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D9500

Sigma-Aldrich

2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate

≥99% (HPLC)

Synonyme(s) :

5′-Deoxyguanylic acid, dGMP

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About This Item

Formule empirique (notation de Hill):
C10H14N5O7P · xNa+ · yH2O
Poids moléculaire :
347.22 (anhydrous free acid basis)
Numéro MDL:
MFCD00150780
Code UNSPSC :
41106305
ID de substance PubChem :
24894297
Nomenclature NACRES :
NA.51

Niveau de qualité

200

Pureté

≥99% (HPLC)

Forme

powder

Solubilité

water: 50 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne SMILES 

O.[Na+].NC1=Nc2c(ncn2[C@H]3C[C@H](O)[C@@H](COP(O)([O-])=O)O3)C(=O)N1

InChI

1S/C10H14N5O7P.Na.H2O/c11-10-13-8-7(9(17)14-10)12-3-15(8)6-1-4(16)5(22-6)2-21-23(18,19)20;;/h3-6,16H,1-2H2,(H2,18,19,20)(H3,11,13,14,17);;1H2/q;+1;/p-1/t4-,5+,6+;;/m0../s1

Clé InChI

UVKXYXSKMTUDML-FVALZTRZSA-M

Catégories apparentées

Application

2′-Deoxyguanosine 5′-monophosphate (dGMP) is used as a substrate of guanylate kinase(s) (EC 2.7.4.8) to form dGDP which upon phosphorylation to dGTP supports DNA biosynthesis. dGMP is use to study physiochemical characteristics of guanine based molecules.
2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate has been used:
  • in reversed-phase high pressure liquid chromatography (HPLC) analysis
  • to determine the effects of deoxy-mononucleotides on spontaneous proliferating CaCo-2 cell lines
  • to determine its capacity to stimulate immune cell growth and function and used influenza virus antigen as an immunostimulant in vitro

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

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Mahmoud Kandeel et al.
Molecular and biochemical parasitology, 159(2), 130-133 (2008-04-01)
The present work describes cloning, expression, purification, characterization, and mutation of Plasmodium falciparum guanylate kinase (PlasmoDB ID PFI1420w). Amino-acid sequence alignment revealed important differences especially in K42-V51, Y73-A77, and F100-L110, which include residues important for kinase activity, and at helix
Brian G Gentry et al.
Biochemical pharmacology, 81(1), 43-49 (2010-09-18)
Many fraudulent nucleosides including the antivirals acyclovir (ACV) and ganciclovir (GCV) must be metabolized to triphosphates to be active. Cyclopropavir (CPV) is a newer, related guanosine nucleoside analog that is active against human cytomegalovirus (HCMV) in vitro and in vivo.
Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 22(1), 90-96 (2006)
Ana-Maria Ruxandra Eftimie et al.
Roumanian archives of microbiology and immunology, 66(1-2), 22-25 (2008-10-22)
Guanylate kinase is a member of the nucleoside monophosphate (NMP) kinase family, a family of enzymes that despite having a low primary structure identity share a similar fold, which consists of three structurally distinct regions termed the CORE, LID, and
Mahmoud Kandeel et al.
Journal of molecular recognition : JMR, 24(2), 322-332 (2011-03-02)
Plasmodium deoxyguanylate pathways are an attractive area of investigation for future metabolic and drug discovery studies due to their unique substrate specificities. We investigated the energetic contribution to guanylate kinase substrate binding and the forces underlying ligand recognition. In the
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