Use of phenylacetyl disulfide (PADS) in the synthesis of oligodeoxyribonucleotide phosphorothioates

被引:25
作者
Cheruvallath, ZS [1 ]
Wheeler, PD [1 ]
Cole, DL [1 ]
Ravikumar, VT [1 ]
机构
[1] ISIS Pharmaceut, Carlsbad, CA 92008 USA
来源
NUCLEOSIDES & NUCLEOTIDES | 1999年 / 18卷 / 03期
关键词
D O I
10.1080/15257779908043092
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
Investigations into the use of phenylacetyl disulfide (PADS) as an efficient sulfur transfer agent in the solid phase synthesis of oligodeoxyribonucleotide phosphorothioates showed that under suitable solvent conditions, this relatively inexpensive reagent rapidly and efficiently sulfurizes internucleotide phosphite linkages.
引用
收藏
页码:485 / 492
页数:8
相关论文
共 28 条
[1]   Rhenium catalyzed sulfurization of phosphorus(III) compounds with thiiranes: New reagents for phosphorothioate ester synthesis [J].
Arterburn, JB ;
Perry, MC .
TETRAHEDRON LETTERS, 1997, 38 (44) :7701-7704
[2]   ADVANCES IN THE SYNTHESIS OF OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1992, 48 (12) :2223-2311
[3]   THE SYNTHESIS OF MODIFIED OLIGONUCLEOTIDES BY THE PHOSPHORAMIDITE APPROACH AND THEIR APPLICATIONS [J].
BEAUCAGE, SL ;
IYER, RP .
TETRAHEDRON, 1993, 49 (28) :6123-6194
[4]  
COHEN JS, 1989, OLIGODEOXYNUCLEOTIDE
[5]  
COOK PD, 1991, ANTI-CANCER DRUG DES, V6, P585
[6]  
CROOKE S.T., 1993, ANTISENSE RES APPL
[7]  
CROOKE ST, 1995, BURGERS MED CHEM DRU
[8]   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
[9]  
GHOSH MK, 1992, OLIGODEOXYNUCLEOTIDE, V42, P79
[10]   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