2016 Fiscal Year Final Research Report
Development of a method for the synthesis of biosynthetic intermediates of nucleic acids via phosphorylation of carbonyl group
| Project/Area Number |
26410175
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Research Field |
Bio-related chemistry
|
|---|
| Research Institution | Gifu University |
|---|
Principal Investigator |
|
|---|
| Project Period (FY) |
2014-04-01 – 2017-03-31
|
| Keywords | 核酸の生合成 / カルボニル基のリン酸化 / ヌクレオチド / 酵素応答性分子 / イノシン / 蛍光標識化 |
|---|
| Outline of Final Research Achievements |
This study aimed to develop a novel method for the synthesis of biosynthetic intermediates of nucleic acids and their chemically modified analogs. In order to achieve this goal, our original non-nucleophilic acidic activator, N-(cyanomethyl)dimethylammonium triflate (CMMT) was applied to the phosphitylation of carbonyl oxygen, finally enabling us to synthesize inosine 6-phosphate esters bearing various substituents, such as those for spin labeling and fluorescent labeling, on their phosphate groups. In addition, the stability of the inosine 6-phosphate esters toward cellular nucleases was examined to find that they were unstable and rapidly hydrolyzed in the presence of these enzymes. To solve this problem, we developed a method for the synthesis of inosine 6-thiophosphate esters, which were more stable toward these enzymes. The molecules developed in this study will be useful as molecular probes and therapeutic agents targeting the biosynthesis of nucleic acids.
|
| Free Research Field |
有機合成化学、生体関連化学
|
