ALTERNATING ALPHA,BETA-OLIGOTHYMIDYLATES WITH ALTERNATING (3'-]3')-INTERNUCLEOTIDIC AND (5'-]5')-INTERNUCLEOTIDIC PHOSPHODIESTER LINKAGES AS MODELS FOR ANTISENSE OLIGODEOXYRIBONUCLEOTIDES

被引：34

作者：

KOGA, M

MOORE, MF

BEAUCAGE, SL

机构：

[1] US FDA, CTR BIOL EVALUAT & RES, DIV BIOCHEM & BIOPHYS, 8800 ROCKVILLE PIKE, BETHESDA, MD 20892 USA

[2] UNIV CALIF BERKELEY, CANC RES LAB, BERKELEY, CA 94720 USA

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 12期

关键词：

D O I：

10.1021/jo00012a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel oligothymidylate analogues, achiral at phosphorus, exhibiting enhanced resistance to the action of nucleases and satisfactory hybridizing properties toward complementary DNA and RNA sequences, are proposed as models for antisense oligonucleotides.

引用

收藏

页码：3757 / 3759

页数：3

相关论文

共 14 条

[1] HINDERED DIALKYLAMINO NUCLEOSIDE PHOSPHITE REAGENTS IN THE SYNTHESIS OF 2 DNA 51-MERS [J].

ADAMS, SP ;

KAVKA, KS ;

WYKES, EJ ;

HOLDER, SB ;

GALLUPPI, GR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (03) :661-663

[2] DEOXYNUCLEOSIDE PHOSPHORAMIDITES - A NEW CLASS OF KEY INTERMEDIATES FOR DEOXYPOLYNUCLEOTIDE SYNTHESIS [J].

BEAUCAGE, SL ;

CARUTHERS, MH .

TETRAHEDRON LETTERS, 1981, 22 (20) :1859-1862

[3]

GOODCHILD J, 1989, OLIGODEOXYNUCLEOTIDE, V12, P53

[4] Conjugates of Oligonucleotides and Modified Oligonucleotides: A Review of Their Synthesis and Properties [J].

Goodchild, John .

BIOCONJUGATE CHEMISTRY, 1990, 1 (03) :165-187

[5] THE AUTOMATED SYNTHESIS OF SULFUR-CONTAINING OLIGODEOXYRIBONUCLEOTIDES USING 3H-1,2-BENZODITHIOL-3-ONE 1,1-DIOXIDE AS A SULFUR-TRANSFER REAGENT [J].

IYER, RP ;

PHILLIPS, LR ;

EGAN, W ;

REGAN, JB ;

BEAUCAGE, SL .

JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (15) :4693-4699

[6] 3H-1,2-BENZODITHIOLE-3-ONE 1,1-DIOXIDE AS AN IMPROVED SULFURIZING REAGENT IN THE SOLID-PHASE SYNTHESIS OF OLIGODEOXYRIBONUCLEOSIDE PHOSPHOROTHIOATES [J].

IYER, RP ;

EGAN, W ;

REGAN, JB ;

BEAUCAGE, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (03) :1253-1254

[7] REGULATION OF VIRAL EXPRESSION OF HUMAN IMMUNODEFICIENCY VIRUS INVITRO BY AN ANTISENSE PHOSPHOROTHIOATE OLIGODEOXYNUCLEOTIDE AGAINST REV (ART TRS) IN CHRONICALLY INFECTED-CELLS [J].

MATSUKURA, M ;

ZON, G ;

SHINOZUKA, K ;

ROBERTGUROFF, M ;

SHIMADA, T ;

STEIN, CA ;

MITSUYA, H ;

WONGSTAAL, F ;

COHEN, JS ;

BRODER, S .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1989, 86 (11) :4244-4248

[8] NUCLEOTIDE CHEMISTRY .10. AN INVESTIGATION OF SEVERAL DEOXYNUCLEOSIDE PHOSPHORAMIDITES USEFUL FOR SYNTHESIZING DEOXYOLIGONUCLEOTIDES [J].

MCBRIDE, LJ ;

CARUTHERS, MH .

TETRAHEDRON LETTERS, 1983, 24 (03) :245-248

[9]

RAYNER B, 1989, OLIGODEOXYNUCLEOTIDE, P119

[10]

SELIGER H, 1991, IN PRESS NUCLEOSIDES