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M2199

Sigma-Aldrich

PMEG hydrate

≥98% (HPLC)

Synonym(s):

9-[2-(Phosphonomethoxy)ethyl]guanine hydrate

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About This Item

Empirical Formula (Hill Notation):
C8H12N5O5P · xH2O
CAS Number:
1255517-79-3
Molecular Weight:
289.19 (anhydrous basis)
MDL number:
MFCD19443863
UNSPSC Code:
12352202
PubChem Substance ID:
329817932
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to off-white

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

O.NC1=Nc2c(ncn2CCOCP(O)(O)=O)C(=O)N1

InChI

1S/C8H12N5O5P.H2O/c9-8-11-6-5(7(14)12-8)10-3-13(6)1-2-18-4-19(15,16)17;/h3H,1-2,4H2,(H2,15,16,17)(H3,9,11,12,14);1H2

InChI key

BDVQXHFCXJXVND-UHFFFAOYSA-N

Biochem/physiol Actions

The acyclic nucleotide 9-(2-phosphonylmethoxyethyl)guanine (PMEG) forms an active phosphorylated metabolite, PMEG diphosphate (PMEGpp), in cells and causes cytotoxicity in dividing cells due to potent inhibition of the nuclear DNA polymerases resulting in inhibition of DNA synthesis and/or DNA repair.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Certificates of Analysis (COA)

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