1,1,3,3-Tetraisopropyl-3-(2-(triphenylmethoxy)ethoxy)disiloxane-1-yl group, a potential 5′-O-protecting group for solid-phase RNA synthesis

被引:4
作者
Hirao, I
Koizumi, M
Ishido, Y
Andrus, A
机构
[1] RIKEN, Inst Phys & Chem Res, Yokoyama CytoLog Project, ERATO,JST, Wako, Saitama 35101, Japan
[2] Tokyo Coll Pharm, Lab Pharmaceut Chem, Hachioji, Tokyo 19203, Japan
[3] Appl Biosyst Inc, Foster City, CA 94404 USA
关键词
D O I
10.1016/S0040-4039(98)00440-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1, 1, 3, 3-Tetraisopropyl-3-(2-(triphenylmethoxy)ethoxy)disiloxane-1-yl (TES) group was designed for solid-phase RNA synthesis as a 5'-O-protecting group, which can be combined with the tetrahydropyranyl group, a 2'-hydroxyl protecting group. The TES group can be selectively introduced to the 5'-hydroxy group of nucleosides and can be easily removed by 0.1M tetrabutylammonium fluoride or 0.01M hydrochloric acid. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2989 / 2992
页数:4
相关论文
共 17 条
[11]   AN ACID-LABILE LINKER FOR SOLID-PHASE OLIGORIBONUCLEOTIDE SYNTHESIS USING FMOC GROUP FOR 5'-HYDROXYL PROTECTION [J].
PALOM, Y ;
ALAZZOUZI, E ;
GORDILLO, F ;
GRANDAS, A ;
PEDROSO, E .
TETRAHEDRON LETTERS, 1993, 34 (13) :2195-2198
[12]   AN EFFICIENT METHOD FOR THE ISOLATION AND PURIFICATION OF OLIGORIBONUCLEOTIDES [J].
SPROAT, B ;
COLONNA, F ;
MULLAH, B ;
TSOU, D ;
ANDRUS, A ;
HAMPEL, A ;
VINAYAK, R .
NUCLEOSIDES & NUCLEOTIDES, 1995, 14 (1-2) :255-273
[13]   CHEMICAL SYNTHESIS OF THE 24 RNA FRAGMENTS CORRESPONDING TO HOP STUNT VIROID [J].
TANIMURA, H ;
MAEDA, M ;
FUKAZAWA, T ;
SEKINE, M ;
HATA, T .
NUCLEIC ACIDS RESEARCH, 1989, 17 (20) :8135-8147
[14]   AUTOMATED CHEMICAL SYNTHESIS OF LONG OLIGORIBONUCLEOTIDES USING 2'-O-SILYLATED RIBONUCLEOSIDE 3'-O-PHOSPHORAMIDITES ON A CONTROLLED-PORE GLASS SUPPORT - SYNTHESIS OF A 43-NUCLEOTIDE SEQUENCE SIMILAR TO THE 3'-HALF MOLECULE OF AN ESCHERICHIA-COLI FORMYLMETHIONINE TRANSFER-RNA [J].
USMAN, N ;
OGILVIE, KK ;
JIANG, MY ;
CEDERGREN, RJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) :7845-7854
[15]   PREPARATION OF RIBONUCLEOSIDE 3'-O-PHOSPHORAMIDITES AND THEIR APPLICATION TO THE AUTOMATED SOLID-PHASE SYNTHESIS OF OLIGONUCLEOTIDES [J].
USMAN, N ;
PON, RT ;
OGILVIE, KK .
TETRAHEDRON LETTERS, 1985, 26 (38) :4567-4570
[16]   CHEMICAL SYNTHESIS OF RNA USING FAST OLIGONUCLEOTIDE DEPROTECTION CHEMISTRY [J].
VINAYAK, R ;
ANDERSON, P ;
MCCOLLUM, C ;
HAMPEL, A .
NUCLEIC ACIDS RESEARCH, 1992, 20 (06) :1265-1269
[17]  
Vinayak Ravi, 1993, Methods (Orlando), V5, P7, DOI 10.1006/meth.1993.1002