MODIFIED OLIGONUCLEOTIDES .4. SOLID-PHASE SYNTHESIS AND PRELIMINARY EVALUATION OF PHOSPHOROTHIOATE RNA AS POTENTIAL ANTISENSE AGENTS

被引：15

作者：

MORVAN, F ^{[1
]}

RAYNER, B ^{[1
]}

IMBACH, JL ^{[1
]}

机构：

[1] UNIV MONTPELLIER 2,CHIM BIOORGAN LAB,CNRS,UA 488,CASE 008,PL E BATAILLON,F-34095 MONTPELLIER 5,FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 49期

关键词：

D O I：

10.1016/S0040-4039(00)97264-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

For the first time a phosphorothioate oligoribonucleotide, namely PS-C14, has been synthesized on solid support. This modified oligomer is more resistant to enzymatic degradation than the corresponding rC14 and binds to complementary RNA strands. © 1990.

引用

页码：7149 / 7152

页数：4

共 15 条

[1] DIASTEREOMERS OF 5'-O-ADENOSYL 3'-O-URIDYL PHOSPHOROTHIOATE - CHEMICAL SYNTHESIS AND ENZYMATIC PROPERTIES [J].

BURGERS, PMJ ;

ECKSTEIN, F .

BIOCHEMISTRY, 1979, 18 (04) :592-596

[2]

COHEN JS, 1989, MCMILLAN TOPICS STRU, V12

[3] MECHANISTIC STUDIES ON THE PHOSPHORAMIDITE COUPLING REACTION IN OLIGONUCLEOTIDE SYNTHESIS .1. EVIDENCE FOR NUCLEOPHILIC CATALYSIS BY TETRAZOLE AND RATE VARIATIONS WITH THE PHOSPHORUS SUBSTITUENTS [J].

DAHL, BH ;

NIELSEN, J ;

DAHL, O .

NUCLEIC ACIDS RESEARCH, 1987, 15 (04) :1729-1743

[4] SUGAR MODIFIED OLIGONUCLEOTIDES .2. SOLID-PHASE SYNTHESIS OF NUCLEASE RESISTANT ALPHA-ANOMERIC URIDYLATES AS POTENTIAL ANTISENSE AGENTS [J].

DEBART, F ;

RAYNER, B ;

IMBACH, JL .

TETRAHEDRON LETTERS, 1990, 31 (25) :3537-3540

[5] RECOVERY AND RECYCLING OF SYNTHETIC UNITS IN THE CONSTRUCTION OF OLIGODEOXYRIBONUCLEOTIDES ON SOLID SUPPORTS [J].

GOUGH, GR ;

BRUNDEN, MJ ;

GILHAM, PT .

TETRAHEDRON LETTERS, 1981, 22 (42) :4177-4180

[6] NEW CATALYSTS AND PROCEDURES FOR THE DIMETHOXYTRITYLATION AND SELECTIVE SILYLATION OF RIBONUCLEOSIDES [J].

HAKIMELAHI, GH ;

PROBA, ZA ;

OGILVIE, KK .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (09) :1106-1113

[7] 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

[8] AN EFFICIENT APPROACH TOWARD THE SYNTHESIS OF PHOSPHOROTHIOATE DIESTERS VIA THE SCHONBERG REACTION [J].

KAMER, PCJ ;

ROELEN, HCPF ;

VANDENELST, H ;

VANDERMAREL, GA ;

VANBOOM, JH .

TETRAHEDRON LETTERS, 1989, 30 (48) :6757-6760

[9] 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

[10] AUTOMATED SOLID-PHASE SYNTHESIS, SEPARATION, AND STEREOCHEMISTRY OF PHOSPHOROTHIOATE ANALOGS OF OLIGODEOXYRIBONUCLEOTIDES [J].

STEC, WJ ;

ZON, G ;

EGAN, W ;

STEC, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (20) :6077-6079

← 1 2 →