTD-TXBWCVORSA-N

biological source

synthetic

assay

≥98% (HPLC)

form

solid

color

white

solubility

H2O: 5 mg/mL

storage temp.

−20°C

Quality Level

100

相关类别

Biochem/physiol Actions

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

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.

Other Notes

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

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
BCCM9570
BCCC5003
BCBP1647V
BCBR2413V
BCBR2413

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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
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
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
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

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