Synthesis, RNA selective hybridization and high nuclease resistance of an oligonucleotide containing novel bridged nucleic acid with cyclic urea structure

被引：20

作者：

Nishida, Masaru ^{[1
]}

Baba, Takeshi ^{[1
]}

Kodama, Tetsuya ^{[1
]}

Yahara, Aiko ^{[1
]}

Imanishi, Takeshi ^{[1
]}

Obika, Satoshi ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan

来源：

CHEMICAL COMMUNICATIONS | 2010年 / 46卷 / 29期

关键词：

BICYCLIC NUCLEOSIDES; DUPLEX STABILITY; ALPHA-LNA; AFFINITY; ANALOGS; RING; ENA; 2'; 4'-BNA(NC); METATHESIS;

D O I：

10.1039/c0cc00154f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel bridged nucleic acid bearing cyclic urea structure was successfully synthesized and introduced into oligonucleotide, displaying attractive characteristics of highly RNA selective hybridization ability and excellent resistance towards nuclease degradation.

引用

页码：5283 / 5285

页数：3

共 14 条

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Mitsuoka, Yasunori
Fujimura, Yuko
Waki, Reiko
Kugimiya, Akira
Yamamoto, Tsuyoshi
Hari, Yoshiyuki
Obika, Satoshi
ORGANIC LETTERS, 2014, 16 (21) : 5640 - 5643
[2] Bridged nucleic acid conjugates at 6′-thiol: synthesis, hybridization properties and nuclease resistances
Mori, Kazuto
Kodama, Tetsuya
Baba, Takeshi
Obika, Satoshi
ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (14) : 5272 - 5279
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Seki, Sayori
Utsuki, Kazushige
Obika, Satoshi
Miyashita, Kazuyuki
Imanishi, Takeshi
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2007, 26 (10-12): : 1625 - 1628
[4] Insights from structure into pairing stability, nuclease resistance and RNAi activity of backbone-modified oligonucleotide analogs: Phosphorodithioate RNA, glycol nucleic acid, 5′-modified RNA and 4′-modified RNA
Egli, Martin
Manoharan, Muthiah
Yang, Xianbin
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
[5] N-Methyl substituted 2′,4′-BNANC:: a highly nuclease-resistant nucleic acid analogue with high-affinity RNA selective hybridization
Miyashita, Kazuyuki
Rahman, S. M. Abdur
Seki, Sayori
Obika, Satoshi
Imanishi, Takeshi
CHEMICAL COMMUNICATIONS, 2007, (36) : 3765 - 3767
[6] A novel class of conformationally restricted oligonucleotide analogues: Synthesis of 2',3'-bridged monomers and RNA-selective hybridisation
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Pfundheller, HM
Wengel, J
CHEMICAL COMMUNICATIONS, 1997, (09) : 825 - 826
[7] High-Density DNA and RNA microarrays - Photolithographic Synthesis, Hybridization and Preparation of Large Nucleic Acid Libraries
Lietard, Jory
Schaudy, Erika
Holz, Kathrin
Ameur, Dominik
Somoza, Mark M.
JOVE-JOURNAL OF VISUALIZED EXPERIMENTS, 2019, (150):
[8] Oligodeoxynucleotides containing amide-linked LNA-type dinucleotides: synthesis and high-affinity nucleic acid hybridization
Lauritsen, A
Wengel, J
CHEMICAL COMMUNICATIONS, 2002, (05) : 530 - 531
[9] AN APPROACH TO THE STRUCTURE DETERMINATION OF NUCLEIC-ACID ANALOGS HYBRIDIZED TO RNA - NMR-STUDIES OF A DUPLEX BETWEEN 2'-OME RNA AND AN OLIGONUCLEOTIDE CONTAINING A SINGLE AMIDE BACKBONE MODIFICATION
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PIELES, U
DEMESMAEKER, A
NUCLEIC ACIDS RESEARCH, 1994, 22 (20) : 4187 - 4194
[10] Synthesis and conformation of a novel bridged nucleic acid having a trans-fused 3,5,8-trioxabicyclo[5.3.0]decane structure
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Osaki, T
Sekiguchi, M
Somjing, R
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Imanishi, T
TETRAHEDRON LETTERS, 2004, 45 (24) : 4801 - 4804

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