L-アルギニンと五員環状α,α-ジ置換アミノ酸を有する細胞膜透過性ペプチド ; Cell-Penetrating Helical Peptides Having L-Arginines and Five-Membered Ring α,α-Disubstituted α-Amino Acids

Nagasaki University (長崎大学) ; 博士(薬学) ; Cell-penetrating peptides are powerful tools in the delivery of drugs, proteins, and nucleic acids into cells; therefore, focus has recently been placed on their development. In this study, we synthesized seven types of peptides possessing three l-arginines (l-Arg) and six l-leucines (l-Leu) and/or 1-aminocyclopentane-1-carboxylic acids (Ac5c), and investigated their secondary structures and cell-penetrating abilities. The peptide composed of an equal number of l-Arg, l-Leu, and Ac5c formed 310/α-helical structures in TFE solution and exhibited the highest cell-penetrating ability of all the peptides examined. Additional cellular uptake studies revealed that the incorporation of Ac5c into peptides led to improved tolerability against serum. The results of the present study will help in the design of novel cell-penetrating peptides. ; 長崎大学学位論文 学位記番号:博(医歯薬)甲第1053号 学位授与年月日:平成30年3月20日 ; Author: Takuma Kato, Makoto Oba, Koyo Nishida, and Masakazu Tanaka ; Citation: Bioconjugate Chemistry, 25(10), pp.1761?1768; 2014 ; Nagasaki University (長崎大学), 博士(薬学) (2018-03-20) ; doctoral thesis