NEW NUCLEOSIDE PHOSPHORAMIDITES AND COUPLING PROTOCOLS FOR SOLID-PHASE RNA-SYNTHESIS

被引：59

作者：

LYTTLE, MH ^{[1
]}

WRIGHT, PB ^{[1
]}

SINHA, ND ^{[1
]}

BAIN, JD ^{[1
]}

CHAMBERLIN, AR ^{[1
]}

机构：

[1] UNIV CALIF IRVINE,DEPT CHEM,IRVINE,CA 92717

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 15期

关键词：

D O I：

10.1021/jo00015a010

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 5'-O-(4,4'-dimethoxytrityl)-2'-O-(trialkylsilyl)ribonucleoside 3'-O-(2-cyanoethyl N,N-diethylphosphoramidites) 3, 5, 7, and 9, modified monomers for RNA synthesis, were prepared from 2-cyanoethyl N,N-diethylchloro-phosphoramidite (1). In conjunction with newly developed coupling protocols for automated solid-phase synthesis, they afforded synthetic oligoribonucleotides up to 74 base units in length. The performance of the new compounds was compared to the analogous 5'-O-(4,4'-dimethoxytrityl)-2'-O-(trialkylsilyl)ribonucleoside 3'-O-(2-cyanoethyl N,N-diisopropylphosphoramidites) 4, 6, 8, and 10. Complete removal of benzoyl groups from N2-benzoylguanosine, which was incorporated into some of the synthetic oligoribonucleotides, was demonstrated. Purification procedures by reverse phase HPLC and PAGE methods are also presented.

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页码：4608 / 4615

页数：8

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