Fmoc-protected altritol phosphoramidite building blocks and their application in the synthesis of altritol nucleic acids (ANAs)

被引：5

作者：

Abramov, Mikhail ^{[1
]}

Schepers, Guy ^{[1
]}

Van Aerschot, Arthur ^{[1
]}

Herdewijn, Piet ^{[1
]}

机构：

[1] Katholieke Univ Leuven, Rega Inst Med Res, Med Chem Lab, B-3000 Louvain, Belgium

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2007年 / 2007卷 / 09期

关键词：

altritol nucleoside; Fmoc protecting group; altritol nucleic acids; phosphoramidite chemistry;

D O I：

10.1002/ejoc.200600868

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Fmoc-protected altritol nucleoside phosphoramidite building blocks with adenine, guanine, thymine, uracil, cytosine and 5-methylcytosine as bases have been synthesized. These building blocks were used for the synthesis of altritol nucleic acid (ANA) and chimeric ANA-RNA oligonucleotides. Whilst the yields of oligonucleotides were lower than those obtained with 3'-O-benzoyl-protected altritol building blocks, the excellent compatibility with Pac-RNA chemistry for the synthesis of chimeric oligonucleotides makes Fmoc a valuable protecting group for the secondary alcohol functions of the sugar moieties of nucleosides for oligonucleotide synthesis. ((c) Wiley-VCH Verlag GmbH & Co.

引用

页码：1446 / 1456

页数：11

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