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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:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

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 Code

11 - Combustible Solids

WGK

WGK 3


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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.
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 intestinal cell lines: I. Modulation of growth
Holen E and Jonsson R
Nutrition Research (New York, N.Y.), 24(3), 197-207 (2004)
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.
Global DNA methylation as a possible biomarker for diabetic retinopathy
Maghbooli Z, et al.
Diabetes/metabolism Research and Reviews, 31(2), 183-189 (2015)

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