Synthesis and characterization of (R)-miniPEG-containing chiral γ-peptide nucleic acids using the Fmoc strategy

被引:3
作者
Dong, Bo [1 ,2 ]
Nie, Kaixuan [1 ,2 ]
Shi, Huanhuan [1 ,2 ]
Yao, Xiaoxia [1 ,2 ]
Chao, Lemeng [1 ,2 ]
Liang, Bo [3 ]
Liu, Zhengchun [1 ,2 ]
机构
[1] Cent South Univ, Dept Elect Informat Sci & Technol, Sch Phys & Elect, Hunan Key Lab Super Microstruct & Ultrafast Proc, Changsha 410083, Hunan, Peoples R China
[2] Cent South Univ, Sch Basic Med Sci, Changsha 410083, Hunan, Peoples R China
[3] Changsha Univ Sci & Technol, Sch Traff & Transportat Engn, State Engn Lab Highway Maintenance Technol, Changsha 410114, Hunan, Peoples R China
基金
中国国家自然科学基金;
关键词
Peptide nucleic acid; Chiral gamma PNA; miniPEG; Fmoc SPPS; LIGHT-DIRECTED SYNTHESIS; B-DNA; PNA; RECOGNITION; INHIBITION; STABILITY;
D O I
10.1016/j.tetlet.2019.04.038
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diethylene glycol (miniPEG)-containing chiral gamma PNA is considered to be one of the best PNA derivatives. Its preparation is mainly based on the Boc strategy for solid phase peptide synthesis (SPPS), requiring the repeated use of trifluoroacetic acid TFA, which is not suitable for the in situ synthesis of PNA arrays and some other applications under mild conditions. Herein, Fmoc/Cbz orthogonal protected miniPEG-containing chiral gamma PNA monomers were synthesized, and a 15mer gamma PNA was prepared using the Fmoc strategy under mild conditions. (C) 2019 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1430 / 1433
页数:4
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