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Merck
CN

SML3292

Sigma-Aldrich

8-nitro-Cgmp Sodium

≥98% (HPLC)

Synonym(s):

8-​Nitro-guanosine cyclic 3′,​5′-​(hydrogen phosphate) sodium, 8-Nitro-guanosine 3′,5′-cyclic monophosphate sodium

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About This Item

Empirical Formula (Hill Notation):
C10H10N6O9P · Na
Molecular Weight:
412.18
UNSPSC Code:
12352200
NACRES:
NA.77
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Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

storage temp.

−20°C

SMILES string

O[C@@H]1[C@@H]([C@@H](CO2)O[C@H]1N3C([N+]([O-])=O)=NC4=C3N=C(NC4=O)N)OP2([O-])=O.[Na+]

Biochem/physiol Actions

8-nitro-cGMP is a second messenger of nitric oxide, which is involved in intracellular redox signaling. 8-nitro-cGMP is a potent inhibitor of tau aggregation. 8-nitro-cGMP induces S-guanylation of tau both in vitro and in tau overexpressed HEK293T cells, which inhibits heparin-induced tau aggregation.
potent inhibitor of tau aggregation; second messenger of nitric oxide

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Motohiro Nishida et al.
Journal of clinical biochemistry and nutrition, 58(2), 91-98 (2016-03-26)
Redox signaling is a key modulator of oxidative stress induced by nonspecific insults of biological molecules generated by reactive oxygen species. Current redox biology is revisiting the traditional concept of oxidative stress, such that toxic effects of reactive oxygen species
Jun Yoshitake et al.
The Journal of biological chemistry, 291(43), 22714-22720 (2016-09-08)
Neurofibrillar tangles caused by intracellular hyperphosphorylated tau inclusion and extracellular amyloid β peptide deposition are hallmarks of Alzheimer's disease. Tau contains one or two cysteine residues in three or four repeats of the microtubule binding region following alternative splicing of
Marek Petřivalský et al.
Frontiers in plant science, 11, 598-598 (2020-06-09)
Nitration of diverse biomolecules, including proteins, lipids and nucleic acid, by reactive nitrogen species represents one of the key mechanisms mediating nitric oxide (NO) biological activity across all types of organisms. 8-nitroguanosine 3'5'-cyclic monophosphate (8-nitro-cGMP) has been described as a

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