Chemical Conversion of 5-Fluoromethyl-and 5-Difluoromethyl-Uracil Bases in Oligonucleotides Using Postsynthetic Modification Strategy

Yuta Ito; Chisa Takemori; Yoshiyuki Hari

首页> 外文期刊>Current Protocols in Nucleic Acid Chemistry >Chemical Conversion of 5-Fluoromethyl-and 5-Difluoromethyl-Uracil Bases in Oligonucleotides Using Postsynthetic Modification Strategy

【24h】

Chemical Conversion of 5-Fluoromethyl-and 5-Difluoromethyl-Uracil Bases in Oligonucleotides Using Postsynthetic Modification Strategy

机译：Chemical Conversion of 5-Fluoromethyl-and 5-Difluoromethyl-Uracil Bases in Oligonucleotides Using Postsynthetic Modification Strategy

获取原文

获取原文并翻译 | 示例

掌桥外文数据库（机构版） >>

开具论文收录证明 >>

文献代查 >>

页面导航

摘要
著录项
相关主题

摘要

This article describes the postsynthetic modification of oligonucleotides (ONs) containing 2'-deoxy-5-fluoromethyluridine (dU~(CH2F)) and 2'-deoxy-5-difluoromethyluridine (dU~(CHF2)). Reactions of fully protected and controlled pore glass (CPG)-attached ONs containing dU~(CH2F) and dU~(CHF2) in basic solutions result in deprotection of all protecting groups except for the 4,4'-dimethoxytrityl group, cleavage from CPG, and conversion of the fluo-romethyl or difluoromethyl groups to afford the corresponding ONs containing 5-substituted 2'-deoxyuridines. Moreover, the difluoromethyl group can be converted to formyl, oxime, or hydrazone via the postsynthetic conversion of protection- and CPG-free ON containing dU~(CHF2).

著录项

来源
《Current Protocols in Nucleic Acid Chemistry》 |2023年第7期|e837-1-e837-29|共29页
作者
Yuta Ito; Chisa Takemori; Yoshiyuki Hari;
展开▼
作者单位

Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Nishihama, Yamashiro-cho, Tokushima, Japan;

展开▼
收录信息
原文格式 PDF
正文语种英语
中图分类生物化学;
关键词
5-difluoromethyluridine; 5-fluoromethyluridine; oligonucleotide; postsynthetic modification; 5-substituted uracil base;

Chemical Conversion of 5-Fluoromethyl-and 5-Difluoromethyl-Uracil Bases in Oligonucleotides Using Postsynthetic Modification Strategy

摘要

著录项

相关主题

期刊订阅