Nucleoside-O-Methyl-(H)-Phosphinates: Novel Monomers for the Synthesis of Methylphosphonate Oligonucleotides Using H-Phosphonate Chemistry

Ondřej Kostov, Ondřej Páv, Ivan Rosenberg
{"title":"Nucleoside-O-Methyl-(H)-Phosphinates: Novel Monomers for the Synthesis of Methylphosphonate Oligonucleotides Using H-Phosphonate Chemistry","authors":"Ondřej Kostov,&nbsp;Ondřej Páv,&nbsp;Ivan Rosenberg","doi":"10.1002/cpnc.35","DOIUrl":null,"url":null,"abstract":"<p>This unit comprises the straightforward synthesis of protected 2′-deoxyribonucleoside-<i>O</i>-methyl-(H)-phosphinates in both 3′- and 5′-series. These compounds represent a new class of monomers compatible with the solid-phase synthesis of oligonucleotides using H-phosphonate chemistry and are suitable for the preparation of both 3′- and 5′-<i>O</i>-methylphosphonate oligonucleotides. The synthesis of 4-toluenesulfonyloxymethyl-(H)-phosphinic acid as a new reagent for the preparation of <i>O</i>-methyl-(H)-phosphinic acid derivatives is described. © 2017 by John Wiley &amp; Sons, Inc.</p>","PeriodicalId":10966,"journal":{"name":"Current Protocols in Nucleic Acid Chemistry","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2018-02-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1002/cpnc.35","citationCount":"1","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Current Protocols in Nucleic Acid Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://onlinelibrary.wiley.com/doi/10.1002/cpnc.35","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"Chemistry","Score":null,"Total":0}
引用次数: 1

Abstract

This unit comprises the straightforward synthesis of protected 2′-deoxyribonucleoside-O-methyl-(H)-phosphinates in both 3′- and 5′-series. These compounds represent a new class of monomers compatible with the solid-phase synthesis of oligonucleotides using H-phosphonate chemistry and are suitable for the preparation of both 3′- and 5′-O-methylphosphonate oligonucleotides. The synthesis of 4-toluenesulfonyloxymethyl-(H)-phosphinic acid as a new reagent for the preparation of O-methyl-(H)-phosphinic acid derivatives is described. © 2017 by John Wiley & Sons, Inc.

查看原文
分享 分享
微信好友 朋友圈 QQ好友 复制链接
本刊更多论文
核苷- o -甲基-(H)-膦酸盐:用H-膦酸盐化学合成甲基膦酸寡核苷酸的新单体
该单元包括3 '和5 '系列的受保护的2 ' -脱氧核糖核苷- o -甲基-(H)-膦酸盐的直接合成。这些化合物代表了一类与h -膦酸盐固相合成寡核苷酸兼容的新单体,适用于制备3 ' -和5 ' - o -甲基膦酸寡核苷酸。介绍了4-甲苯磺酰氧基甲基-(H)-膦酸的合成,作为制备邻甲基-(H)-膦酸衍生物的新试剂。©2017 by John Wiley &儿子,Inc。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
求助全文
约1分钟内获得全文 去求助
来源期刊
Current Protocols in Nucleic Acid Chemistry
Current Protocols in Nucleic Acid Chemistry Chemistry-Organic Chemistry
自引率
0.00%
发文量
0
期刊介绍: Published in association with International Society for Nucleosides, Nucleotides & Nucleic Acids (IS3NA) , Current Protocols in Nucleic Acid Chemistry is equally valuable for biotech, pharmaceutical, and academic labs. It is the resource for designing and running successful research projects in the rapidly growing and changing field of nucleic acid, nucleotide, and nucleoside research.
期刊最新文献
Issue Information Immobilized Carbohydrates for Preparation of 3′-Glycoconjugated Oligonucleotides Mutation Analysis of L-Thymidine-Induced Replication Products Using a Restriction Enzyme–Mediated Assay The Sulfo-Click Reaction and Dual Labeling of Nucleosides Controlling Gene-Silencing with Azobenzene-Containing siRNAs (siRNAzos)
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
现在去查看 取消
×
提示
确定
0
微信
客服QQ
Book学术公众号 扫码关注我们
反馈
×
意见反馈
请填写您的意见或建议
请填写您的手机或邮箱
已复制链接
已复制链接
快去分享给好友吧!
我知道了
×
扫码分享
扫码分享
Book学术官方微信
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术
文献互助 智能选刊 最新文献 互助须知 联系我们:info@booksci.cn
Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。
Copyright © 2023 Book学术 All rights reserved.
ghs 京公网安备 11010802042870号 京ICP备2023020795号-1