Carrette Lieselot L G, Gyssels Ellen, Madder Annemieke
Organic and Biomimetic Chemistry Research Group, Department of Organic Chemistry, Ghent University, Krijgslaan, Ghent, Belgium.
Curr Protoc Nucleic Acid Chem. 2013 Oct 8;54:5.12.1-5.12.16. doi: 10.1002/0471142700.nc0512s54.
This unit describes a method for interstrand cross-linking between a furan-modified oligonucleotide and its unmodified complement. The synthesis of two furan-modified phosphoramidites, selected based on high cross-linking yield versus improved cross-linking selectivity, is described. The methods allow gram-scale synthesis starting from stable and readily available furan derivatives. Cross-linking requires selective oxidation of the furan moiety to an aldehyde. The masked nature of the latter avoids undesired and off-target reactions, resulting in clean and high-yield cross-link formation.
本单元描述了一种在呋喃修饰的寡核苷酸与其未修饰的互补链之间进行链间交联的方法。文中描述了两种基于高交联产率与改进的交联选择性而选择的呋喃修饰亚磷酰胺的合成方法。这些方法允许从稳定且易于获得的呋喃衍生物开始进行克级规模的合成。交联需要将呋喃部分选择性氧化为醛。后者的掩蔽性质避免了不需要的和脱靶反应，从而形成纯净且高产率的交联。
