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370679

Sigma-Aldrich

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
UNSPSC Code:
41106305
NACRES:
NA.77

Quality Level

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

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 type Iα and Iβ (Ki = 30 nM) that also blocks cGMP-gated retinal type ion channels (IC50 = 25 µM). Also reported to block the activation of purified PKA type II (Ki = 10 µM). More lipophilic and cell-permeable than Rp-8-pCPT-cGMPS (Cat. No. 370677). Note: 5 µmol = 2.81 mg.
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

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

Warning

Toxicity: Standard Handling (A)

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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