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多核苷酸的固相合成:V. 用磷酸单三唑酯法合成寡脱氧核糖核苷酸

Solid-phase synthesis of polynucleotides: V. Synthesis of oligodeoxyribonucleotides by the phosphomonotriazolide method.

作者信息

Miyoshi K, Itakura K

出版信息

Nucleic Acids Symp Ser. 1980(7):281-91.

PMID:7255173
Abstract

Synthesis of two oligodeoxyribonucleotides of defined sequences, an undecamer [d(TGCACCATTCT)] and a dodecamer [d(TGGAGCCACTAT)], and tetradecathymidylic acid was described by a simple solid-phase method on a polystyrene resin. The synthesis was performed by the stepwise addition of deoxynucleoside 3'-phosphomonotriazolide to the resin, in the presence of a nucleophilic catalyst, 4-dimethylaminopyridine or N-methylimidazole. Quantitative coupling yield was consistently obtained for each cycle and the desired product was a major peak in the analysis of the final reaction by high performance liquid chromatography on Permaphase AAX.

摘要

通过一种在聚苯乙烯树脂上的简单固相方法描述了两种特定序列的寡脱氧核糖核苷酸、一个十一聚体[d(TGCACCATTCT)]和一个十二聚体[d(TGGAGCCACTAT)]以及十四聚胸苷酸的合成。合成是在亲核催化剂4-二甲基氨基吡啶或N-甲基咪唑存在下,将脱氧核苷3'-磷酸单三唑化物逐步添加到树脂上进行的。每个循环都始终获得定量的偶联产率,并且在Permaphase AAX上通过高效液相色谱分析最终反应时,所需产物是一个主要峰。

相似文献

1
Solid-phase synthesis of polynucleotides: V. Synthesis of oligodeoxyribonucleotides by the phosphomonotriazolide method.多核苷酸的固相合成:V. 用磷酸单三唑酯法合成寡脱氧核糖核苷酸
Nucleic Acids Symp Ser. 1980(7):281-91.
2
Synthesis of oligodeoxyribonucleotides by solid phase phosphotriester method on a reduced scale; preparation of oligonucleotides for improved promoter sequence.在小规模下通过固相磷三酯法合成寡脱氧核糖核苷酸;制备用于改进启动子序列的寡核苷酸。
Nucleic Acids Symp Ser. 1982(11):77-80.
3
Solid-phase synthesis of polynucleotides. II. Synthesis of polythymidylic acids by the block coupling phosphotriester method.多核苷酸的固相合成。II. 用片段偶联磷酸三酯法合成聚胸腺嘧啶核苷酸
Nucleic Acids Res. 1980 Nov 25;8(22):5473-89. doi: 10.1093/nar/8.22.5473.
4
Rapid synthesis of oligodeoxyribonucleotides. V. Further studies in solid phase synthesis of oligodeoxyribonucleotides through phosphotriester intermediates.寡聚脱氧核糖核苷酸的快速合成。V. 通过磷酸三酯中间体进行寡聚脱氧核糖核苷酸固相合成的进一步研究。
Nucleic Acids Symp Ser. 1980(7):243-57.
5
Solid phase synthesis of polynucleotides. VIII. Synthesis of mixed oligodeoxyribonucleotides by the phosphotriester solid phase method.多核苷酸的固相合成。VIII. 用磷酸三酯固相法合成混合寡脱氧核糖核苷酸。
Nucleic Acids Res. 1983 Jan 25;11(2):477-88. doi: 10.1093/nar/11.2.477.
6
Development in the phosphite-triester method of synthesis of oligonucleotides.亚磷酸三酯法合成寡核苷酸的进展。
Nucleic Acids Symp Ser. 1980(7):133-45.
7
Solid phase synthesis of oligonucleotides on a crosslinked polyacrylmorpholide support.在交联聚丙烯酰吗啉载体上进行寡核苷酸的固相合成。
Nucleic Acids Symp Ser. 1980(7):233-41.
8
Solid phase synthesis of polynucleotides. VI. Further studies on polystyrene copolymers for the solid support.多核苷酸的固相合成。VI. 关于用于固相载体的聚苯乙烯共聚物的进一步研究。
Nucleic Acids Res. 1982 Mar 11;10(5):1755-69. doi: 10.1093/nar/10.5.1755.
9
A novel class of condensing reagents in phosphodiester oligodeoxyribonucleotides synthesis. Application of the constituents of free terminal carboxy oxytocine gene.磷酸二酯寡脱氧核糖核苷酸合成中的一类新型缩合试剂。游离末端羧基催产素基因成分的应用。
Nucleic Acids Symp Ser. 1980(7):23-37.
10
Syringe method for stepwise chemical synthesis of oligonucleotides.用于寡核苷酸逐步化学合成的注射器法
Nucleic Acids Res. 1982 May 25;10(10):3249-60. doi: 10.1093/nar/10.10.3249.

引用本文的文献

1
Rapid synthesis of oligodeoxyribonucleotides VI. Efficient, mechanised synthesis of heptadecadeoxyribonucleotides by an improved solid phase phosphotriester route.寡脱氧核糖核苷酸的快速合成VI。通过改进的固相磷三酯路线高效、机械化合成十七聚脱氧核糖核苷酸。
Nucleic Acids Res. 1981 Apr 10;9(7):1691-706. doi: 10.1093/nar/9.7.1691.
2
Rapid synthesis of oligodeoxyribonucleotides. VII. Solid phase synthesis of oligodeoxyribonucleotides by a continuous flow phosphotriester method on a kieselguhr-polyamide support.寡脱氧核糖核苷酸的快速合成。VII. 在硅藻土-聚酰胺载体上通过连续流动磷酸三酯法固相合成寡脱氧核糖核苷酸。
Nucleic Acids Res. 1982 Oct 25;10(20):6243-54. doi: 10.1093/nar/10.20.6243.
3
The complete sequence and coding content of snowshoe hare bunyavirus small (S) viral RNA species.
雪兔布尼亚病毒小(S)病毒RNA片段的完整序列及编码内容。
Nucleic Acids Res. 1982 Jun 25;10(12):3703-13. doi: 10.1093/nar/10.12.3703.
4
Recent developments in the chemical synthesis of polynucleotides.多核苷酸化学合成的最新进展。
Nucleic Acids Res. 1982 Nov 11;10(21):6553-70. doi: 10.1093/nar/10.21.6553.
5
A new linkage for solid phase synthesis of oligodeoxyribonucleotides.一种用于寡脱氧核糖核苷酸固相合成的新连接方法。
Nucleic Acids Res. 1985 Apr 25;13(8):2979-87. doi: 10.1093/nar/13.8.2979.
6
The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups.通过使用不稳定的碱基保护基团,寡核苷酸合成中的最终脱保护步骤简化为温和且快速的氨处理。
Nucleic Acids Res. 1987 Jan 26;15(2):397-416. doi: 10.1093/nar/15.2.397.