Orthogonal Synthesis of Xeno Nucleic Acids

被引:7
|
作者
Fiers, Guillaume [1 ]
Chouikhi, Dalila [1 ,2 ]
Oswald, Laurence [1 ]
Al Ouahabi, Abdelaziz [1 ]
Chan-Seng, Delphine [1 ]
Charles, Laurence [3 ]
Lutz, Jean-Francois [1 ]
机构
[1] Inst Charles Sadron, Precis Macromol Chem Grp, 23 Rue Loess,BP84047, F-67034 Strasbourg, France
[2] Univ Abou Bekr Belkaid Tlemcen, Lab Catalyse & Synth Chim Organ, BP 119 Pole Imama Bat B, Tilimsen 13000, Algeria
[3] Aix Marseille Univ, Inst Rad Chem, CNRS, UMR 7273, Marseille, France
关键词
iterative chemistry; nucleic acids; orthogonal synthesis; sequence-controlled polymers; solid-phase synthesis; SOLID-PHASE SYNTHESIS; INFORMATION-CONTAINING MACROMOLECULES; DNA-TEMPLATED POLYMERIZATION; ENCODED OLIGOMERS; PEPTIDE BACKBONE; GENETIC POLYMERS; CLICK CHEMISTRY; PNA; SEGMENTS; PEPTOIDS;
D O I
10.1002/chem.201604386
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Sequence-defined peptide triazole nucleic acids (PTzNA) were synthesized by means of a solid-phase orthogonal "AB + CD" iterative strategy. In this approach, AB and CD building blocks containing carboxylic acid (A), azide (B), alkyne (C), and primary amine (D) functions are assembled together by successive copper-catalyzed azide-alkyne cycloaddition (CuAAC) and acid-amine coupling steps. Different PTzNA genetic sequences were prepared using a library of eight building blocks (i.e., four AB and four CD building blocks).
引用
收藏
页码:17945 / 17948
页数:4
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