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G8377

Sigma-Aldrich

Guanosine 5′-monophosphate disodium salt hydrate

from yeast, ≥99%

Synonym(s):

5′-GMP-Na2, 5′-Guanylic acid disodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C10H12N5Na2O8P · xH2O
CAS Number:
5550-12-9
Molecular Weight:
407.18 (anhydrous basis)
Beilstein:
3586801
EC Number:
226-914-1
MDL number:
MFCD00151238
UNSPSC Code:
41106305
PubChem Substance ID:
24895338
NACRES:
NA.51

biological source

yeast

Quality Level

200

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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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Volumetric and Viscometric Studies of Nucleosides, Nucleotides and Furanose Sugar in Aqueous Medium from 288.15 to 298.15 K.
Singh, M et al.
Iranian Journal of Chemistry and Chemical Engineering, 25, 53-66 (2006)
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
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