title: Artificial nucleosides possessing metal binding sites at the 3'- and 5'-positions of the deoxyribose moieties.
abstract: This paper describes a convenient synthetic procedure for nucleoside mimics, 1-6, in which the 3',5'-hydroxy groups of natural 2'-deoxythymidine or 2'-deoxyadenosine are replaced by thiol, amine, or alkylthiol groups. Such nucleosides would be built up into a single DNA strand with cooperative participation of metal coordination, where internucleoside linkages are replaced by metal complexation motifs. The X-ray crystal structure and complexation behaviors of 3',5'-dithiothymidine, 1, with Au(I) are also reported.
authors.affiliation: Department of Chemistry, Graduate School of Science, The University of Tokyo, Hongo, Bunkyo-ku, Japan.
authors.forename: Jun-Ya
authors.initials: JY
authors.lastname: Chiba
authors.forename: Kentaro
authors.initials: K
authors.lastname: Tanaka
authors.forename: Yukinori
authors.initials: Y
authors.lastname: Ohshiro
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Miyake
authors.forename: Shuichi
authors.initials: S
authors.lastname: Hiraoka
authors.forename: Motoo
authors.initials: M
authors.lastname: Shiro
authors.forename: Mitsuhiko
authors.initials: M
authors.lastname: Shionoya
mesh_terms: D000475:Alkenes / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D018360:Crystallography, X-Ray; D004247:DNA; D006046:Gold; D008958:Models, Molecular; D018716:Molecular Mimicry; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D000475:Alkenes; D000588:Amines; D009705:Nucleosides; D013438:Sulfhydryl Compounds; D006046:Gold; D004247:DNA