Syntheses of prodrug-type phosphotriester oligonucleotides responsive to intracellular reducing environment for improvement of cell membrane permeability and nuclease resistance
Syntheses of prodrug-type phosphotriester oligonucleotides responsive to intracellular reducing environment for improvement of cell membrane permeability and nuclease resistance
复制标题
DOI：
10.1016/j.bmcl.2017.05.031
复制
发表时间：
2017-07-15
影响因子：
2.7
通讯作者：
Urata, Hidehito
中科院分区：
文献类型：
--
作者：
Hayashi, Junsuke;Samezawa, Yusuke;Urata, Hidehito
我们用亚磷酰胺化学法合成了含有六元环二硫基团的前药型磷三酯(PTE)寡核苷酸。前药类寡核苷酸“还原环境依赖的非催化化学转化(RECLUTE)PTE寡核苷酸”在模拟胞浆还原条件下转化为天然寡核苷酸。此外，还原的PTE寡核苷酸对核酸酶有很强的消化能力，并具有良好的细胞膜通透性。(C)2017爱思唯尔有限公司。保留所有权利。
We synthesized prodrug-type phosphotriester (PTE) oligonucleotides containing the six-membered cyclic disulfide moiety by using phosphoramidite chemistry. Prodrug-type oligonucleotides named "Reducing-Environment-Dependent Uncatalyzed Chemical Transforming (REDUCT) PTE oligonucleotides" were converted into natural oligonucleotides under cytosol-mimetic reductive condition. Furthermore, the REDUCT PTE oligonucleotides were robust to nuclease digestion and exhibited good cell membrane permeability. (c) 2017 Elsevier Ltd. All rights reserved.