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SML1614

Sigma-Aldrich

Rp-8-Br-cGMPS sodium salt

≥98% (HPLC)

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Synonym(s):
Rp-8-Bromo-cGMPS sodium salt, Rp-8-Bromoguanosine- 3′, 5′- cyclic monophosphorothioate sodium salt
Empirical Formula (Hill Notation):
C10H10BrN5O6PS · Na
CAS Number:
208445-06-1
Molecular Weight:
462.15
MDL number:
MFCD04037242
PubChem Substance ID:
329825500
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

lyophilized solid

color

white to beige

storage temp.

−20°C

SMILES string

O=C1C2=C(N([C@@H]3O[C@H](CO[P@@](O4)([O-])=S)[C@@H]4[C@H]3O)C(Br)=N2)N=C(N)N1.[Na+]

InChI

1S/C10H11BrN5O6PS.Na/c11-9-13-3-6(14-10(12)15-7(3)18)16(9)8-4(17)5-2(21-8)1-20-23(19,24)22-5;/h2,4-5,8,17H,1H2,(H,19,24)(H3,12,14,15,18);/q;+1/p-1/t2-,4-,5-,8-,23-;/m1./s1

InChI key

CHTSSROWUAICIL-GMKUFTCMSA-M

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This Item
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Rp-8-Br-cGMPS sodium salt ≥98% (HPLC)

Sigma-Aldrich

SML1614

Rp-8-Br-cGMPS sodium salt

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

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

Cyclic-di-GMP sodium salt ≥98% (HPLC)

Sigma-Aldrich

SML1228

Cyclic-di-GMP sodium salt

form

lyophilized solid

form

powder

form

solid

form

powder

color

white to beige

color

white to beige

color

white

color

white to beige

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

100

Biochem/physiol Actions

Rp-8-bromo-cGMPS is a cell permeable cGMP analog that blocks cGMP-dependent protein kinase (cGK, G-kinase, Protein Kinase G, PKG). Rp-8-bromo-cGMPS is resistant to hydrolysis by phosphodiesterases and binds cGK without activating it, resulting in competitive inhibition.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Fan Xu et al.
Frontiers in pharmacology, 11, 523-523 (2020-05-12)
Ischemic stroke remains the leading cause of death and adult disability. Cerebral ischemic/reperfusion (I/R) injury is caused by ischemic stroke thereafter aggravates overwhelming neuronal apoptosis and even the death of neurons. Of note, hippocampus is more susceptive to cerebral I/R

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