title: Synthesis and properties of a new fluorescent bicyclic 4-N-carbamoyldeoxycytidine derivative.
abstract: [reaction: see text] A bicyclic 4-N-carbamoyldeoxycytidine derivative (1, dC(hpp)) geometrically locked was synthesized as a new fluorescent nucleobase. The hybridization properties of oligodeoxynucleotides containing dC(hpp) were investigated by use of T(m) analysis. It was found that dC(hpp) forms stable base pairs not only with the complementary guanine base, but also with the adenine base. Interestingly, the fluorescence of dC(hpp) was suppressed only when a dC(hpp)-dG base pair was formed.
authors.affiliation: Department of Life Science, Tokyo Institute of Technology, 4259 Nagatsuta, Midoriku, Yokohama 226-8501, Japan.
authors.forename: Kenichi
authors.initials: K
authors.lastname: Miyata
authors.forename: Ryuji
authors.initials: R
authors.lastname: Tamamushi
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ohkubo
authors.forename: Haruhiko
authors.initials: H
authors.lastname: Taguchi
authors.forename: Kohji
authors.initials: K
authors.lastname: Seio
authors.forename: Tomofumi
authors.initials: T
authors.lastname: Santa
authors.forename: Mitsuo
authors.initials: M
authors.lastname: Sekine
mesh_terms: D020029:Base Pairing; D004247:DNA / Q000737:chemistry*; D003841:Deoxycytidine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry*; D006147:Guanine / Q000737:chemistry; D015394:Molecular Structure; D012689:Sequence Homology, Nucleic Acid; D013329:Structure-Activity Relationship
chemical_list: C515998:4-N-carbamoyldeoxycytidine; D005456:Fluorescent Dyes; D003841:Deoxycytidine; D006147:Guanine; D004247:DNA