title: Photochemical ligation of DNA conjugates through anthracene cyclodimer formation and its fidelity to the template sequences.
abstract: Anthracene readily forms photoadducts, anthracene dimers, and this photodimerization reaction has been well characterized. In general, however, the reaction requires close proximity and certain spatial alignment of both reaction partners. DNA could provide an ideal scaffold for accelerating the photocyclic addition. We synthesized a number of anthracene-DNA conjugates. The sequences of the conjugates, 5'AntODNn and 3'AntODNn (the length of methylene linkers: n = 3 or 6), were designed to bind adjacent sequences of the template with the anthracene units directed such that they stacked with each other. The conjugates were only dimerized in the presence of the template by light irradiation. The efficiency was affected by one-base displacement in the template sequence.
authors.affiliation: Department of Applied Chemistry and Biochemistry, Faculty of Engineering, Kumamoto University, 2-39-1 Kurokami, Kumamoto 860-8555, Japan. toshi@chem.kumamoto-u.ac.jp
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Ihara
authors.forename: Tomohiro
authors.initials: T
authors.lastname: Fujii
authors.forename: Motoko
authors.initials: M
authors.lastname: Mukae
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kitamura
authors.forename: Akinori
authors.initials: A
authors.lastname: Jyo
mesh_terms: D000873:Anthracenes / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D019281:Dimerization; D009841:Oligonucleotides / Q000737:chemistry; D010777:Photochemistry; D013056:Spectrophotometry, Ultraviolet
chemical_list: D000873:Anthracenes; D009841:Oligonucleotides; D004247:DNA