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370679

Guanosine 3′,5′-cyclic Monophosphorothioate, β-Phenyl-1,N²-etheno-8-bromo-, Rp-Isomer, Sodium Salt

A metabolically-stable, competitive inhibitor of protein kinase G types 1α and 1β (Ki = 30 nM).

Synonym(s):

Guanosine 3′,5′-cyclic Monophosphorothioate, β-Phenyl-1,N²-etheno-8-bromo-, Rp-Isomer, Sodium Salt, Rp-8-Br-PET-cGMPS, Na, PKG Inhibitor VI

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About This Item

Empirical Formula (Hill Notation):
C18H14BrN5O6PS · Na
CAS Number:
172806-20-1
Molecular Weight:
562.27
MDL number:
MFCD04037251
UNSPSC Code:
41106305
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
lyophilized
Storage condition:
OK to freeze, desiccated (hygroscopic)
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Quality Segment

100

assay

≥98% (HPLC)

form

lyophilized

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

solubility

water: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na+].[P+]1(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]3c4c(nc3Br)C(=O)[n]5c(nc(c5)c6ccccc6)N4)CO1)([S-])[O-]

InChI

1S/C18H15BrN5O6PS.Na/c19-17-21-11-14(24(17)16-12(25)13-10(29-16)7-28-31(27,32)30-13)22-18-20-9(6-23(18)15(11)26)8-4-2-1-3-5-8;/h1-6,10,12-13,16,25H,7H2,(H,20,22)(H,27,32);/q;+1/p-1/t10-,12-,13-,16-,31?;/m1./s1

InChI key

SVMPQLHYWRTQCX-WKKXCKAJSA-M

General description

A metabolically-stable, competitive inhibitor of protein kinase G types 1α and 1β (Ki = 30 nM). Blocks cGMP-gated retinal type ion channels (IC50 = 25 µM) and the activation of purified PKA type II (Ki = 10 µM). More lipophilic and cell-permeable than Rp-8-pCPT-cGMPS (Cat. No. 370677). Note: 1 µmol = 0.56 mg.

Biochem/physiol Actions

Reversible: no
Target Ki: 30 nM against PKG1α & 1β
Cell permeable: yes
Primary Target
PKG1α & 1β
Product does not compete with ATP.

Other Notes

Wei, J.Y., et al. 1996. Biochemistry35, 16815.
Butt, E., et al. 1995. Br. J. Pharmacol. 116, 3110.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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