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通过N-甲基咪唑啉磷酸三酯法快速合成长链脱氧核糖寡核苷酸。

Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method.

作者信息

Efimov V A, Buryakova A A, Reverdatto S V, Chakhmakhcheva O G

出版信息

Nucleic Acids Res. 1983 Dec 10;11(23):8369-87. doi: 10.1093/nar/11.23.8369.

DOI:10.1093/nar/11.23.8369
PMID:6324083
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC326588/
Abstract

A modified phosphotriester method has been employed for the efficient chemical synthesis of long-chain deoxyribooligonucleotides. During the course of this work, a general and rapid procedure was developed for the preparation of 24-62-mers in solution. Preparative reversed phase column chromatography on silanized silica gel was used to purify triester intermediates starting from 10-mers. The rapid synthesis of 32-mer and 42-mer on glass and silica gel supports using suitably protected 2-8-mer blocks as coupling units has been also accomplished. In particular, a convenient procedure for the solid-phase synthesis of oligonucleotide blocks bearing 3'-terminal phosphodiester groups is described.

摘要

一种改良的磷酸三酯法已被用于高效化学合成长链脱氧核糖寡核苷酸。在这项工作过程中,开发了一种通用且快速的方法来在溶液中制备24至62聚体。使用硅烷化硅胶上的制备型反相柱色谱法从10聚体开始纯化三酯中间体。还完成了使用适当保护的2至8聚体片段作为偶联单元在玻璃和硅胶载体上快速合成32聚体和42聚体。特别地,描述了一种用于固相合成带有3'-末端磷酸二酯基团的寡核苷酸片段的简便方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/04ee/326588/4dd91ffb94cc/nar00368-0264-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/04ee/326588/6b6fd3fccfcc/nar00368-0263-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/04ee/326588/4dd91ffb94cc/nar00368-0264-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/04ee/326588/6b6fd3fccfcc/nar00368-0263-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/04ee/326588/4dd91ffb94cc/nar00368-0264-a.jpg

相似文献

1
Rapid synthesis of long-chain deoxyribooligonucleotides by the N-methylimidazolide phosphotriester method.通过N-甲基咪唑啉磷酸三酯法快速合成长链脱氧核糖寡核苷酸。
Nucleic Acids Res. 1983 Dec 10;11(23):8369-87. doi: 10.1093/nar/11.23.8369.
2
Silica gel: an improved support for the solid-phase phosphotriester synthesis of oligonucleotides.硅胶:用于寡核苷酸固相磷酸三酯合成的一种改进载体。
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5
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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。
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本文引用的文献

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Solid-phase synthesis of polynucleotides. IV. Usage of polystyrene resins for the synthesis of polydeoxyribonucleotides by the phosphostriester method.多核苷酸的固相合成。IV. 磷酸三酯法中聚苯乙烯树脂在聚脱氧核糖核苷酸合成中的应用。
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Some observations relating to the oximate ion promoted unblocking of oligonucleotide aryl esters.一些与肟离子促进寡核苷酸芳基酯解封闭相关的观察结果。
Nucleic Acids Res. 1981 Sep 25;9(18):4611-26. doi: 10.1093/nar/9.18.4611.
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New effective method for the synthesis of oligonucleotides via phosphotriester intermediates.
使用氧亲核催化剂改进寡脱氧核糖核苷酸的快速磷酸三酯合成法。
Nucleic Acids Res. 1985 May 24;13(10):3651-66. doi: 10.1093/nar/13.10.3651.
4
New, ionic side-products in oligonucleotide synthesis: formation and reactivity of fluorescent N-/purin-6-yl/pyridinium salts.寡核苷酸合成中的新型离子副产物:荧光N-/嘌呤-6-基/吡啶鎓盐的形成与反应性
Nucleic Acids Res. 1985 Apr 25;13(8):2989-3003. doi: 10.1093/nar/13.8.2989.
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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.
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Highly efficient oligodeoxyribonucleotide synthesis using fully base protected phosphodiester building blocks carrying 2-(1-methylimidazol-2-yl) phenyl protection of the phosphate.使用携带磷酸基团2-(1-甲基咪唑-2-基)苯基保护的全碱基保护的磷酸二酯构建块进行高效的寡脱氧核糖核苷酸合成。
Nucleic Acids Res. 1986 Feb 25;14(4):1811-24. doi: 10.1093/nar/14.4.1811.
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Application of new catalytic phosphate protecting groups for the highly efficient phosphotriester oligonucleotide synthesis.新型催化磷酸保护基团在高效磷酸三酯寡核苷酸合成中的应用。
Nucleic Acids Res. 1986 Aug 26;14(16):6525-40. doi: 10.1093/nar/14.16.6525.
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Guanine modification during chemical DNA synthesis.化学DNA合成过程中的鸟嘌呤修饰。
Nucleic Acids Res. 1987 Oct 26;15(20):8333-49. doi: 10.1093/nar/15.20.8333.
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Complete nucleotide sequence of the gene for human interleukin 1 alpha.人白细胞介素1α基因的完整核苷酸序列。
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10
Intracellular precursors and secretion of alkaline extracellular protease of Yarrowia lipolytica.解脂耶氏酵母碱性细胞外蛋白酶的细胞内前体及分泌
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通过磷酸三酯中间体合成寡核苷酸的新有效方法。
Nucleic Acids Res. 1982 Nov 11;10(21):6675-94. doi: 10.1093/nar/10.21.6675.
4
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Nucleic Acids Res. 1982 Oct 25;10(20):6243-54. doi: 10.1093/nar/10.20.6243.
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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
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6
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.
7
Directed deletion of a yeast transfer RNA intervening sequence.酵母转移RNA间隔序列的定向缺失
Science. 1980 Sep 19;209(4463):1396-400. doi: 10.1126/science.6997991.
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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.
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[Chemical and enzymatic synthesis and the cloning of the human proinsulin gene].[人胰岛素原基因的化学合成、酶促合成及克隆]
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Synthesis of oligodeoxyribonucleotides on silica gel support.硅胶载体上寡脱氧核糖核苷酸的合成。
Nucleic Acids Res. 1981 Jun 25;9(12):2807-17. doi: 10.1093/nar/9.12.2807.