Oligodeoxynucleotides containing amide-linked LNA-type dinucleotides: synthesis and high-affinity nucleic acid hybridization

被引：19

作者：

Lauritsen, A

Wengel, J

机构：

[1] Univ So Denmark, Dept Chem, Nucleic Acid Ctr, DK-5230 Odense M, Denmark

[2] Univ Copenhagen, Dept Chem, DK-2100 Copenhagen, Denmark

来源：

CHEMICAL COMMUNICATIONS | 2002年 / 05期

关键词：

D O I：

10.1039/b111000d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of three different amide-linked LNA-type dinucleotides and their incorporation into 9-mer and 17-mer oligodeoxynucleotides is described; compared to the reference DNA-RNA duplex, incorporation of one of the three dimers (5'-DNA*LNA dimer) induced significantly increased duplex thermostabilities.

引用

收藏

页码：530 / 531

页数：2

相关论文

共 15 条

[1]

Bondensgaard K, 2000, CHEM-EUR J, V6, P2687, DOI 10.1002/1521-3765(20000804)6:15<2687::AID-CHEM2687>3.0.CO

[2]

2-U

[3] CHEMICAL SYNTHESIS OF DNA AND DNA ANALOGS [J].

CARUTHERS, MH .

ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (09) :278-284

[4] SYNTHESIS OF A CARBOXAMIDE LINKED T-ASTERISK-T DIMER AND ITS INCORPORATION IN OLIGONUCLEOTIDES [J].

CHUR, A ;

HOLST, B ;

DAHL, O ;

VALENTINHANSEN, P ;

PEDERSEN, EB .

NUCLEIC ACIDS RESEARCH, 1993, 21 (22) :5179-5183

[5]

DeMesmaeker A, 1997, SYNLETT, P1287

[6] Amide backbones with conformationally restricted furanose rings: Highly improved affinity of the modified oligonucleotides for their RNA complements [J].

DeMesmaeker, A ;

Lesueur, C ;

Bevierre, MO ;

Waldner, A ;

Fritsch, V ;

Wolf, RM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24) :2790-2794

[7] ANTISENSE OLIGONUCLEOTIDES [J].

DEMESMAEKER, A ;

HANER, R ;

MARTIN, P ;

MOSER, HE .

ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (09) :366-374

[8] The ups and downs of nucleic acid duplex stability: structure-stability studies on chemically-modified DNA:RNA duplexes [J].

Freier, SM ;

Altmann, KH .

NUCLEIC ACIDS RESEARCH, 1997, 25 (22) :4429-4443

[9] LNA (Locked Nucleic Acids): Synthesis of the adenine, cytosine, guanine, 5-methylcytosine, thymine and uracil bicyclonucleoside monomers, oligomerisation, and unprecedented nucleic acid recognition [J].

Koshkin, AA ;

Singh, SK ;

Nielsen, P ;

Rajwanshi, VK ;

Kumar, R ;

Meldgaard, M ;

Olsen, CE ;

Wengel, J .

TETRAHEDRON, 1998, 54 (14) :3607-3630

[10] Stability and structural features of the duplexes containing nucleoside analogues with a fixed N-type conformation, 2′-O,4′-C-methyleneribonucleosides [J].

Obika, S ;

Nanbu, D ;

Hari, Y ;

Andoh, J ;

Morio, K ;

Doi, T ;

Imanishi, T .

TETRAHEDRON LETTERS, 1998, 39 (30) :5401-5404