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. 2001 Jul 26;3(15):2415-8.
doi: 10.1021/ol016255e.

Site-specific generation of deoxyribonolactone lesions in DNA oligonucleotides

H J Lenox  1 , C P McCoy, T L Sheppard
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Site-specific generation of deoxyribonolactone lesions in DNA oligonucleotides

H J Lenox et al. Org Lett. .

Abstract

[reaction: see text] 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).

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