Nagatsugi F, Kawasaki T, Maeda M, Sasaki S
Faculty of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan.
Nucleic Acids Symp Ser. 1997(37):67-8.
2-Amino-6-vinylpurine analog (1) has been proven to react with cytidine and guanosine in a model reaction of cross-linking. However, its incorporation into the ODNs was unsuccessful because of the high reactivity of its vinyl group. A new precursor for 1, 2-amino-6-[2-(phenylthio)ethyl]purine (2), was designed so as to generate the reactive vinyl group after introduction into the oligomers. In this paper, synthesis of ODN containing 2, easy generation of the vinyl group within the oligomer, and interstrand cross-linking between the ODN incorporating 1 and the target DNA, are described.
2-氨基-6-乙烯基嘌呤类似物（1）已被证明在交联模型反应中能与胞苷和鸟苷发生反应。然而，由于其乙烯基的高反应活性，将其掺入寡核苷酸（ODNs）的尝试未成功。设计了一种1,2-氨基-6-[2-（苯硫基）乙基]嘌呤（2）的新前体，以便在引入寡聚物后产生反应性乙烯基。本文描述了含2的寡核苷酸的合成、寡聚物中乙烯基的轻松生成以及掺入1的寡核苷酸与靶DNA之间的链间交联。
