• 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

一种羧酰胺连接的T*T二聚体的合成及其在寡核苷酸中的掺入。

Synthesis of a carboxamide linked T*T dimer and its incorporation in oligonucleotides.

作者信息

Chur A, Holst B, Dahl O, Valentin-Hansen P, Pedersen E B

机构信息

Department of Chemistry, Odense University, Denmark.

出版信息

Nucleic Acids Res. 1993 Nov 11;21(22):5179-83. doi: 10.1093/nar/21.22.5179.

DOI:10.1093/nar/21.22.5179
PMID:8255774
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC310634/
Abstract

The condensation of 5'-O-protected 3'-O-(2-aminoethyl)thymidine with 1,2-dideoxy-1-thyminyl-beta-D-erythro-pentofuranuronic acid gives a TT dimer with * representing a 3'-OCH2CH2NHC(O)-4' linkage connecting the two pentofuranosyl moieties. The incorporation of this dimer in oligonucleotide sequences show only moderately lowered Tm values when hybridized with a complementary DNA relative to the unmodified DNA duplex. Consistently, no looped-out or bubble-type structure could be detected in DNA duplexes with an internal TT module. Moreover, the 5-atom carboxamide linker causes complete stop on DNA polymerization and on exonuclease III degradation.

摘要

5'-O-保护的3'-O-(2-氨基乙基)胸苷与1,2-二脱氧-1-胸苷基-β-D-赤型-戊呋喃糖醛酸缩合得到一个TT二聚体，其中表示连接两个戊呋喃糖基部分的3'-OCH2CH2NHC(O)-4'键。相对于未修饰的DNA双链体，当该二聚体掺入寡核苷酸序列中并与互补DNA杂交时，其熔解温度（Tm）值仅适度降低。同样，在具有内部T*T模块的DNA双链体中未检测到环出或气泡型结构。此外，5原子的羧酰胺连接子会导致DNA聚合和核酸外切酶III降解完全终止。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/ceebc8fe4030/nar00071-0204-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/ed1f61e6c883/nar00071-0203-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/4a3efb53de7b/nar00071-0203-b.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/ceebc8fe4030/nar00071-0204-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/ed1f61e6c883/nar00071-0203-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/4a3efb53de7b/nar00071-0203-b.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c1ea/310634/ceebc8fe4030/nar00071-0204-a.jpg

相似文献

1
Synthesis of a carboxamide linked T*T dimer and its incorporation in oligonucleotides.一种羧酰胺连接的T*T二聚体的合成及其在寡核苷酸中的掺入。
Nucleic Acids Res. 1993 Nov 11;21(22):5179-83. doi: 10.1093/nar/21.22.5179.
2
Synthesis and characterization of a substrate for T4 endonuclease V containing a phosphorodithioate linkage at the thymine dimer site.在胸腺嘧啶二聚体位点含有二硫代磷酸酯键的T4核酸内切酶V底物的合成与表征。
Nucleic Acids Res. 1990 Dec 25;18(24):7279-86. doi: 10.1093/nar/18.24.7279.
3
Chemical synthesis and translesion replication of a cis-syn cyclobutane thymine-uracil dimer.顺式-环丁烷胸腺嘧啶-尿嘧啶二聚体的化学合成与跨损伤复制
Nucleic Acids Res. 2004 Mar 12;32(5):1738-45. doi: 10.1093/nar/gkh342. Print 2004.
4
Solid phase-supported thymine dimers for the construction of dimer-containing DNA by combined chemical and enzymatic synthesis: a potentially general method for the efficient incorporation of modified nucleotides into DNA.用于通过化学和酶促合成相结合构建含二聚体DNA的固相支持胸腺嘧啶二聚体：一种将修饰核苷酸有效掺入DNA的潜在通用方法。
Nucleic Acids Res. 1997 Oct 1;25(19):3783-6. doi: 10.1093/nar/25.19.3783.
5
1H NMR assignment and melting temperature study of cis-syn and trans-syn thymine dimer containing duplexes of d(CGTATTATGC).d(GCATAATACG).含顺式-顺式和反式-顺式胸腺嘧啶二聚体的d(CGTATTATGC).d(GCATAATACG)双链体的1H NMR归属及解链温度研究
Biochemistry. 1990 Sep 18;29(37):8858-66. doi: 10.1021/bi00489a049.
6
Preparation and characterization of DNA containing a site-specific nonadjacent cyclobutane thymine dimer of the type implicated in UV-induced -1 frameshift mutagenesis.含有特定位点非相邻环丁烷胸腺嘧啶二聚体的DNA的制备与表征，该二聚体类型与紫外线诱导的-1移码诱变有关。
Biochemistry. 1999 Oct 12;38(41):13717-24. doi: 10.1021/bi991035i.
7
Nuclear magnetic resonance study of the interaction of T4 endonuclease V with DNA.T4核酸内切酶V与DNA相互作用的核磁共振研究
Biochemistry. 1994 Jan 11;33(1):57-64. doi: 10.1021/bi00167a008.
8
Is a thymine dimer replicated via a transient abasic site intermediate? A comparative study using non-natural nucleotides.胸腺嘧啶二聚体是否通过瞬时无碱基位点中间体进行复制？一项使用非天然核苷酸的比较研究。
Biochemistry. 2007 Apr 17;46(15):4486-98. doi: 10.1021/bi602438t. Epub 2007 Mar 23.
9
Solution-state structure of a DNA dodecamer duplex containing a Cis-syn thymine cyclobutane dimer, the major UV photoproduct of DNA.包含顺式-顺式胸腺嘧啶环丁烷二聚体（DNA主要的紫外线光产物）的DNA十二聚体双链体的溶液状态结构。
J Mol Biol. 1998 Oct 9;282(5):1013-32. doi: 10.1006/jmbi.1998.2062.
10
Effect of thymine dimer introduction in a 21 base pair oligonucleotide.在一个21个碱基对的寡核苷酸中引入胸腺嘧啶二聚体的效果。
Photochem Photobiol. 1995 Jan;61(1):61-7. doi: 10.1111/j.1751-1097.1995.tb09243.x.

本文引用的文献

1
The structure of tandem regulatory regions in the deo operon of Escherichia coli K12.大肠杆菌 K12 的 deo 操纵子中串联调节区的结构。
EMBO J. 1982;1(3):317-22. doi: 10.1002/j.1460-2075.1982.tb01167.x.
2
The production of PCR products with 5' single-stranded tails using primers that incorporate novel phosphoramidite intermediates.使用掺入新型亚磷酰胺中间体的引物生产具有5'单链尾巴的PCR产物。
Nucleic Acids Res. 1993 Mar 11;21(5):1155-62. doi: 10.1093/nar/21.5.1155.
3
Tandem CRP binding sites in the deo operon of Escherichia coli K-12.
大肠杆菌K-12的deo操纵子中的串联CRP结合位点。
EMBO J. 1982;1(9):1049-54. doi: 10.1002/j.1460-2075.1982.tb01295.x.
4
Diphenylphosphoryl azide. A new convenient reagent for a modified Curtus reaction and for the peptide synthesis.二苯基磷酰叠氮化物。一种用于改良库尔提斯反应和肽合成的新型便捷试剂。
J Am Chem Soc. 1972 Aug 23;94(17):6203-5. doi: 10.1021/ja00772a052.
5
Synthetic-analogues of polynucleotides XII. Synthesis of thymidine derivatives containing an oxyacetamido- or an oxyformamido-linkage instead of a phosphodiester group.
J Chem Soc Perkin 1. 1974;0(14):1684-6.
6
Application of 2-cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite for in situ preparation of deoxyribonucleoside phosphoramidites and their use in polymer-supported synthesis of oligodeoxyribonucleotides.2-氰基乙基-N,N,N',N'-四异丙基亚磷酰胺在原位制备脱氧核糖核苷亚磷酰胺中的应用及其在聚合物支持的寡脱氧核苷酸合成中的用途。
Nucleic Acids Res. 1986 Sep 25;14(18):7391-403. doi: 10.1093/nar/14.18.7391.
7
Nitrosoureido nucleosides as potential inhibitors of nucleotide biosynthesis.
J Med Chem. 1988 Jan;31(1):250-4. doi: 10.1021/jm00396a039.
8
The rapid generation of oligonucleotide-directed mutations at high frequency using phosphorothioate-modified DNA.使用硫代磷酸酯修饰的DNA快速高频产生寡核苷酸定向突变。
Nucleic Acids Res. 1985 Dec 20;13(24):8765-85. doi: 10.1093/nar/13.24.8765.
9
Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.通过胸腺嘧啶取代的聚酰胺进行链置换对DNA的序列选择性识别
Science. 1991 Dec 6;254(5037):1497-500. doi: 10.1126/science.1962210.
10
Solid phase synthesis of oligodeoxyribonucleoside phosphorodithioates from thiophosphoramidites.由硫代磷酰胺酯固相合成寡聚脱氧核糖核苷二硫代磷酸酯
Nucleic Acids Res. 1991 Nov 11;19(21):5843-50. doi: 10.1093/nar/19.21.5843.