Oligonucleotide synthesis using the 2-(levulinyloxymethyl)-5-nitrobenzoyl group for the 5′-position of nucleoside 3′-phosphoramidite derivatives

被引：10

作者：

Kamaike, K ^{[1
]}

Takahashi, H ^{[1
]}

Morohoshi, K ^{[1
]}

Kataoka, N ^{[1
]}

Kakinuma, T ^{[1
]}

Ishido, Y ^{[1
]}

机构：

[1] Tokyo Univ Pharm & Life Sci, Sch Pharm, Lab Pharmaceut Chem, Hachioji, Tokyo 1920392, Japan

来源：

ACTA BIOCHIMICA POLONICA | 1998年 / 45卷 / 04期

关键词：

2-(levulinyloxymethyl)-5-nitrobenzoyl group; 2-(levulinyloxymethyl)benzoyl group; base-labile protecting group; solid-phase oligonucleotide synthesis; CpCpA terminus triplet of tRNAs; N-15-labeled oligoribonucleotide; 2 '-O-(beta-D-ribofuranosyl)adenosine;

D O I：

10.18388/abp.1998_4354

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：

A comparative study on the utility of 2-(levulinyloxymethyl)-5-nitrobenzoyl (LMNBz) and 2-(levulinyloxymethyl)benzoyl (LMBz) protecting groups for the 5'-positions of nucleoside 3'-phosphoramidite derivatives in the oligonucleotide synthesis is presented in terms of the syntheses of TpTpT, TpTpTpT, and UpCpApGpUpUpGpG. In addition we describe the synthesis, using the LMNBz protecting group of the CpCpA terminus triplet of tRNAs bearing exocyclic amino groups with N-15-labeling, and the trimer Gp[A*]pG containing 2'-O-(beta-D-ribofuranosyl)adenosine ([A*]), the latter of which is found at position 64 in the yeast initiator tRNA(Met).

引用

页码：949 / 976

页数：28

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