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B6684

Sigma-Aldrich

Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt

≥98% (HPLC), powder

Synonym(s):

Rp-β-Phenyl-1,N2-etheno-8-bromoguanosine 3′,5′-cyclic monophosphorothioate sodium salt, Rp-8-Br-PET-cGMPS

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About This Item

Empirical Formula (Hill Notation):
C18H14BrN5NaO6PS
CAS Number:
Molecular Weight:
562.27
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

potency

30 nM Ki

color

white to beige

mp

240-300 °C (lit.)

solubility

H2O: 15 mg/mL at ≤60 °C

storage temp.

−20°C

SMILES string

O.[Na+].O[C@@H]1[C@@H]2O[P@]([O-])(=S)OC[C@H]2O[C@H]1n3c(Br)nc4C(=O)n5cc(nc5Nc34)-c6ccccc6

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-DBHVCDLJSA-M

Biochem/physiol Actions

Rp-8-Br-PET-cGMPS is a metabolically stable, competitive inhibitor of both PKG I (K= 30 nM) and PKG II. Blocks cGMP-gated retinal type ion channels (IC50 = 25 micromoles).
Rp-8-Br-PET-cGMPS is metabolically stable, competitive inhibitor of cGMP-dependent protein kinase G. Inhibits both PKG I (K= 30 nM) and PKG II and blocks cGMP-gated retinal type ion channels (IC50 = 25 micromoles).

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.

Legal Information

U.S. Patent 5,625,056, DE Patent 4,217,679.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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