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E4132

Sigma-Aldrich

1,N6-Etheno-2′-deoxyadenosine

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About This Item

Empirical Formula (Hill Notation):
C12H13N5O3
CAS Number:
Molecular Weight:
275.26
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:

form

solid

storage temp.

−20°C

SMILES string

OCC1OC(CC1O)n2cnc3c2ncn4ccnc34

InChI

1S/C12H13N5O3/c18-4-8-7(19)3-9(20-8)17-6-14-10-11-13-1-2-16(11)5-15-12(10)17/h1-2,5-9,18-19H,3-4H2

InChI key

XQQIMTUYVDUWKJ-UHFFFAOYSA-N

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificates of Analysis (COA)

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Andreas Brink et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 830(2), 255-261 (2005-11-22)
O(6)-Methyl-2'-deoxyguanosine (O(6)-mdGuo), 8-oxo-7,8-dihydro-2'-deoxyguanosine (8-oxodGuo), and 1,N(6)-etheno-2'-deoxyadenosine (epsilondAdo) are promutagenic DNA lesions originating from both endogenous and exogenous agents and actions (methylation, hydroxylation, lipid peroxidation products). A highly sensitive quantitative method was developed to measure these DNA adducts simultaneously, using liquid
Qingming Fang et al.
Mutation research, 624(1-2), 71-79 (2007-05-25)
Intake of linoleic acid (LA) increased etheno-DNA adducts induced by lipid peroxidation (LPO) in white blood cells (WBC) of female but not of male volunteers [J. Nair, C.E. Vaca, I. Velic, M. Mutanen, L.M. Valsta, H. Bartsch, High dietary omega-6
Poh-Gek Forkert et al.
Drug metabolism and disposition: the biological fate of chemicals, 35(5), 713-720 (2007-02-14)
Vinyl carbamate (VC) is derived from ethyl carbamate, a carcinogen formed in fermentation of food and alcoholic products. We have undertaken studies to test the hypothesis that an epoxide generated from VC oxidation leads to formation of 1,N6-ethenodeoxyadenosine (epsilon dAS).
Deepak T Nair et al.
Nature structural & molecular biology, 13(7), 619-625 (2006-07-05)
The 1,N6-ethenodeoxyadenosine (epsilon dA) lesion is promutagenic and has been implicated in carcinogenesis. We show here that human Pol iota, a Y-family DNA polymerase, can promote replication through this lesion by proficiently incorporating a nucleotide opposite it. The structural basis
Mayura Meerang et al.
Free radical biology & medicine, 44(10), 1863-1868 (2008-03-18)
Thalassemic diseases including homozygous beta-thalassemia and beta-thalassemia/Hb E (beta-Thal/Hb E) are prevalent in Southeast Asia. Iron overload is a common complication in beta-thalassemia patients which induces intracellular oxidative stress and lipid peroxidation (LPO). LPO end products generate miscoding etheno adducts

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