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B6684

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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1 mg

Available to ship TODAYfromMILWAUKEE

$367.00
$311.95
5 mg

Available to ship TODAYfromMILWAUKEE

$1,180.00

About This Item

Empirical Formula (Hill Notation):
C18H14BrN5NaO6PS
CAS Number:
185246-32-6
Molecular Weight:
562.27
UNSPSC Code:
41106305
PubChem Substance ID:
24724424
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

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Quality Level

100

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 (Ki = 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 (Ki = 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.

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This Item
SML1614A165C240
Rp-8-Bromo-β-phenyl-1,N2-ethenoguanosine 3′,5′-cyclic monophosphorothioate sodium salt ≥98% (HPLC), powder

Sigma-Aldrich

B6684

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

Rp-8-Br-cGMPS sodium salt ≥98% (HPLC)

Sigma-Aldrich

SML1614

Rp-8-Br-cGMPS sodium salt

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt powder, ≥98% (HPLC)

Sigma-Aldrich

A165

Rp-Adenosine 3′,5′-cyclic monophosphorothioate triethylammonium salt

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

Sigma-Aldrich

C240

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

form

powder

form

lyophilized solid

form

powder

form

solid

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

solubility

H2O: 15 mg/mL at ≤60 °C

solubility

-

solubility

H2O: 10 mg/mL

solubility

H2O: 5 mg/mL

color

white to beige

color

white to beige

color

white to beige

color

white

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000089194
0000082250
0000016938
0000016216
125M4724V

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Rut Ferrero et al.
BMC biochemistry, 3, 26-26 (2002-09-28)
Soluble guanylyl cyclase (sGC) is the main receptor for nitric oxide (NO) when the latter is produced at low concentrations. This enzyme exists mainly as a heterodimer consisting of one alpha and one beta subunit and converts GTP to the
Chrisen H Maharaj et al.
Reproductive biology and endocrinology : RB&E, 7, 34-34 (2009-04-25)
Sildenafil citrate, a specific phosphodiesterase-5 inhibitor, is increasingly used for pulmonary hypertension in pregnancy. Sildenafil is also emerging as a potential candidate for the treatment of intra-uterine growth retardation and for premature labor. Its effects in the feto-placental circulation are
Junli Ping et al.
Neural plasticity, 2010, 540940-540940 (2010-01-01)
Long-term potentiation (LTP) at thalamic input synapses to the lateral nucleus of the amygdala (LA) has been proposed as a cellular mechanism of the formation of auditory fear memories. We have previously shown that signaling via ERK/MAPK in both the
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Global Trade Item Number

SKUGTIN
B6684-5MG04061832895796
B6684-1MG04061826671214

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