Site-Specific Generation of Deoxyribonolactone Lesions in DNA Oligonucleotides
- 26 June 2001
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 3 (15) , 2415-2418
- https://doi.org/10.1021/ol016255e
Abstract
An efficient method for the site-specific generation of 2-deoxyribonolactone oxidative DNA damage lesions from a “photocaged” nucleoside analogue was developed. A nucleoside phosphoramidite bearing a C-1‘ nitrobenzyl cyanohydrin was prepared and incorporated into DNA oligonucleotides using automated DNA synthesis. The caged analogue, which was stable in aqueous solution, was converted to the 2-deoxyribonolactone lesion by UV irradiation. DNA containing the caged analogue and the deoxyribonolactone site were characterized by electrospray mass spectrometry (ES-MS).Keywords
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