Design and synthesis of peptide foldamer using alpha,alpha-disubstituted alpha-amino acids
| Project/Area Number |
18K14870
|
|---|
| Research Category |
Grant-in-Aid for Early-Career Scientists
|
| Allocation Type | Multi-year Fund |
|---|
| Review Section |
Basic Section 47010:Pharmaceutical chemistry and drug development sciences-related
|
|---|
| Research Institution | Nagasaki University |
|---|
Principal Investigator |
UEDA Atsushi 長崎大学, 医歯薬学総合研究科(薬学系), 准教授 (10732315)
|
|---|
| Project Period (FY) |
2018-04-01 – 2021-03-31
|
| Project Status |
Completed (Fiscal Year 2020)
|
| Budget Amount *help |
¥4,290,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥990,000)
Fiscal Year 2019: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2018: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
|
|---|
| Keywords | ジ置換アミノ酸 / ペプチド / 有機分子触媒 / 薬学 / 有機化学 / フッ素 |
|---|
| Outline of Final Research Achievements |
Synthesis of α,α-disubstituted α-amino acids and their peptides were performed. Secondary structural analysis of these peptides could be useful for design of peptide foldamers. α-Trifluoromethylated α,α-disubstituted α-amino acids were synthesized with a variety of side chains. Optical resolution of these amino acids were achieved by chromatographic separation of the corresponding (R)-BINOL ester derivative. We also synthesized α-amino acids possessing rare sugar on their side chain. Simplification of peptide catalyst structure resulted in high catalytic activity, which is important from the point of green sustainability.
|
| Academic Significance and Societal Importance of the Research Achievements |
生体内で重要な役割を担うペプチドは、機能性分子としての高いポテンシャルを有している。今回フッ素を導入したペプチドにより、バイオアベイラビリティーの増大が期待でき、また一方で、希少糖を導入したアミノ酸を今後ペプチドへ導入していくことで、生体内リガンドとしての可能性も高まる。ペプチド触媒の簡素化による触媒活性の向上は、化合物のロスを減らし、グリーンサスティナビリティの向上に資する結果と考えられる。
|
Report
(4 results)
Research Products
(45 results)
