D9500

2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate

Name: 2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate
Brand: SIGMA
Price: 51.1 EUR

≥99% (HPLC), powder

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

Key Documents

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Product Name

2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate, ≥99% (HPLC)

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

Phosphates

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Show Differences

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This Item	D9250	G8377	852228
Sigma-Aldrich D9500 2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate	Sigma-Aldrich D9250 2′-Deoxyguanosine 5′-diphosphate sodium salt	Sigma-Aldrich G8377 Guanosine 5′-monophosphate disodium salt hydrate	Sigma-Aldrich 852228 2′-Deoxyguanosine 5′-monophosphate disodium salt hydrate
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
form powder	form powder	form powder	form solid
assay ≥99% (HPLC)	assay ≥90% (HPLC)	assay ≥99%	assay ≥98%
solubility water: 50 mg/mL, clear, colorless	solubility water: 50 mg/mL, clear, colorless	solubility H₂O: soluble 50 mg/mL, clear, colorless to faintly yellow	solubility -
storage temp. −20°C	storage temp. −20°C	storage temp. room temp	storage temp. -

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[1]
to determine the effects of deoxy-mononucleotides on spontaneous proliferating CaCo-2 cell lines[2]
to determine its capacity to stimulate immune cell growth and function and used influenza virus antigen as an immunostimulant in vitro[3]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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Characterization of guanylate kinase from gram positive and gram negative microorganisms; preliminary results.

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

Molecular cloning, expression, characterization and mutation of Plasmodium falciparum guanylate kinase.

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

Phosphorylation of antiviral and endogenous nucleotides to di- and triphosphates by guanosine monophosphate kinase.

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)

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)

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2′-Deoxyguanosine 5′-monophosphate sodium salt hydrate