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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

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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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
Hans F N Kvitvang et al.
Journal of chromatography. A, 1370, 70-79 (2014-12-03)
Metabolic profiling has become an important tool in biological research, and the chromatographic separation of metabolites coupled with mass spectrometric detection is the most frequently used approach for such studies. The establishment of robust chromatographic methods for comprehensive coverage of
Emmanuel Ruggiero et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 22(8), 2801-2811 (2016-01-20)
The synthesis and full characterisation (including X-ray diffraction studies and DFT calculations) of two new piano-stool Ru(II) -arene complexes, namely [(η(6) -p-cym)Ru(bpy)(m-CCH-Py)][(PF)6]2 (1) and [(η(6) -p-cym)Ru(bpm)(m-CCH-Py)][(PF)6]2 (2; p-cym=p-cymene, bpy=2,2'-bipyridine, bpm=2,2'-bipyrimidine, and m-CCH-Py=3-ethynylpyridine), is described and discussed. The reaction 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
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)
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Protocols

LC/MS Analysis of Nucleotides SeQuant ZIC-cHILIC – Effect of pH

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

LC/MS Analysis of Nucleotides on SeQuant ZIC-cHILIC

HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.

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