title: Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking.
abstract: 2'-O-(3-(Furan-2-yl)propyl)adenosine was synthesized and evaluated for interstrand crosslink (ICL) formation in DNA duplexes. In situ oxidation of the furan moiety with NIS showed rapid crosslink formation to dA and dC, while dT and dG were inactive.
authors.affiliation: Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, NL-6525 AJ, Nijmegen, The Netherlands.
authors.forename: Anup M
authors.initials: AM
authors.lastname: Jawalekar
authors.forename: Marieke
authors.initials: M
authors.lastname: Op de Beeck
authors.forename: Floris L
authors.initials: FL
authors.lastname: van Delft
authors.forename: Annemieke
authors.initials: A
authors.lastname: Madder
mesh_terms: D000241:Adenosine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry*; D001483:Base Sequence; D001974:Bromosuccinimide / Q000737:chemistry; D003432:Cross-Linking Reagents / Q000138:chemical synthesis* / Q000737:chemistry*; D004247:DNA / Q000737:chemistry* / Q000235:genetics; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry*; D010084:Oxidation-Reduction; D013388:Succinimides / Q000737:chemistry
chemical_list: C558420:2'-O-(3-(furan-2-yl)propyl)adenosine; D003432:Cross-Linking Reagents; D005663:Furans; D013388:Succinimides; C008155:N-iodosuccinimide; D004247:DNA; D000241:Adenosine; D001974:Bromosuccinimide