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852228

Sigma-Aldrich

2′-Deoxyguanosine 5′-monophosphate disodium salt hydrate

≥98%

Synonym(s):

2′-Deoxy-5′-guanylic acid disodium salt, 5′-dGMP disodium salt

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About This Item

Empirical Formula (Hill Notation):
C10H12N5Na2O7P · xH2O
CAS Number:
33430-61-4
Molecular Weight:
391.18 (anhydrous basis)
MDL number:
MFCD00150758
UNSPSC Code:
41106305
PubChem Substance ID:
24888319
NACRES:
NA.22

Quality Level

100

Assay

≥98%

form

solid

impurities

≤4% ethanol

mp

>245 °C (dec.) (lit.)

SMILES string

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

InChI

1S/C10H14N5O7P.2Na.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;2*+1;/p-2/t4-,5+,6+;;;/m0.../s1

InChI key

HQSJCEYJAGVPJG-BIHLCPNHSA-L

Application

Reactant involved in:
  • Analysis of self-assembling in solution and nucleation / growth of G-qudruplexes
  • Nucleophilic trapping
  • Reductive alkylation

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

852228-1G:
852228-VAR:
852228-250MG:
852228-BULK:

Certificates of Analysis (COA)

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Mingfeng Li et al.
PloS one, 8(1), e54420-e54420 (2013-02-01)
Free extracellular DNA provides nutrition to bacteria and promotes bacterial evolution by inducing excessive mutagenesis of the genome. To understand the influence of extracellular DNA fragments on D. radiodurans, we investigated cell growth and survival after extracellular DNA or dNMPs
Yancheng Liu et al.
Photochemistry and photobiology, 88(3), 639-644 (2012-02-11)
Laser flash photolysis studies have been carried out to investigate the reactions of ciprofloxacin (CPX) with 2'-deoxyguanosine-5'-monophosphate (dGMP), N, N, N', N'-tetramethyl-p-phenylenediamine (TMPD) and ferulic acid (FCA) in neutral aqueous solutions, respectively. CPX triplet state ((3)CPX*) can be quenched by
Mariko Higuchi et al.
Journal of structural biology, 173(1), 20-28 (2010-10-05)
MutT distinguishes substrate 8-oxo-dGTP from dGTP and also 8-oxo-dGMP from dGMP despite small differences of chemical structures between them. In this paper we show by the method of molecular dynamics simulation that the transition between conformational substates of MutT is
Jean L Whittingham et al.
The Biochemical journal, 428(3), 499-509 (2010-04-01)
Plasmodium falciparum is the causative agent of malaria, a disease where new drug targets are required due to increasing resistance to current anti-malarials. TMPK (thymidylate kinase) is a good candidate as it is essential for the synthesis of dTTP, a
Mahmoud Kandeel et al.
Nucleic acids symposium series (2004), (53)(53), 39-40 (2009-09-15)
In Plasmodium falciparum, deoxyguanylate was found to be a substrate for several DNA metabolizing enzymes. Guanylate kinase utilizes dGMP with very low specificity, which is estimated to be the lowest among well-known prokaryotic and eukaryotic enzymes. Furthermore, thymidylate kinase, which
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