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亚磷酰胺法合成的寡脱氧核糖核苷酸的碱基修饰与克隆效率：甲基与氰乙基磷保护

Base modification and cloning efficiency of oligodeoxyribonucleotides synthesized by the phosphoramidite method: methyl versus cyanoethyl phosphorus protection.

作者信息

Urdea M S, Ku L, Horn T, Gee Y G, Warner B D

出版信息

Nucleic Acids Symp Ser. 1985(16):257-60.

PMID:4088879
Abstract

We have found large oligodeoxyribonucleotides (50-120 bases) synthesized with N,N-dialkylmethylphosphoramidites to have considerably lower cloning efficiencies than biological DNA. As evidenced by HPLC analysis, these large fragments contain as much as 30% thymidine conversion to 3-methylthymidine. If cyanoethyl- instead of methyl-phosphorous protection is employed, as anticipated, no thymidine methylation is noted. More importantly, large fragments produced by N,N-diisopropylcyanoethyl-phosphoramidite coupling show cloning efficiencies indistinguishable from biological DNA.

摘要

我们发现，用N，N - 二烷基甲基亚磷酰胺合成的大的寡脱氧核糖核苷酸（50 - 120个碱基）的克隆效率比生物DNA低得多。高效液相色谱分析表明，这些大的片段中高达30%的胸腺嘧啶转化为3 - 甲基胸腺嘧啶。正如预期的那样，如果采用氰乙基而非甲基磷保护，则未观察到胸腺嘧啶甲基化。更重要的是，由N，N - 二异丙基氰乙基亚磷酰胺偶联产生的大片段显示出与生物DNA难以区分的克隆效率。

相似文献

1
Base modification and cloning efficiency of oligodeoxyribonucleotides synthesized by the phosphoramidite method: methyl versus cyanoethyl phosphorus protection.亚磷酰胺法合成的寡脱氧核糖核苷酸的碱基修饰与克隆效率：甲基与氰乙基磷保护
Nucleic Acids Symp Ser. 1985(16):257-60.
2
Analysis and purification of synthetic large oligodeoxyribonucleotides by HPLC on RPC-5 like resin.使用类RPC-5树脂通过高效液相色谱法分析和纯化合成的大寡脱氧核糖核苷酸。
Nucleic Acids Symp Ser. 1986(17):113-6.
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Analytical studies of 'mixed sequence' oligodeoxyribonucleotides synthesized by competitive coupling of either methyl- or beta-cyanoethyl-N,N-diisopropylamino phosphoramidite reagents, including 2'-deoxyinosine.对通过甲基或β-氰基乙基-N,N-二异丙基氨基亚磷酰胺试剂（包括2'-脱氧次黄苷）的竞争性偶联合成的“混合序列”寡脱氧核糖核苷酸的分析研究。
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引用本文的文献

1
Application of 2-cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite for in situ preparation of deoxyribonucleoside phosphoramidites and their use in polymer-supported synthesis of oligodeoxyribonucleotides.2-氰基乙基-N,N,N',N'-四异丙基亚磷酰胺在原位制备脱氧核糖核苷亚磷酰胺中的应用及其在聚合物支持的寡脱氧核苷酸合成中的用途。
Nucleic Acids Res. 1986 Sep 25;14(18):7391-403. doi: 10.1093/nar/14.18.7391.
2
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.
3
Complementary oligodeoxynucleotide mediated inhibition of tobacco mosaic virus RNA translation in vitro.
互补寡脱氧核苷酸介导的烟草花叶病毒RNA体外翻译抑制作用
Nucleic Acids Res. 1988 May 25;16(10):4569-81. doi: 10.1093/nar/16.10.4569.
4
Modifications of guanine bases during oligonucleotide synthesis.寡核苷酸合成过程中鸟嘌呤碱基的修饰。
Nucleic Acids Res. 1988 May 25;16(10):4539-54. doi: 10.1093/nar/16.10.4539.
5
Large scale chemical synthesis, purification and crystallization of RNA-DNA chimeras.RNA-DNA嵌合体的大规模化学合成、纯化及结晶
Nucleic Acids Res. 1992 Dec 25;20(24):6695-9. doi: 10.1093/nar/20.24.6695.