Generation of a C-3'-thymidinyl radical in single-stranded oligonucleotides under anaerobic conditions

Organic Letters
Amanda Bryant-Friedrich

Abstract

[reaction: see text] A C-3'-thymidinyl radical has been photochemically generated site-specifically in DNA oligonucleotides. A nucleoside H-phosphonate bearing a C-3' acetyl group was incorporated into DNA oligomers using a hand-coupling technique. When nucleotides containing the modified monomer were photolyzed (> or =320 nm) in the presence of a hydrogen atom donor, reduction products were detected by RP-HPLC and MALDI-ToF MS analysis.

Citations

Dec 26, 2012·Bioorganic & Medicinal Chemistry Letters·Buthina Al-OudatAmanda Bryant-Friedrich
Feb 13, 2014·Chemical Research in Toxicology·Nicholas J Amato, Yinsheng Wang
Oct 18, 2014·The Journal of Organic Chemistry·Rakesh Paul, Marc M Greenberg
Jan 3, 2013·Chembiochem : a European Journal of Chemical Biology·Nicholas J Amato, Amanda C Bryant-Friedrich
Dec 13, 2005·Bioorganic & Medicinal Chemistry·Georges LahoudAmanda Bryant-Friedrich
Jul 19, 2012·Organic & Biomolecular Chemistry·Anatoly M BelostotskiiAlfred Hassner
Apr 30, 2020·Journal of the American Chemical Society·Haoran PangKenichi Yokoyama
Sep 21, 2017·Bioorganic & Medicinal Chemistry·Mel F BediAmanda C Bryant-Friedrich
Jan 27, 2010·Chemical Reviews·Marguerite Pitié, Geneviève Pratviel
Dec 7, 2007·Chemical Research in Toxicology·Peter C Dedon
Dec 19, 2006·Chemical Research in Toxicology·Georges A LahoudAmanda C Bryant-Friedrich

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