title: Hybridization ability and base pair geometry of modified deoxycytidine derivatives having a 4-N-carbamoyl group.
abstract: Modified oligodeoxyribonucleotides incorporating 4-N-carbamoyldeoxycytidine derivatives were synthesized. The 1H-NMR of 4-N-carbamoyldeoxycytidine suggests that the carbamoyl group forms an intramolecular hydrogen bond with the cytosine ring nitrogen atom and this geometry would inhibit formation of the Watson-Crick base pair with a guanine base. However, the Tm analysis of the modified oligodeoxynucleotides revealed that, in the process of their hybridization with the complementary oligodeoxynucleotides, the orientation of the carbamoyl group changed in a manner where the stable Watson-Crick base pair can be formed with the guanine base.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsutacyo, Midoriku, Yokohama 226-8501, Japan.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Miyata
authors.forename: Akio
authors.initials: A
authors.lastname: Kobori
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D020029:Base Pairing; D003841:Deoxycytidine / Q000737:chemistry*; D009693:Nucleic Acid Hybridization
chemical_list: D003841:Deoxycytidine