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G6129

Sigma-Aldrich

Guanosine 3′,5′-cyclic monophosphate sodium salt

≥99% (HPLC), powder

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C10H11N5NaO7P
Numero CAS:
40732-48-7
Peso molecolare:
367.19
Beilstein:
6467425
Numero CE:
255-056-0
Numero MDL:
MFCD00038424
Codice UNSPSC:
41106305
ID PubChem:
24895245
NACRES:
NA.77

Saggio

≥99% (HPLC)

Forma fisica

powder

Colore

white

Solubilità

H2O: 50 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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

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
KMPIYXNEROUNOG-GWTDSMLYSA-M

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Categorie correlate

Azioni biochim/fisiol

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).

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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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.
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
Milton Packer et al.
Circulation, 131(1), 54-61 (2014-11-19)
Clinical trials in heart failure have focused on the improvement in symptoms or decreases in the risk of death and other cardiovascular events. Little is known about the effect of drugs on the risk of clinical deterioration in surviving patients.
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
Sofia-Iris Bibli et al.
Cardiovascular research, 106(3), 432-442 (2015-04-15)
H2S is known to confer cardioprotection; however, the pathways mediating its effects in vivo remain incompletely understood. The purpose of the present study is to evaluate the contribution of cGMP-regulated pathways in the infarct-limiting effect of H2S in vivo. Anaesthetized
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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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