title: Synthesis and duplex-forming ability of oligonucleotides containing 4'-carboxythymidine analogs.
abstract: Oligonucleotides containing 4'-carboxy-, 4'-methoxycarbonyl-, 4'-carbamoyl-, and 4'-methylcarbamoyl-thymidines, and their 2'-methoxy, 2'-amino or 2'-acetamido analogs were prepared. Their duplex-forming ability with DNA and RNA complements was evaluated by UV melting experiments. Interestingly, 4'-carboxythymidine existing in the S-type sugar conformation was found to lead to an increase in the stability of the duplex formed with RNA complements compared to natural thymidine.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita 565-0871, Japan.
authors.forename: Yoshiyuki
authors.initials: Y
authors.lastname: Hari
authors.forename: Takashi
authors.initials: T
authors.lastname: Osawa
authors.forename: Satoshi
authors.initials: S
authors.lastname: Obika
mesh_terms: D002236:Carbohydrate Conformation; D018076:DNA, Complementary / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D018075:RNA, Complementary / Q000737:chemistry*; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013936:Thymidine / Q000031:analogs & derivatives* / Q000737:chemistry; D044366:Transition Temperature
chemical_list: D018076:DNA, Complementary; D009841:Oligonucleotides; D018075:RNA, Complementary; D013936:Thymidine