N6-Etheno 2'-deoxyadenosine

Names

[ Name ]:
N6-Etheno 2'-deoxyadenosine

[Synonym ]:
1,N6-Etheno-2'-deoxyadenosine
1,N6-ETHENO-2'-DEOXY-ADENOSINE

Biological Activity

[Description]:

N6-Etheno 2'-deoxyadenosine is a reactive oxygen species (ROS)/reactive nitrogen species (RNS)-induced DNA oxidation product, used as a biomarker to evaluate chronic inflammation and lipid peroxidation in animal or human tissues[1].

[Related Catalog]:

Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog

Research Areas >> Inflammation/Immunology

[References]

[1]. Gao L, et al. DNA Product Formation in Female Sprague-Dawley Rats Following Polyhalogenated Aromatic Hydrocarbon (PHAH) Exposure. Chem Res Toxicol. 2017 Mar 20;30(3):794-803.

Chemical & Physical Properties

[ Density]:
1.85 g/cm3

[ Molecular Formula ]:
C₁₂H₁₃N₅O₃

[ Molecular Weight ]:
275.26300

[ Exact Mass ]:
275.10200

[ PSA ]:
97.70000

[ Index of Refraction ]:
1.876

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

In vitro synthesis of 1,N6-etheno-2'-deoxyadenosine and 1,N2-etheno-2'-deoxyguanosine by 2,4-dinitrophenol and 1,3-dinitropyrene in presence of a bacterial nitroreductase.

Environ. Toxicol. 22(2) , 222-7, (2007)

The formation of covalent nitro-PAH DNA adducts and nitro-PAH mediated oxidative lesions are two possible mechanisms for the initiation of nitro-PAH carcinogenesis. Sixty-minute incubation of 1,3-dini...

Urinary level of 1,N(6) -ethenodeoxyadenosine, a marker of oxidative stress, is associated with salt excretion and omega 6-polyunsaturated fatty acid intake in postmenopausal Japanese women.

Int. J. Cancer 100(1) , 71-5, (2002)

Excretion of 1,N(6)-ethenodeoxyadenosine (epsilon dA), a marker for lipid peroxidation (LPO)-derived DNA damage was analyzed in urine of nonsmoking postmenopausal women participating in a dietary inte...

Urinary excretion of epsilondA is not predictive of cancer development: a prospective nested case-control study.

Free Radic. Res. 39(1) , 51-3, (2005)

Human biomonitoring of the lipid peroxidation DNA modification 1,N6-ethenodeoxyadenosine (epsilondA) excreted into urine is thought to be a potential marker for oxidative stress-related DNA damage and...