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E4267

Sigma-Aldrich

9-Ethylguanine

Synonym(s):

2-Amino-9-ethyl-6-hydroxypurine, 6-Amino-9-ethyl-2-hydroxypurine, 9-EtG

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About This Item

Empirical Formula (Hill Notation):
C7H9N5O
CAS Number:
879-08-3
Molecular Weight:
179.18
MDL number:
MFCD00057031
UNSPSC Code:
41106305
PubChem Substance ID:
24894547
NACRES:
NA.51

Assay

≥98%

Quality Level

200

form

powder

solubility

1 M NaOH: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

SMILES string

CCn1cnc2C(=O)N=C(N)Nc12

InChI

1S/C7H9N5O/c1-2-12-3-9-4-5(12)10-7(8)11-6(4)13/h3H,2H2,1H3,(H3,8,10,11,13)

InChI key

WDOYBEPLTCFIRQ-UHFFFAOYSA-N

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Application

9-Ethylguanine (9-EtG) is used as a DNA model base for a variety of physical chemical studies of organometallic complexes.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anna F A Peacock et al.
Journal of the American Chemical Society, 129(11), 3348-3357 (2007-02-27)
Potential biological and medical applications of organometallic complexes are hampered by a lack of knowledge of their aqueous solution chemistry. We show that the hydrolytic and aqueous solution chemistry of half-sandwich OsII arene complexes of the type [(eta6-arene)Os(XY)Cl] can be
Zhe Liu et al.
Inorganic chemistry, 50(12), 5777-5783 (2011-05-31)
Replacing the N,N-chelating ligand 2,2'-bipyridine (bpy) in the Ir(III) pentamethylcyclopentadienyl (Cp*) complex [(η(5)-C(5)Me(5))Ir(bpy)Cl](+) (1) with the C,N-chelating ligand 2-phenylpyridine (phpy) to give [(η(5)-C(5)Me(5))Ir(phpy)Cl] (2) switches on cytotoxicity toward A2780 human ovarian cancer cells (IC(50) values of >100 μM for 1
Zhe Liu et al.
Journal of medicinal chemistry, 54(8), 3011-3026 (2011-03-30)
The low-spin 5d(6) Ir(III) organometallic half-sandwich complexes [(η(5)-Cp(x))Ir(XY)Cl](0/+), Cp(x) = Cp*, tetramethyl(phenyl)cyclopentadienyl (Cp(xph)), or tetramethyl(biphenyl)cyclopentadienyl (Cp(xbiph)), XY = 1,10-phenanthroline (4-6), 2,2'-bipyridine (7-9), ethylenediamine (10 and 11), or picolinate (12-14), hydrolyze rapidly. Complexes with N,N-chelating ligands readily form adducts with 9-ethylguanine
Amanda P Neves et al.
Journal of inorganic biochemistry, 119, 54-64 (2012-11-29)
Several chlorido and amino Pt(2+) complexes of 2-hydroxy-3-(aminomethyl)-1,4-naphthoquinone Mannich bases HL exhibiting moderate to high cytotoxicity against cancer cell lines were studied in order to investigate their modes of DNA binding, in vitro DNA strand breaks, mechanism of topoisomerase (Topo
Sudeshna Roy et al.
Dalton transactions (Cambridge, England : 2003), 48(48), 10846-10860 (2009-12-22)
The reaction of the redox-active ligand, Hpyramol (4-methyl-2-N-(2-pyridylmethyl)aminophenol) with K(2)PtCl(4) yields monofunctional square-planar [Pt(pyrimol)Cl], PtL-Cl, which was structurally characterised by single-crystal X-ray diffraction and NMR spectroscopy. This compound unexpectedly cleaves supercoiled double-stranded DNA stoichiometrically and oxidatively, in a non-specific manner
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