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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
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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
MKBD5452
MKBC9168
MKBC3005
05125CJ

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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
Yancheng Liu et al.
Journal of photochemistry and photobiology. B, Biology, 118, 58-65 (2012-12-12)
Photochemical properties and phototoxicity of Pazufloxacin (PAX) were systematically investigated in aqueous solutions using UV-Vis, fluorescence, laser flash photolysis, pulse radiolysis and SDS-PAGE gel electrophoresis techniques. PAX triplet-state ((3)PAX(*)) absorption spectra (λ(max)=570 nm) was determined. (3)PAX(*) was quenched by PAX
Francois-Alexandre Miannay et al.
The journal of physical chemistry. A, 114(9), 3256-3263 (2010-01-21)
The room-temperature fluorescence of 2'-deoxyguanosine 5'-monophosphate (dGMP) in aqueous solution is studied by steady-state and time-resolved fluorescence spectroscopy. The steady-state fluorescence spectrum of dGMP shows one band centered at 334 nm but has an extraordinary long red tail, extending beyond
Alireza Ariafard et al.
Inorganic chemistry, 52(2), 707-717 (2012-12-29)
The mechanism for the oxidation of 3'-dGMP by [PtCl(4)(dach)] (dach = diaminocyclohexane) in the presence of [PtCl(2)(dach)] has been investigated using density functional theory. We find that the initial complexation, i.e., the formation of [PtCl(3)(dach)(3'-dGMP)], is greatly assisted by the
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