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G8377

Sigma-Aldrich

Guanosine 5′-monophosphate disodium salt hydrate

from yeast, ≥99%

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Synonym(s):
5′-GMP-Na2, 5′-Guanylic acid disodium salt hydrate
Empirical Formula (Hill Notation):
C10H12N5Na2O8P · xH2O
CAS Number:
Molecular Weight:
407.18 (anhydrous basis)
Beilstein/REAXYS Number:
3586801
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.51

biological source

yeast

Quality Level

assay

≥99%

form

powder

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

storage temp.

room temp

SMILES string

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

InChI

1S/C10H14N5O8P.2Na.H2O/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(23-9)1-22-24(19,20)21;;;/h2-3,5-6,9,16-17H,1H2,(H2,19,20,21)(H3,11,13,14,18);;;1H2/q;2*+1;/p-2/t3-,5-,6-,9-;;;/m1.../s1

InChI key

MEKWJTZTMVQYSU-CYCLDIHTSA-L

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1 of 4

This Item
G6129I4625G0635
Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

-

form

powder

form

powder

form

powder

form

powder

assay

≥99%

assay

≥99% (HPLC)

assay

≥98% (HPLC)

assay

≥85% (HPLC)

storage temp.

room temp

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−70°C

solubility

H2O: soluble 50 mg/mL, clear, colorless to faintly yellow

solubility

H2O: 50 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

H2O: 50 mg/mL

Application

Guanosine 5′-monophosphate is suitable for use in:
  • the measurement of density and viscosity of nucleotide and along with the furanose sugar from 0.0004 to 0.0014mol/kg solution at 288.15, 293.15 and 298.15K at atmospheric pressure
  • the detection and validation of a transcreener assay for detection of AMP- and GMP-producing enzymes
  • the preparation of nucleotide standard during the quantitative profiling of nucleotides using capillary IC-MS/MS

Biochem/physiol Actions

Guanosine 5′-monophosphate (GMP) is a ribonucleoside monophospate which upon phosphorylation to GTP becomes incorporated into ribonucleic acids (RNAs) by various RNA polymerase(s). Guanosine-5′-monophosphate (GMP) can be used to study modulation of glutamatergic neurotransmission.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Simone Molz et al.
Neurochemical research, 30(1), 83-89 (2005-03-11)
Guanosine-5'-monophosphate (GMP) was evaluated as a neuroprotective agent against the damage induced by glutamate in rat hippocampal slices submitted to glucose deprivation. In slices maintained under physiological conditions, glutamate (0.01 to 10 mM), Kainate, alpha-amino-3-hydroxi-5-methylisoxazole-propionic acid (AMPA), N-methyl-D-aspartate (NMDA), 1S,3R-aminocyclopentane-1,3-dicarboxylic
Robbin R Vernooij et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(22), 5790-5803 (2018-01-10)
The photodecomposition mechanism of trans,trans,trans-[Pt(N3 )2 (OH)2 (py)2 ] (1, py=pyridine), an anticancer prodrug candidate, was probed using complementary Attenuated Total Reflection Fourier Transform Infrared (ATR-FTIR), transient electronic absorption, and UV/Vis spectroscopy. Data fitting using Principal Component Analysis (PCA) and
Marcelo Ganzella et al.
Purinergic signalling, 8(1), 49-58 (2011-09-02)
Overstimulation of the glutamatergic system (excitotoxicity) is involved in various acute and chronic brain diseases. Several studies support the hypothesis that guanosine-5'-monophosphate (GMP) can modulate glutamatergic neurotransmission. The aim of this study was to evaluate the effects of chronically administered
Roberto Farina Almeida et al.
Pharmacology, biochemistry, and behavior, 96(3), 306-311 (2010-06-23)
The glutamatergic system has received considerable attention over the last few years as potential target to develop anxiolytic drugs. Guanine based purines (GBPs) play an important neurmodulatory effect in the glutamatergic system. Several studies have shown the ability of the
Simone Molz et al.
Brain research, 1231, 113-120 (2008-07-29)
Glutamate is the main excitatory neurotransmitter in the mammalian nervous system and is essential for its normal functions. However, overstimulation of glutamatergic system due to hyperactivation of NMDA receptors and/or impairment of glutamate reuptake system has been implicated in many

Protocols

ZIC®-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.

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