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本文引用的文献

1
Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product.聚合物载体寡核苷酸合成 XVIII：脱氧核苷的β-氰基乙基-N，N-二烷基氨基-/N-吗啉代亚磷酰胺用于 DNA 片段合成，简化最终产物的脱保护和分离
Nucleic Acids Res. 1984 Jun 11;12(11):4539-57. doi: 10.1093/nar/12.11.4539.
2
Action of acid on oligoribonucleotide phosphotriester intermediates. Effect of released vicinal hydroxy functions.酸对寡核糖核苷酸磷酸三酯中间体的作用。释放的邻位羟基官能团的影响。
Nucleic Acids Res. 1985 Jul 25;13(14):5215-31. doi: 10.1093/nar/13.14.5215.
3
Solid phase synthesis of oligoribonucleotides using o-nitrobenzyl protection of 2'-hydroxyl via a phosphite triester approach.通过亚磷酸三酯法利用邻硝基苄基对2'-羟基进行保护的寡核糖核苷酸的固相合成。
Nucleic Acids Res. 1986 Aug 11;14(15):6265-79. doi: 10.1093/nar/14.15.6265.
4
Solid phase synthesis of oligoribonucleotides using the o-nitrobenzyl group for 2'-hydroxyl protection and H-phosphonate chemistry.使用邻硝基苄基进行2'-羟基保护和H-膦酸酯化学法固相合成寡核糖核苷酸。
Nucleic Acids Res. 1987 Sep 25;15(18):7235-48. doi: 10.1093/nar/15.18.7235.
5
Total chemical synthesis of a 77-nucleotide-long RNA sequence having methionine-acceptance activity.具有甲硫氨酸接受活性的77个核苷酸长的RNA序列的全化学合成。
Proc Natl Acad Sci U S A. 1988 Aug;85(16):5764-8. doi: 10.1073/pnas.85.16.5764.
6
5'-Levulinyl and 2'-tetrahydrofuranyl protection for the synthesis of oligoribonucleotides by the phosphoramidite approach.用于通过亚磷酰胺法合成寡核糖核苷酸的5'-乙酰基和2'-四氢呋喃基保护。
Nucleic Acids Res. 1988 Oct 25;16(20):9443-56. doi: 10.1093/nar/16.20.9443.
7
Studies on the t-butyldimethylsilyl group as 2'-O-protection in oligoribonucleotide synthesis via the H-phosphonate approach.通过H-膦酸酯法进行寡核糖核苷酸合成中叔丁基二甲基硅烷基作为2'-O-保护基的研究。
Nucleic Acids Res. 1988 Oct 11;16(19):9285-98. doi: 10.1093/nar/16.19.9285.
8
Synthesis of RNA oligomer using 9-fluorenylmethoxycarbonyl (Fmoc) group for 5'-hydroxyl protection.
Nucleic Acids Symp Ser. 1988(19):13-6.
9
The synthesis of oligoribonucleotides. Part XI. Preparation of ribonucleoside 2'-acetal 3'-esters by selective deacylation.寡核糖核苷酸的合成。第十一章。通过选择性脱酰作用制备核糖核苷2'-缩醛3'-酯。
J Chem Soc Perkin 1. 1975(10):934-42. doi: 10.1039/p19750000934.

使用9-芴甲氧羰基（Fmoc）对5'-羟基进行保护的寡核糖核苷酸的固相合成。

Solid-phase synthesis of oligoribonucleotides using 9-fluorenylmethoxycarbonyl (Fmoc) for 5'-hydroxyl protection.

作者信息

Lehmann C, Xu Y Z, Christodoulou C, Tan Z K, Gait M J

机构信息

Medical Research Council, Laboratory of Molecular Biology, Cambridge, UK.

出版信息

Nucleic Acids Res. 1989 Apr 11;17(7):2379-90. doi: 10.1093/nar/17.7.2379.

DOI:10.1093/nar/17.7.2379
PMID:2717397
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC317630/
Abstract

Efficient solid-phase synthesis of a series of oligoribonucleotides of up to 20 residues is described that utilises the 9-fluorenylmethoxycarbonyl group (Fmoc) for 5'-protection and 4-methoxytetrahydropyran-4-yl (Mthp) for 2'-protection of ribonucleotide monomers and a phosphoramidite coupling procedure. The Fmoc group is removed after each coupling step by treatment with 0.1M DBU in acetonitrile. Oligoribonucleotides are isolated in 2'-protected form in good yield and shown to be readily and efficiently deprotected by mild acidic treatment.

摘要

本文描述了一系列长达20个残基的寡核糖核苷酸的高效固相合成方法，该方法利用9-芴甲氧羰基（Fmoc）对核糖核苷酸单体进行5'-保护，4-甲氧基四氢吡喃-4-基（Mthp）进行2'-保护，并采用亚磷酰胺偶联程序。在每个偶联步骤后，通过用0.1M二氮杂双环十一碳烯（DBU）的乙腈溶液处理来除去Fmoc基团。寡核糖核苷酸以2'-保护形式高产率分离得到，并显示通过温和的酸性处理可容易且有效地脱保护。