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含甲基和苯基膦酸酯键的脱氧核糖寡核苷酸的合成及酶学性质

Synthesis and enzymatic properties of deoxyribooligonucleotides containing methyl and phenylphosphonate linkages.

作者信息

Agarwal K L, Riftina F

出版信息

Nucleic Acids Res. 1979 Jul 11;6(9):3009-24. doi: 10.1093/nar/6.9.3009.

DOI:10.1093/nar/6.9.3009
PMID:226943
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC327914/
Abstract

Chemical methods for the synthesis of short deoxyribooligonucleotides containing methyl and phenylphosphonodiester linkages have been developed. The interaction of two such nonionic dinucleotide analogs, T(pCH3)T and T(pC6H5)T, with several enzymes has been investigated. Because of the phosphonate linkage each dinucleotide exists as a diastereomeric pair as shown by thin layer chromatography and enzymatic studies. Both isomers of each dinucleotide can be phosphorylated by T4-polynucleotide kinase in the presence of [gamma-32P]ATP. Only one of the diastereoisomers of each dinucleotide is slowly hydrolyzed by snake venom phosphodiesterase and acts as an inhibitor of the enzyme-catalyzed hydrolysis of 5'-labeled oligothymidylic acid. Both isomers of each dinucleotide analog are completely resistant to hydrolysis by spleen phosphodiesterase.

摘要

已开发出用于合成含有甲基和苯基膦酸二酯键的短脱氧核糖寡核苷酸的化学方法。研究了两种此类非离子型二核苷酸类似物T(pCH3)T和T(pC6H5)T与几种酶的相互作用。由于膦酸酯键，每个二核苷酸都以非对映体对的形式存在，这通过薄层色谱法和酶学研究得以证明。在[γ-32P]ATP存在下，每个二核苷酸的两种异构体都可以被T4-多核苷酸激酶磷酸化。每个二核苷酸的非对映异构体中只有一种被蛇毒磷酸二酯酶缓慢水解，并作为5'-标记的寡胸苷酸酶促水解的抑制剂。每个二核苷酸类似物的两种异构体对脾磷酸二酯酶的水解都完全具有抗性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/278a/327914/7263e4ea81f2/nar00450-0060-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/278a/327914/7263e4ea81f2/nar00450-0060-a.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/278a/327914/7263e4ea81f2/nar00450-0060-a.jpg

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DNA sequence analysis: a general, simple and rapid method for sequencing large oligodeoxyribonucleotide fragments by mapping.DNA序列分析：一种通过图谱对大的寡脱氧核糖核苷酸片段进行测序的通用、简单且快速的方法。
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