DNA analogues: From supramolecular principles to biological properties

被引:223
作者
Leumann, CJ [1 ]
机构
[1] Univ Bern, Dept Chem & Biochem, CH-3012 Bern, Switzerland
关键词
D O I
10.1016/S0968-0896(01)00348-0
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Mainly driven by the needs of antisense research, a large number of of oligonucleotide analogues have been prepared and evaluated over the last 15 years. Besides minor structural modifications of the building blocks of DNA and RNA itself, a considerable effort has been devoted to the de novo design of nucleoside analogues with improved binding properties. A paticularly successful concept turned out to be that of conformational restriction. This review focuses on recent advances in this area and tries to summarize scope and limitations of this design principle. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:841 / 854
页数:14
相关论文
共 120 条
[21]   X-ray crystal structure of a locked nucleic acid (LNA) duplex composed of a palindromic 10-mer DNA strand containing one LNA thymine monomer [J].
Egli, M ;
Minasov, G ;
Teplova, M ;
Kumar, R ;
Wengel, J .
CHEMICAL COMMUNICATIONS, 2001, (07) :651-652
[22]   (1′S,5′S,6′R,8′S)-1-[(6′-acetoxy-8′-hydroxy-2′-oxabicyclo[3.2.1]oct-5′-yl)oxymethyl]-N4-benzoylcytosine [J].
Epple, C ;
Leumann, C ;
Stoeckli-Evans, H .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 :1141-1143
[23]   Bicyclo[3.2.1]-DNA, a new DNA analog with a rigid backbone and flexibly linked bases: pairing properties with complementary DNA [J].
Epple, C ;
Leumann, C .
CHEMISTRY & BIOLOGY, 1998, 5 (04) :209-216
[24]   WHY PENTOSE AND NOT HEXOSE NUCLEIC-ACIDS .1. INTRODUCTION TO THE PROBLEM, CONFORMATIONAL-ANALYSIS OF OLIGONUCLEOTIDE SINGLE STRANDS CONTAINING 2',3'-DIDEOXYGLUCOPYRANOSYL BUILDING-BLOCKS (HOMO-DNA), AND REFLECTIONS ON THE CONFORMATION OF A-DNA AND B-DNA [J].
ESCHENMOSER, A ;
DOBLER, M .
HELVETICA CHIMICA ACTA, 1992, 75 (01) :218-259
[25]   Chemical etiology of nucleic acid structure [J].
Eschenmoser, A .
SCIENCE, 1999, 284 (5423) :2118-2124
[26]   Ligand-induced formation of Hoogsteen-paired parallel DNA [J].
Escude, C ;
Mohammadi, S ;
Sun, JS ;
Nguyen, CH ;
Bisagni, E ;
Liquier, J ;
Taillandier, E ;
Garestier, T ;
Helene, C .
CHEMISTRY & BIOLOGY, 1996, 3 (01) :57-65
[27]   Nucleic acid aptamers - From selection in vitro to applications in vivo [J].
Famulok, M ;
Mayer, G ;
Blind, M .
ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (09) :591-599
[28]   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
[29]   Why pentose- and not hexose-nucleic acids? Purine-purine pairing in homo-DNA: Guanine, isoguanine, 2,6-diaminopurine, and xanthine [J].
Groebke, K ;
Hunziker, J ;
Fraser, W ;
Peng, L ;
Diederichsen, U ;
Zimmermann, K ;
Holzner, A ;
Leumann, C ;
Eschenmoser, A .
HELVETICA CHIMICA ACTA, 1998, 81 (03) :375-474
[30]   Oligonucleotide N3′ → P5′ phosphoramidates as potential therapeutic agents [J].
Gryaznov, SM .
BIOCHIMICA ET BIOPHYSICA ACTA-GENE STRUCTURE AND EXPRESSION, 1999, 1489 (01) :131-140