Departament de Química Orgànica and IBUB, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.
Chem Commun (Camb). 2013 Jan 11;49(3):309-11. doi: 10.1039/c2cc35357a. Epub 2012 Nov 26.
A novel method to synthesize cyclic oligonucleotides (5- to 26-mer) using the thiol-maleimide reaction is described. The target molecules were obtained after subsequent removal of thiol and maleimide protecting groups from 5'-maleimido-3'-thiol-derivatized linear precursors. Retro-Diels-Alder conditions deprotecting the maleimide simultaneously promoted cyclization cleanly and in high yield.
描述了一种使用巯基-马来酰亚胺反应合成环状寡核苷酸(5-26 个核苷酸)的新方法。通过随后从 5'-马来酰亚胺基-3'-硫代衍生的线性前体中去除巯基和马来酰亚胺保护基团,获得了目标分子。反-Diels-Alder 条件同时去保护马来酰亚胺,促进了环化反应的清洁和高产。