title: Synthesis of 6-(2-thienyl)purine nucleoside derivatives toward the expansion of the genetic code.
abstract: Unnatural bases specifically pairing with pyridin-2-one, 2-amino-6-(2-thienyl) purine and 2-amino-6-(2-furanyl)purine, were newly designed to replace 2-amino-6-(N,N-dimethylamino)purine. It was expected that these novel purine analogues, as compared with 2-amino-6-(N,N-dimethylamino)purine, might reduce the interference in the stacking interactions with the neighboring bases in a duplex and improve the efficiency of the enzymatic incorporation of the nucleoside triphosphate of pyridin-2-one opposite these unnatural bases. The syntheses of these nucleoside derivatives and the DNA fragments were examined.
authors.affiliation: Yokoyama CytoLogic Project, ERATO, JST, RIKEN, 2-1 Hirosawa, Wako-shi, Saitama 351-0198, Japan.
authors.forename: T
authors.initials: T
authors.lastname: Fujiwara
authors.forename: H
authors.initials: H
authors.lastname: Sugiyama
authors.forename: I
authors.initials: I
authors.lastname: Hirao
authors.forename: S
authors.initials: S
authors.lastname: Yokoyama
mesh_terms: D020029:Base Pairing; D004247:DNA / Q000138:chemical synthesis / Q000737:chemistry / Q000235:genetics; D003853:Deoxyribonucleosides / Q000138:chemical synthesis / Q000737:chemistry; D005815:Genetic Code; D015394:Molecular Structure; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D003853:Deoxyribonucleosides; D011684:Purine Nucleosides; D004247:DNA