Sequence specific DNA cross-linking triggered by visible light.
A new biocompatible strategy for photoinduced DNA interstrand cross-linking is presented. Methylene blue induced (1)O(2) formation triggers furan oxidation; the resulting aldehyde then rapidly reacts with complementary A or C with formation of stable adducts. Easily accessible furan modified nucleosides, a commercially available photosensitizer, and visible light irradiation constitute the necessary tools to achieve selective duplex interstrand cross-linking.
Laboratory for Organic and Biomimetic Chemistry, University of Ghent, Krijgslaan 281 S4, B-9000 Ghent, Belgium.
Marieke
M
Op de Beeck
Annemieke
A
Madder
D003432:Cross-Linking Reagents; D004247:DNA / Q000528:radiation effects*; D018736:DNA Adducts; D005663:Furans / Q000737:chemistry; D008027:Light; D008751:Methylene Blue; D009838:Oligodeoxyribonucleotides / Q000737:chemistry; D010084:Oxidation-Reduction; D026082:Singlet Oxygen / Q000737:chemistry*
D003432:Cross-Linking Reagents; D018736:DNA Adducts; D005663:Furans; D009838:Oligodeoxyribonucleotides; D026082:Singlet Oxygen; D004247:DNA; D008751:Methylene Blue; C039281:furan