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Key Documents

SML1614

Sigma-Aldrich

Rp-8-Br-cGMPS sodium salt

≥98% (HPLC)

Synonym(s):

Rp-8-Bromo-cGMPS sodium salt, Rp-8-Bromoguanosine- 3′, 5′- cyclic monophosphorothioate sodium salt

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About This Item

Empirical Formula (Hill Notation):
C10H10BrN5O6PS · Na
CAS Number:
Molecular Weight:
462.15
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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