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Key Documents

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Plamen P Christov et al.
Chemical research in toxicology, 23(8), 1330-1341 (2010-06-29)
Oligonucleotides were synthesized containing the 7-(2-oxoheptyl)-etheno-dGuo adduct, which is derived from the reaction of dGuo and the lipid peroxidation product 4-oxo-2-nonenal. The in vitro replication of 7-(2-oxoheptyl)-etheno-dGuo by the model Y-family polymerase Sulfolobus solfataricus P2 DNA Polymerase IV (Dpo4) was
Jagadeesan Nair et al.
Biochemical and biophysical research communications, 336(2), 478-482 (2005-09-03)
Reactive oxygen species (ROS) and lipid peroxidation (LPO) play a role in aging and degenerative diseases. To correlate oxidative stress and LPO-derived DNA damage, we determined etheno-DNA-adducts in liver and brain from ROS overproducing OXYS rats in comparison with age-matched
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
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

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