Wachter L, Jablonski J A, Ramachandran K L
Nucleic Acids Res. 1986 Oct 24;14(20):7985-94. doi: 10.1093/nar/14.20.7985.
Synthetic deoxyoligonucleotides have been 5'-aminoalkylated at the end of step-wise synthesis on the polymer support. This was achieved through the activation of the 5'-hydroxyl group as its 5'-imidazolyl derivative using carbonyldiimidazole, which was subsequently displaced with hexamethylene diamine to yield the title compound. The alkyl carbamate linkage thus generated withstands the deprotection conditions used in oligonucleotide synthesis. Purification by gel electrophoresis and further derivatization at the 5'-amino group with N-hydroxysuccinimidobiotin is described.
合成的脱氧寡核苷酸在聚合物载体上逐步合成结束时已在5′端进行了氨基烷基化。这是通过使用羰基二咪唑将5′羟基活化成其5′咪唑基衍生物来实现的,随后该衍生物被六亚甲基二胺取代,从而得到标题化合物。由此产生的烷基氨基甲酸酯键能耐受寡核苷酸合成中使用的脱保护条件。文中描述了通过凝胶电泳进行纯化以及用N-羟基琥珀酰亚胺生物素对5′氨基进行进一步衍生化的过程。