title: Hydrogen-bonding controlled rigidity of an isoindoline-derived nitroxide spin label for nucleic acids.
abstract: Nucleosides spin-labelled with isoindoline-derived benzimidazole ((Im)U) and benzoxazole ((Ox)U) moieties were synthesized and incorporated into DNA oligonucleotides. Both labels display limited mobility in duplex DNA but (Im)U was less mobile, which was attributed to an intramolecular hydrogen bond between the N-H of the imidazole and O4 of the uracil nucleobase.
authors.affiliation: University of Iceland, Department of Chemistry, Science Institute, Dunhaga 3, 107 Reykjavik, Iceland.
authors.forename: Dnyaneshwar B
authors.initials: DB
authors.lastname: Gophane
authors.forename: Snorri Th
authors.initials: ST
authors.lastname: Sigurdsson
mesh_terms: D001562:Benzimidazoles / Q000138:chemical synthesis / Q000737:chemistry*; D001583:Benzoxazoles / Q000138:chemical synthesis / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D006860:Hydrogen Bonding; D054833:Isoindoles / Q000737:chemistry*; D015394:Molecular Structure; D013113:Spin Labels
chemical_list: D001562:Benzimidazoles; D001583:Benzoxazoles; D054833:Isoindoles; D013113:Spin Labels; D004247:DNA; C031000:benzimidazole