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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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8839
MKCM8926
MKCD5079
MKBX5619V
MKBW7986V

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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
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
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
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
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
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