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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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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
Ganna V Kalayda et al.
Journal of medicinal chemistry, 48(16), 5191-5202 (2005-08-05)
The dinuclear platinum complexes with aliphatic diamines [{cis-Pt(NH(3))(2)Cl}(2)(mu-H(2)N(CH(2))(6)NH(2))](NO(3))(2) (1,1/c,c) and [{trans-Pt(NH(3))(2)Cl}(2)(mu-H(2)N(CH(2))(4)NH(2))](NO(3))(2) (1,1/t,t), which are known to be highly active in vitro against several cancer cell lines, have been modified with a fluorogenic reporter (carboxyfluorescein diacetate, CFDA) and a hapten (dinitrophenyl
Eva Corral et al.
Inorganic chemistry, 46(16), 6715-6722 (2007-07-10)
The binding capability of three ruthenium polypyridyl compounds of structural formula [Ru(apy)(tpy)Ln-](ClO4)(2-n) [1a-c; apy = 2,2'-azobis(pyridine), tpy = 2,2':6',2''-terpyridine, L = Cl, H2O, CH3CN] to a fragment of DNA was studied. The interaction between each of these complexes and the
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
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
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