G6129

Guanosine 3′,5′-cyclic monophosphate sodium salt

Name: Guanosine 3′,5′-cyclic monophosphate sodium salt
Brand: SIGMA

≥99% (HPLC), Cyclic nucleotide, powder

Synonym(s):

3′,5′-Cyclic GMP monosodium salt, 3′,5′-cGMP-Na, Guanosine 3′,5′-cyclophosphate monosodium salt, cGMP, cyclic GMP

Select a Size

All Photos(6)

About This Item

Empirical Formula (Hill Notation):

C₁₀H₁₁N₅NaO₇P

CAS Number:

40732-48-7

Molecular Weight:

367.19

NACRES:

NA.77

PubChem Substance ID:

24895245

UNSPSC Code:

41106305

EC Number:

255-056-0

MDL number:

MFCD00038424

Beilstein/REAXYS Number:

6467425

Product Name

Guanosine 3′,5′-cyclic monophosphate sodium salt, ≥99% (HPLC), powder

InChI

1S/C10H12N5O7P.Na/c11-10-13-7-4(8(17)14-10)12-2-15(7)9-5(16)6-3(21-9)1-20-23(18,19)22-6;/h2-3,5-6,9,16H,1H2,(H,18,19)(H3,11,13,14,17);/q;+1/p-1/t3-,5-,6-,9-;/m1./s1

SMILES string

[Na+].NC1=Nc2c(ncn2[C@@H]3O[C@@H]4COP([O-])(=O)O[C@H]4[C@H]3O)C(=O)N1

InChI key

KMPIYXNEROUNOG-GWTDSMLYSA-M

assay

≥99% (HPLC)

form

powder

color

white

solubility

H₂O: 50 mg/mL

storage temp.

−20°C

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

Related Categories

Bioactive Small Molecules

Phosphates

Biochem/physiol Actions

An important second messenger, cGMP is a major intracellular mediator of extracellular signals such as nitric oxide and natriuretic peptides. Cyclic GMP interacts with three types of intracellular receptor proteins: cGMP-dependent protein kinases, cGMP-regulated channels, and cGMP-regulated cyclic nucleotide phosphodiesterases. A primary action of elevated cGMP levels in vivo is the stimulation of cGMP-dependent protein kinase (PKG).

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Phosphodiesterases and PKA & PKG pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The permeability of the cGMP-activated channel to organic cations in retinal rods of the tiger salamander.

C Picco et al.

The Journal of physiology, 460, 741-758 (1993-01-01)

1. The permeability of the channel activated by guanosine 3',5'-cyclic monophosphate (cGMP) to many organic monovalent cations was determined by recording macroscopic currents in excised inside-out patches of plasma membrane from isolated retinal rod outer segments of the tiger salamander.

Blockage and permeation of divalent cations through the cyclic GMP-activated channel from tiger salamander retinal rods.

G Colamartino et al.

The Journal of physiology, 440, 189-206 (1991-01-01)

1. Blockage and permeation of divalent cations through channels activated by guanosine 3',5'-cyclic monophosphate (cyclic GMP) were studied in membrane patches excised from retinal rods of the tiger salamander Ambystoma tigrinum by rapidly changing the ionic medium bathing the intracellular

PDE9A inhibition rescues amyloid beta-induced deficits in synaptic plasticity and cognition.

Katja S Kroker et al.

Neurobiology of aging, 35(9), 2072-2078 (2014-04-22)

The cyclic nucleotide cGMP is an important intracellular messenger for synaptic plasticity and memory function in rodents. Therefore, inhibition of cGMP degrading phosphodiesterases, like PDE9A, has gained interest as potential target for treatment of cognition deficits in indications like Alzheimer's

Maternal citrulline supplementation prevents prenatal N(G)-nitro-L-arginine-methyl ester (L-NAME)-induced programmed hypertension in rats.

You-Lin Tain et al.

Biology of reproduction, 92(1), 7-7 (2014-11-15)

Nitric oxide (NO) deficiency induced by the NO synthase (NOS) inhibitor N(G)-nitro-L-arginine-methyl ester (L-NAME) resulted in hypertension. L-citrulline (CIT) can be converted to L-arginine to generate NO. We examined whether maternal CIT supplementation can prevent L-NAME-induced programmed hypertension. Pregnant Sprague-Dawley

AT₂ receptor activation induces natriuresis and lowers blood pressure.

Brandon A Kemp et al.

Circulation research, 115(3), 388-399 (2014-06-07)

Compound 21 (C-21) is a highly selective nonpeptide AT2 receptor (AT2R) agonist. To test the hypothesis that renal proximal tubule AT2Rs induce natriuresis and lower blood pressure in Sprague-Dawley rats and mice. In rats, AT2R activation with intravenous C-21 increased

View All Related Papers