• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

一种通过使用BH₃作为膦酸保护基团来合成DNA及其类似物的新方法。

A novel method for the synthesis of DNA and its analogs by the use of BH3 as a protecting group for phosphonic acid.

作者信息

Kawanaka Toshihide, Shimizu Mamoru, Saigo Kazuhiko, Wada Takeshi

机构信息

Department of Medical Genome Sciences, Graduate School of Frontier Sciences, The University of Tokyo, Bioscience building 702, Kashiwa, Chiba 277-8562, Japan.

出版信息

Nucleic Acids Symp Ser (Oxf). 2005(49):27-8. doi: 10.1093/nass/49.1.27.

DOI:10.1093/nass/49.1.27
PMID:17150616
Abstract

Recently, we have developed a novel reaction for the transformation of boranophosphate diesters to the corresponding H-phosphonate diesters in the presence of trityl cation under acidic conditions. In this study, DNA and backbone-modified DNA analogs were synthesized in good yields upon applying this reaction. We report the transformation of boranophosphate DNAs, fully protected with 2-azidomethylbenzoyl groups, to various backbone-modified DNA analogs via the H-phosphonate intermediates in solution and on a solid support.

摘要

最近,我们开发了一种新型反应,即在酸性条件下,在三苯甲基阳离子存在的情况下,将硼酸磷酸二酯转化为相应的H-膦酸二酯。在本研究中,应用该反应以良好的产率合成了DNA和骨架修饰的DNA类似物。我们报道了在溶液中和在固体支持物上,通过H-膦酸酯中间体将用2-叠氮甲基苯甲酰基完全保护的硼酸磷酸酯DNA转化为各种骨架修饰的DNA类似物。

相似文献

1
A novel method for the synthesis of DNA and its analogs by the use of BH3 as a protecting group for phosphonic acid.一种通过使用BH₃作为膦酸保护基团来合成DNA及其类似物的新方法。
Nucleic Acids Symp Ser (Oxf). 2005(49):27-8. doi: 10.1093/nass/49.1.27.
2
Solid-phase synthesis of backbone-modified DNA analogs by the boranophosphotriester method using new protecting groups for nucleobases.使用新型碱基保护基团通过硼烷膦酸三酯法进行主链修饰的DNA类似物的固相合成。
Bioorg Med Chem Lett. 2008 Jul 1;18(13):3783-6. doi: 10.1016/j.bmcl.2008.05.053. Epub 2008 May 17.
3
Synthesis of mixed sequence borane phosphonate DNA.混合序列硼烷膦酸酯DNA的合成
J Am Chem Soc. 2006 Jun 28;128(25):8138-9. doi: 10.1021/ja061757e.
4
Stereocontrolled synthesis of oligodeoxyribonucleoside boranophosphates via stereodefined H-phosphonate intermediates.通过立体定向的H-膦酸酯中间体立体控制合成寡聚脱氧核糖核苷硼酸磷酸酯。
Nucleic Acids Symp Ser (Oxf). 2009(53):9-10. doi: 10.1093/nass/nrp005.
5
Solid-phase synthesis of oligodeoxyribonucleoside boranophosphates by the boranophosphotriester method.用硼烷磷酸三酯法固相合成寡聚脱氧核糖核苷硼酸磷酸酯
J Org Chem. 2006 May 26;71(11):4262-9. doi: 10.1021/jo0603779.
6
Solid-Phase Synthesis of Phosphate/Boranophosphate Chimeric DNAs Using the -Phosphonate--Boranophosphonate Method.采用膦酸酯-硼磷杂合键法的磷/硼磷杂合 DNA 的固相合成。
J Org Chem. 2019 Dec 6;84(23):15032-15041. doi: 10.1021/acs.joc.9b01257. Epub 2019 Nov 13.
7
Chemical synthesis of nucleoside H-boranophosphonates and their application as precursors of P-modified nucleotide analogues.核苷氢硼膦酸酯的化学合成及其作为磷修饰核苷酸类似物前体的应用。
Nucleic Acids Symp Ser (Oxf). 2009(53):111-2. doi: 10.1093/nass/nrp056.
8
Synthesis of oligo(α-D-glycosyl phosphate) derivatives by a phosphoramidite method via boranophosphate intermediates.通过硼膦中间体的亚磷酰胺方法合成寡(α-D-糖苷磷酸)衍生物。
J Org Chem. 2011 Apr 15;76(8):2648-59. doi: 10.1021/jo102584g. Epub 2011 Mar 24.
9
New and one pot chemoselective synthesis of nucleoside 5'-H-phosphonate diesters.
Nucleosides Nucleotides Nucleic Acids. 2005;24(9):1325-31. doi: 10.1080/15257770500230467.
10
1,2-Trans-selective synthesis of glycosyl boranophosphates and their utility as building blocks for the synthesis of phosphodiester-linked disaccharides.1,2-反式选择性合成糖基硼磷酸酯及其作为合成磷酸二酯键连接的二糖的砌块的用途。
J Org Chem. 2010 Apr 2;75(7):2147-56. doi: 10.1021/jo902725g.