异种核酸的正交合成

Orthogonal Synthesis of Xeno Nucleic Acids.

作者信息

Fiers Guillaume, Chouikhi Dalila, Oswald Laurence, Al Ouahabi Abdelaziz, Chan-Seng Delphine, Charles Laurence, Lutz Jean-François

机构信息

Precision Macromolecular Chemistry Group, Institut Charles Sadron, 23 rue du Loess, BP84047, 67034, Strasbourg Cedex 2, France.

Laboratoire de Catalyse et Synthèse en Chimie Organique, Université Abou Bekr Belkaid, BP 119 Pole Imama Bât. B, 13000, Tlemcen, Algeria.

出版信息

Chemistry. 2016 Dec 12;22(50):17945-17948. doi: 10.1002/chem.201604386. Epub 2016 Nov 3.

DOI:10.1002/chem.201604386

PMID:27753151

Abstract

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).

摘要

通过固相正交“AB + CD”迭代策略合成了序列定义的肽三唑核酸（PTzNA）。在这种方法中，含有羧酸（A）、叠氮化物（B）、炔烃（C）和伯胺（D）官能团的AB和CD构建块通过连续的铜催化叠氮化物-炔烃环加成（CuAAC）和酸-胺偶联步骤组装在一起。使用八个构建块（即四个AB和四个CD构建块）的文库制备了不同的PTzNA基因序列。