Synthesis and properties of oligoribonucleotide analogues having amide (3'-CH2-CO-NH-5') internucleoside linkages

被引:11
作者
Rozners, E [1 ]
Stromberg, R [1 ]
机构
[1] KAROLINSKA INST,DEPT MED BIOCHEM & BIOPHYS,ORGAN & BIOORGAN CHEM LAB,S-17177 STOCKHOLM,SWEDEN
来源
NUCLEOSIDES & NUCLEOTIDES | 1997年 / 16卷 / 7-9期
关键词
D O I
10.1080/07328319708006117
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
Amide linked ribonucleoside dimer 5 was prepared and converted into selectively protected H-phosphonate building block 9. Oligoribonucleotide duplexes having amide linkages at selected sites were synthesized and their stability was studied by UV melting experiments.
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收藏
页码:967 / 970
页数:4
相关论文
共 14 条
[1]   SELECTIVE OXIDATION OF ALDEHYDES TO CARBOXYLIC-ACIDS WITH SODIUM-CHLORITE HYDROGEN-PEROXIDE [J].
DALCANALE, E ;
MONTANARI, F .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :567-569
[2]   BACKBONE MODIFICATIONS IN OLIGONUCLEOTIDES AND PEPTIDE NUCLEIC-ACID SYSTEMS [J].
DEMESMAEKER, A ;
ALTMANN, KH ;
WALDNER, A ;
WENDEBORN, S .
CURRENT OPINION IN STRUCTURAL BIOLOGY, 1995, 5 (03) :343-355
[3]  
DEMESMAEKER A, 1993, SYNLETT, P733
[4]   NUCLEOSIDE H-PHOSPHONATES .4. AUTOMATED SOLID-PHASE SYNTHESIS OF OLIGORIBONUCLEOTIDES BY THE HYDROGENPHOSPHONATE APPROACH [J].
GAREGG, PJ ;
LINDH, I ;
REGBERG, T ;
STAWINSKI, J ;
STROMBERG, R ;
HENRICHSON, C .
TETRAHEDRON LETTERS, 1986, 27 (34) :4055-4058
[5]   SIMPLE METHOD FOR SYNTHESIS OF 5'-AZIDO-5'-DEOXYRIBONUCLEOSIDES [J].
HATA, T ;
YAMAMOTO, I ;
SEKINE, M .
CHEMISTRY LETTERS, 1975, (09) :977-980
[6]  
MEIER C, 1991, SYNLETT, P227
[7]   SYNTHESIS OF RNA FRAGMENTS USING THE H-PHOSPHONATE METHOD AND 2'-(2-CHLOROBENZOYL) PROTECTION [J].
ROZNERS, E ;
STROMBERG, R ;
BIZDENA, E .
NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (3-5) :855-857
[8]   SYNTHESIS OF OLIGORIBONUCLEOTIDES BY THE H-PHOSPHONATE APPROACH USING BASE LABILE 2'-O-PROTECTING GROUPS .5. RECENT PROGRESS IN DEVELOPMENT OF THE METHOD [J].
ROZNERS, E ;
RENHOFA, R ;
PETROVA, M ;
POPELIS, J ;
KUMPINS, V ;
BIZDENA, E .
NUCLEOSIDES & NUCLEOTIDES, 1992, 11 (09) :1579-1593
[9]  
ROZNERS E, UNPUB
[10]   EFFICIENT REDUCTION OF AZIDES TO AMINES WITH TRIBUTYLSTANNANE - HIGH-YIELD SYNTHESES OF AMINO AND DIAMINO DEOXYNUCLEOSIDES [J].
SAMANO, MC ;
ROBINS, MJ .
TETRAHEDRON LETTERS, 1991, 32 (44) :6293-6296