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D9500

Sigma-Aldrich

2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate

≥99% (HPLC)

Synonym(s):

5′-Deoxyguanylic acid, dGMP

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About This Item

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

Certificates of Analysis (COA)

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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.
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
Dietary nucleotides and human immune cells. II. Modulation of PBMC growth and cytokine secretion
Holen E, et al.
Nutrition, 22(1), 90-96 (2006)
Dietary nucleotides and intestinal cell lines: I. Modulation of growth
Holen E and Jonsson R
Nutrition Research (New York, N.Y.), 24(3), 197-207 (2004)
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
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