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使用羟基苯并三唑活化的磷酸三酯中间体进行聚合物支持的DNA合成。

Polymer supported DNA synthesis using hydroxybenzotriazole activated phosphotriester intermediates.

作者信息

Marugg J E, Piel N, McLaughlin L W, Tromp M, Veeneman G H, van der Marel G A, van Boom J H

出版信息

Nucleic Acids Res. 1984 Nov 26;12(22):8639-51. doi: 10.1093/nar/12.22.8639.

DOI:10.1093/nar/12.22.8639
PMID:6095205
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC320404/
Abstract

Phosphorylation of N-acyl-5'-O-DMTr-d-nucleosides, or similarly protected DNA-dimers having a free 3'-OH group, with 2-chlorophenyl-0,0-bis(1-benzotriazolyl)phosphate affords reactive 3'-phosphotriester derivatives. The latter intermediates can be used, without further purification, for the synthesis of DNA-fragments on the controlled pore glass/long chain alkylamine support. Further, 2-cyano-1,1-dimethylethoxy dichlorophosphine proved to be very suitable for the preparation of 5'-phosphorylated DNA-fragments on the same type of solid support.

摘要

用2-氯苯基-O,O-双(1-苯并三唑基)磷酸酯对N-酰基-5'-O-DMTr-d-核苷或具有游离3'-OH基团的类似保护的DNA二聚体进行磷酸化反应，可得到活性3'-磷酸三酯衍生物。这些中间体无需进一步纯化，即可用于在可控孔径玻璃/长链烷基胺载体上合成DNA片段。此外，2-氰基-1,1-二甲基乙氧基二氯膦被证明非常适合在同一类型的固体载体上制备5'-磷酸化的DNA片段。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed22/320404/a14baef3c7ea/nar00340-0358-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed22/320404/a14baef3c7ea/nar00340-0358-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed22/320404/a14baef3c7ea/nar00340-0358-a.jpg

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本文引用的文献

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2
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Nucleic Acids Res. 1982 Nov 11;10(21):6675-94. doi: 10.1093/nar/10.21.6675.
3
Rapid synthesis of oligodeoxyribonucleotides. VII. Solid phase synthesis of oligodeoxyribonucleotides by a continuous flow phosphotriester method on a kieselguhr-polyamide support.
锥虫mRNA常见的5'末端序列：抗信使寡脱氧核苷酸的作用靶点。
Nucleic Acids Res. 1986 Jul 25;14(14):5605-14. doi: 10.1093/nar/14.14.5605.
4
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6
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9
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Nucleic Acids Res. 1983 Dec 10;11(23):8389-405. doi: 10.1093/nar/11.23.8389.