Synthesis of oligodeoxyribonucleoside phosphorothioates using Lawesson's reagent for the sulfur transfer step

被引:10
作者
Ju, JY [1 ]
McKenna, CE [1 ]
机构
[1] Univ So Calif, Dept Chem, Los Angeles, CA 90089 USA
关键词
D O I
10.1016/S0960-894X(02)00233-0
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide (Lawesson's reagent) efficiently converts the triphosphite intermediate used in the solid-phase synthesis of oligonucleotides into an oligodeoxyribonucleoside phosphorothioate. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1643 / 1645
页数:3
相关论文
共 18 条
[1]   THIONATION REACTIONS OF LAWESSON REAGENTS [J].
CAVA, MP ;
LEVINSON, MI .
TETRAHEDRON, 1985, 41 (22) :5061-5087
[2]   COMPARATIVE INHIBITION OF RABBIT GLOBIN MESSENGER-RNA TRANSLATION BY MODIFIED ANTISENSE OLIGODEOXYNUCLEOTIDES [J].
CAZENAVE, C ;
STEIN, CA ;
LOREAU, N ;
THUONG, NT ;
NECKERS, LM ;
SUBASINGHE, C ;
HELENE, C ;
COHEN, JS ;
TOULME, JJ .
NUCLEIC ACIDS RESEARCH, 1989, 17 (11) :4255-4273
[3]   NUCLEOSIDE PHOSPHOROTHIOATES [J].
ECKSTEIN, F .
ANNUAL REVIEW OF BIOCHEMISTRY, 1985, 54 :367-402
[4]   NEW EFFICIENT SULFURIZING REAGENTS FOR THE PREPARATION OF OLIGODEOXYRIBONUCLEOTIDE PHOSPHOROTHIOATE ANALOGS [J].
EFIMOV, VA ;
KALINKINA, AL ;
CHAKHMAKHCHEVA, OG ;
HILL, TS ;
JAYARAMAN, K .
NUCLEIC ACIDS RESEARCH, 1995, 23 (20) :4029-4033
[6]   PHOSPHORODITHIOATE DNA AS A POTENTIAL THERAPEUTIC DRUG [J].
MARSHALL, WS ;
CARUTHERS, MH .
SCIENCE, 1993, 259 (5101) :1564-1569
[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]   DESIGN AND SYNTHESIS OF ORGANOPHOSPHORUS COMPOUNDS WITH ANTIVIRAL AND OTHER BIOACTIVITIES [J].
MCKENNA, CE ;
YE, TG ;
LEVY, JN ;
PHAM, P ;
WEN, T ;
BONGARTZ, JP ;
STARNES, MC ;
CHENG, YC .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1990, 49 (1-4) :183-186
[9]  
Mohammad R, 2002, CLIN CANCER RES, V8, P1277
[10]  
RADHAKRISHNAN PI, 1990, J AM CHEM SOC, V112, P1253