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INCORPORATION OF HEXOSE NUCLEOSIDE ANALOGS INTO OLIGONUCLEOTIDES - SYNTHESIS, BASE-PAIRING PROPERTIES AND ENZYMATIC STABILITY

被引：61
作者：
AUGUSTYNS, K
VANDENDRIESSCHE, F
VANAERSCHOT, A
BUSSON, R
URBANKE, C
HERDEWIJN, P
机构：
[1] REGA INST,PHARMACEUT CHEM LAB,MINDERBROEDERSSTR 10,B-3000 LOUVAIN,BELGIUM
[2] HANNOVER MED SCH,W-3000 HANNOVER 61,GERMANY
来源：
NUCLEIC ACIDS RESEARCH | 1992年 / 20卷 / 18期
关键词：
D O I：
10.1093/nar/20.18.4711
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：
Oligonucleotides containing 1-(2,4-dideoxy-beta-D-erythrohexo-pyranosyl)thymine (2) and 1-(3,4-dideoxy-beta-D-erythrohexo-pyranosyl)thymine (3) were synthesized on a solid support using the phosphoramidite approach. The properties of these oligonucleotides were compared with the earlier reported characteristics of oligonucleotides containing 1-(2,3-dideoxy-beta-D-erythrohexo-pyranosyl)thymine (1). The order in enzymatic stability of end-substituted oligonucleotides is 3 > 1 much greater than 2. The hybridization properties of the modified oligonucleotides are in reverse order: 2 much greater than 1 > 3.
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页码：4711 / 4716
页数：6
相关论文
共 27 条
[1]   BASE-BASE MISMATCHES - THERMODYNAMICS OF DOUBLE HELIX FORMATION FOR DCA3XA3G + DCT3YT3G (X, Y = A,C,G,T) [J].
ABOULELA, F ;
KOH, D ;
TINOCO, I ;
MARTIN, FH .
NUCLEIC ACIDS RESEARCH, 1985, 13 (13) :4811-4824
[2]  
AUGUSTYNS K, 1992, B SOC CHIM BELG, V101, P119
[3]  
AUGUSTYNS K, IN PRESS BIOORG MED
[4]   DEOXYNUCLEOSIDE PHOSPHORAMIDITES - A NEW CLASS OF KEY INTERMEDIATES FOR DEOXYPOLYNUCLEOTIDE SYNTHESIS [J].
BEAUCAGE, SL ;
CARUTHERS, MH .
TETRAHEDRON LETTERS, 1981, 22 (20) :1859-1862
[5]   PREDICTING DNA DUPLEX STABILITY FROM THE BASE SEQUENCE [J].
BRESLAUER, KJ ;
FRANK, R ;
BLOCKER, H ;
MARKY, LA .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1986, 83 (11) :3746-3750
[6]  
COHEN JS, 1989, OLIGODEOXYNUCLEOTIDE
[7]   SYNTHESIS AND BASE-PAIRING PROPERTIES OF THE NUCLEASE-RESISTANT ALPHA-ANOMERIC DODECARIBONUCLEOTIDE ALPHA-[R(UCUUAACCCACA)] [J].
DEBART, F ;
RAYNER, B ;
DEGOLS, G ;
IMBACH, JL .
NUCLEIC ACIDS RESEARCH, 1992, 20 (06) :1193-1200
[8]  
Eschenmoser, 1991, NACHR CHEM TECH LAB, V39, P795
[9]   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
[10]  
GAREGG PJ, 1979, SYNTHESIS-STUTTGART, P813
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