Nielsen Morten, Dauksaite Vita, Kjems Jørgen, Gothelf Kurt V
Department of Chemistry, Langelandsgade 140, Aarhus University, 8000 Arhus C, Denmark.
Bioconjug Chem. 2005 Jul-Aug;16(4):981-5. doi: 10.1021/bc0500793.
A new method for DNA-directed assembly of organic modules by multiple parallel reductive aminations is presented. Linear oligonucleotide-functionalized modules (LOMs) consist of a rigid oligo(phenylene ethynylene) backbone with two salicylaldehyde termini, and each terminus is conjugated with an oligonucleotide sequence. The stability of the tetrahydrosalen-linked modules toward elevated temperature, low pH, nucleophiles, and metal chelators is studied and compared to the analogous metal-salen-linked modules. A linear oligonucleotide-functionalized disulfide-linked module (LOSM) containing cleavable linkers between the organic module and the two DNA sequences is coupled by DNA-directed reductive aminations to non-modified LOM modules. This enables selective cleavage of the DNA strands of a central module in a structure consisting of three modules, and the reactions are analyzed by electrophoresis and 32P-labeling of one of the DNA sequences of the central LOSM.
提出了一种通过多重平行还原胺化进行DNA定向组装有机模块的新方法。线性寡核苷酸功能化模块(LOM)由具有两个水杨醛末端的刚性聚(亚苯基乙炔)主链组成,每个末端都与一个寡核苷酸序列共轭。研究了四氢萨伦连接的模块对高温、低pH值、亲核试剂和金属螯合剂的稳定性,并与类似的金属-萨伦连接的模块进行了比较。一个在有机模块和两个DNA序列之间含有可裂解连接子的线性寡核苷酸功能化二硫键连接模块(LOSM)通过DNA定向还原胺化与未修饰的LOM模块偶联。这使得在由三个模块组成的结构中能够选择性切割中央模块的DNA链,并通过电泳和对中央LOSM的一个DNA序列进行32P标记来分析反应。