Fine-tuning furan toxicity: fast and quantitative DNA interchain cross-link formation upon selective oxidation of a furan containing oligonucleotide.
Oligonucleotides containing a furan modified internal nucleoside have been synthesized; selective in situ oxidation of the furan moiety to a reactive enal species in the presence of a complementary DNA strand gives rise to fast and efficient formation of an interstrand cross-link.
Halila
Sami
S
Laboratory for Organic and Biomimetic Chemistry, Department of Organic Chemistry, Krijgslaan 281, S4, 9000, Gent, Belgium.
Velasco
Trinidad
T
Clercq
Pierre De
PD
Madder
Annemieke
A
D002851:Chromatography, High Pressure Liquid; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D008968:Molecular Conformation; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010084:Oxidation-Reduction; D013237:Stereoisomerism
D003432:Cross-Linking Reagents; D005663:Furans; D009841:Oligonucleotides; D004247:DNA