Zhang Su, Chaput John C
Department of Chemistry and Biochemistry, Arizona State University, Tempe, AZ, USA.
Curr Protoc Nucleic Acid Chem. 2010 Sep;Chapter 4:Unit4.40. doi: 10.1002/0471142700.nc0440s42.
This unit describes a straightforward method for preparing glycerol nucleic acid (GNA) phosphoramidite monomers and oligonucleotide polymers using standard cyanoethyl phosphoramidite chemistry. GNA is an unnatural nucleic acid analog composed of an acyclic three-carbon sugar-phosphate backbone that contains one stereogenic center per repeating unit. GNA has attracted significant attention as a nucleic acid derivative due to its unique ability to form stable Watson-Crick anti-parallel duplex structures with thermal and thermodynamic stabilities rivaling those of natural DNA and RNA. The chemical simplicity of this nucleic acid structure provides access to enantiomerically pure forms of right- and left-handed helical structures that can be used as unnatural building blocks in DNA nanotechnology.
本单元介绍了一种使用标准氰乙基亚磷酰胺化学方法制备甘油核酸(GNA)亚磷酰胺单体和寡核苷酸聚合物的直接方法。GNA是一种非天然核酸类似物,由无环三碳糖-磷酸主链组成,每个重复单元含有一个手性中心。由于GNA具有独特的能力,能够形成稳定的沃森-克里克反平行双链结构,其热稳定性和热力学稳定性可与天然DNA和RNA相媲美,因此作为一种核酸衍生物受到了广泛关注。这种核酸结构的化学简单性使得能够获得对映体纯形式的右手和左手螺旋结构,这些结构可作为DNA纳米技术中的非天然构建块。