G8377

Sigma-Aldrich

Guanosine 5′-monophosphate disodium salt hydrate

from yeast, ≥99%

Synonym(s):
5′-Guanylic acid disodium salt hydrate, 5′-GMP-Na2
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

Quality Level

biological source

yeast

assay

≥99%

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.

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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...
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...
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...
Matt Staeben et al.
Assay and drug development technologies, 8(3), 344-355 (2010-02-18)
Screening of AMP- and GMP-producing enzymes such as phosphodiesterases (PDEs), ligases, and synthetases would be simplified by the ability to directly detect unmodified nucleoside monophosphates. To address this need, we developed polyclonal and monoclonal antibodies that recognize AMP and GMP...
Protocols
ZIC-cHILIC is a densely bonded zwitterionic stationary phase with phosphorylcholine functional groups covalently attached to silica.
Read More
HILIC separation is an alternative that permits sensitive MS detection and without the use of ion-pair reagents.
Read More

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