Molecular structure of 1,N6-Etheno-2′-deoxyadenosine, CAS Number: 68498-25-9
1,N6-Etheno-2′-deoxyadenosine (CAS 68498-25-9)
Alternate Names:
Ethenodeoxyadenosine; Etheno-2′-deoxy-β-D-adenosine
CAS Number:
68498-25-9
Purity:
≥95%
Molecular Weight:
275.26
Molecular Formula:
C12H13N5O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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1,N6-Etheno-2′-deoxyadenosine is a modified nucleoside analog that has been used extensively in biochemical research studies. Researchers have employed this compound to investigate mechanisms of DNA repair and mutagenesis, as it can intercalate into DNA and disrupt normal base pairing. Studies involving 1,N6-Etheno-2′-deoxyadenosine have contributed to understanding the role of DNA adducts in the induction of mutations, which is relevant to elucidating the molecular underpinnings of carcinogenesis. Additionally, this compound is utilized in the exploration of enzymatic processes involving DNA polymerases and nucleotide excision repair enzymes, providing insights into how cells maintain genetic integrity.
1,N6-Etheno-2′-deoxyadenosine (CAS 68498-25-9) References
- Detection of 1,N6-etheno-2'-deoxyadenosine and 3,N4-etheno-2'-deoxycytidine occurring endogenously in DNA. | Watson, WP., et al. 1999. IARC Sci Publ. 63-73. PMID: 10626209
- Formation of a substituted 1,N(6)-etheno-2'-deoxyadenosine adduct by lipid hydroperoxide-mediated generation of 4-oxo-2-nonenal. | Rindgen, D., et al. 2000. Chem Res Toxicol. 13: 846-52. PMID: 10995257
- Fluorescent alpha-anomeric 1,N(6)etheno-deoxyadenosine in DNA duplexes. The alpha-epsilondA / dG pair. | Bielecki, L., et al. 2000. Nucleosides Nucleotides Nucleic Acids. 19: 1735-50. PMID: 11200269
- Site-specific incorporation of the 1-hexanol-1,N6-etheno-2'-deoxyadenosine adduct into oligodeoxyribonucleotides. | Carvalho, VM., et al. 2003. Bioorg Med Chem. 11: 2445-52. PMID: 12735991
- Quantification of 1,N6-etheno-2'-deoxyadenosine in human urine by column-switching LC/APCI-MS/MS. | Hillestrøm, PR., et al. 2004. Free Radic Biol Med. 36: 1383-92. PMID: 15135174
- Simultaneous determination of O6-methyl-2'-deoxyguanosine, 8-oxo-7,8-dihydro-2'-deoxyguanosine, and 1,N6-etheno-2'-deoxyadenosine in DNA using on-line sample preparation by HPLC column switching coupled to ESI-MS/MS. | Brink, A., et al. 2006. J Chromatogr B Analyt Technol Biomed Life Sci. 830: 255-61. PMID: 16298174
- 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. | Chiron, S., et al. 2007. Environ Toxicol. 22: 222-7. PMID: 17366551
- Mechanisms of lung tumorigenesis by ethyl carbamate and vinyl carbamate. | Forkert, PG. 2010. Drug Metab Rev. 42: 355-78. PMID: 20205516
- Accumulation of miscoding etheno-DNA adducts and highly expressed DNA repair during liver fluke-induced cholangiocarcinogenesis in hamsters. | Dechakhamphu, S., et al. 2010. Mutat Res. 691: 9-16. PMID: 20541562
- Polychlorinated Biphenyls Induce Oxidative DNA Adducts in Female Sprague-Dawley Rats. | Mutlu, E., et al. 2016. Chem Res Toxicol. 29: 1335-1344. PMID: 27436759
- [Association of etheno-DNA adduct and DNA methylation level among workers exposed to diesel engine exhaust]. | Shen, ML., et al. 2017. Zhonghua Yu Fang Yi Xue Za Zhi. 51: 556-561. PMID: 28592103
- Mass spectrometric profiling of DNA adducts in the human stomach associated with damage from environmental factors. | Ohnishi, I., et al. 2021. Genes Environ. 43: 12. PMID: 33836837
- 1,N6-etheno deoxy and ribo adenosine and 3,N4-etheno deoxy and ribo cytidine phosphoramidites. Strongly fluorescent structures for selective introduction in defined sequence DNA and RNA molecules. | Srivastava, SC., et al. 1994. Nucleic Acids Res. 22: 1296-304. PMID: 7513082
- A comparison of two ultrasensitive methods for measuring 1,N6-etheno-2'-deoxyadenosine and 3,N4-etheno-2'-deoxycytidine in cellular DNA. | Misra, RR., et al. 1994. Carcinogenesis. 15: 1647-52. PMID: 8055645
- Formation of 1,N6-etheno-2'-deoxyadenosine adducts by trans,trans-2, 4-Decadienal. | Carvalho, VM., et al. 1998. Chem Res Toxicol. 11: 1042-7. PMID: 9760278
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
1,N6-Etheno-2′-deoxyadenosine, 10 mg | sc-216146 | 10 mg | $150.00 | |||
1,N6-Etheno-2′-deoxyadenosine, 50 mg | sc-216146A | 50 mg | $408.00 |