| Project/Area Number |
02403011
|
|---|
| Research Category |
Grant-in-Aid for General Scientific Research (A)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
天然物有機化学
|
|---|
| Research Institution | Tokyo College of Pharmacy |
|---|
Principal Investigator |
ISHIDO Yoshiharu Tokyo College of Pharmacy, Faculty of Pharmacy, Professor, 薬学部, 教授 (60016037)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
KAMAIKE Kazuo Tokyo College of Pharmacy, Faculty of Pharmacy, Research Associate, 薬学部, 助手 (50214507)
KAWASHIMA Etsuko Tokyo College of Pharmacy, Faculty of Pharmacy, Lecturer, 薬学部, 講師 (30057343)
|
|---|
| Project Period (FY) |
1990 – 1993
|
| Project Status |
Completed (Fiscal Year 1993)
|
| Budget Amount *help |
¥24,000,000 (Direct Cost: ¥24,000,000)
Fiscal Year 1993: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1992: ¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1991: ¥8,000,000 (Direct Cost: ¥8,000,000)
Fiscal Year 1990: ¥12,000,000 (Direct Cost: ¥12,000,000)
|
|---|
| Keywords | A cellulose acetate as a polymer-support / A nucleoside with a modified base / 2'-omicron-(D-Ribofuranosyl)-adenosine / D-Ribofuranosylation / Glycosyl carbamate derivatives / Stable isotope labeled nucleosides / [2'-^2H]-2'-Deoxyribonucleosides / Nucleosides with ^<15>N-labeled exocyclic amino group / 5,6ジヒドロウリジン / 2′‐O‐(D‐リボフラノシル)アデノシン / (2′S)‐[2′‐^2H]‐2′‐デオキシリボヌクレオシド / ポリ(ADP‐リボース) / (2′R)‐[2′‐^2H]‐2′‐デオキシリボヌクレオシド / ジヒドロウリジン / N-スクシニルヌクレオシド誘導体 / N-フタロイルヌクレオシド誘導体 / フッ化D-リボフラノシル誘導体 / 2'-O-(α-D-リボフラノシル)アデノシン / 2'-O-(β-D-リボフラノシル)アデノシン / アセチルセルロ-ス担体 / 3ー(カルボキシ)プロピオニル基 / ポリ(ADPーリボ-ス) / 2′ーοー(αーDーリボフラノシル)アデノシン / 2′ーοー(αーDーリボフラノシル)化 / 5′ー末端リン酸 / 2ー[2ー(モノメトキシトリチルオキシ)エチルチオ]エチル基 / ヌクレオシド類複素環部保護基 / ジフェニルカルバモイル基 / 2ーシアノエチル基 / プソイドウリジン / 1ーβーDーリボフラノシルチミン / 4ー(2ーヒドロキシエチルスルホニル)ジヒドロシンナモイル基 |
|---|
| Research Abstract |
1.Synthetic Study of Oligonucleotides : (1)The cellulose acetate derivatives were found to be feasible for the syntheses of DNA-type8-mer and of RNA-type 13-mer. (2)Development of efficient methods for the protection of functional groups involved in pseudouridine (psi), 1-beta-D-ribofuranosylthymine(rT), 5, 6-dihydrouridine(D), and phosphate, led us to successful syntheses of RNA-type 12-mer involving psi and rT, 11-mer involving 5'-terminal phosphate through the polymer-support, and 8-mer involving D through the CPG-support.
2.Synthetic Study of 2'-omicron-(alpha- and beta-D-ribofuranosyl)adenosines : The alpha-isomer, known as the key compound of poly(ADP-ribose), and the beta-isomer, found as the corresponding 5'-phosphate located at 64th position of Yeast initiator tRNA^<Met>, were synthesized with high stereoselectivity by the acid-catalyzed coupling reaction of an adenosine 2'-hydroxyl derivative with D-ribofuranosyl derivatives functionalized at their anomeric position.
3.Synthetic Study of Oligosaccharides : Novel approaches to glycosylation in terms of acid-catalyzed coupling reaction of a glycosyl acceptor with glycosyl donors bearing 1-phenoxylcarbonate and 1-phenylcarbamate were developed. and the latter was found to be particularly feasible for the synthesis of oligosaccharides such as Le^Y antigenic tetrasaccharide.
4.Synthetic Study of Nucleosides Specifically Labeled with Stable Isotopes : Highly diastereoselective syntheses of (2'R)- and (2'S)-[2'-^2H]-2'-deoxyribonucleosides, and efficient method for the syntheses of nucleosides bearing exocyclic amino groups, were labeled with ^<15>N atom, were realized. These products essentially contribute to the NMR spectroscopic study on delicate conformational analysis on interactions of nucleic acid-nucleic acid or nucleic acid-protein etc.
|
