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D9500

Sigma-Aldrich

2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate

≥99% (HPLC)

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Synonym(s):
5′-Deoxyguanylic acid, dGMP
Empirical Formula (Hill Notation):
C10H14N5O7P · xNa+ · yH2O
Molecular Weight:
347.22 (anhydrous free acid basis)
MDL number:
MFCD00150780
UNSPSC Code:
41106305
PubChem Substance ID:
24894297
NACRES:
NA.51

Quality Level

200

Assay

≥99% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

InChI key

UVKXYXSKMTUDML-FVALZTRZSA-M

Related Categories

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

WGK

WGK 3

Certificates of Analysis (COA)

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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.
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
Global DNA methylation as a possible biomarker for diabetic retinopathy
Maghbooli Z, et al.
Diabetes/metabolism Research and Reviews, 31(2), 183-189 (2015)
Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 22(1), 90-96 (2006)
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