通过碱催化反应合成核苷酸间（磷酸二酯）键。
The synthesis of the internucleotide (phosphodiester) bond by a base-catalysed reaction.
作者信息
von Tigerstrom R, Jahnke P, Smith M
出版信息
Nucleic Acids Res. 1975 Oct;2(10):1727-36. doi: 10.1093/nar/2.10.1727.
Abstract
Potassium tert-butoxide in hexamethyl phosphoramide and dimethyl formamide provides an excellent catalyst for the reaction of a 3'-hydroxyl or a 5'-hydroxyl group of a nucleoside with an appropriate nucleoside phosphorofluoridate to yield the dinucleoside phosphate. This paper describes the experiments leading to the development of this reaction together with the synthesis of thymidylyl-(5' leads to 3')-thymidine (dT-dT).
摘要
叔丁醇钾在六甲基磷酰胺和二甲基甲酰胺中，对核苷的3'-羟基或5'-羟基与合适的核苷磷酰氟反应生成二核苷磷酸而言，是一种出色的催化剂。本文描述了促成此反应发展的实验，以及胸苷酰-(5'→3')-胸苷（dT-dT）的合成。
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The synthesis of the internucleotide (phosphodiester) bond by a base-catalysed reaction.通过碱催化反应合成核苷酸间（磷酸二酯）键。
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本文引用的文献
1
Nucleotide synthesis. 3. Preparation of nucleoside-3',5' cyclic phosphates in strong base.
J Org Chem. 1966 Oct;31(10):3247-53. doi: 10.1021/jo01348a035.
2
Nucleotide synthesis. II. Nucleotide p-nitrophenyl and 2,4-dinitrophenyl esters.核苷酸合成。II. 核苷酸对硝基苯酯和2,4-二硝基苯酯。
J Org Chem. 1966 Oct;31(10):3241-6. doi: 10.1021/jo01348a034.
3
The synthesis of 5' thioanalogs of polydeoxyribonucleotides.
Biochem Biophys Res Commun. 1970 Jun 5;39(5):878-82. doi: 10.1016/0006-291x(70)90405-5.
4
Oligodeoxyribonucleotides: chemical synthesis in anhydrous base.寡脱氧核糖核苷酸：在无水碱中的化学合成
Science. 1970 Feb 27;167(3922):1266-8. doi: 10.1126/science.167.3922.1266.
5
Oligothymidylates: formation by thermal condensation of O 2 ,5'-cyclothymidine 3'-phosphate.寡聚胸苷酸：由2,5'-环胸苷3'-磷酸的热缩合形成。
Science. 1972 Jul 21;177(4045):272-4. doi: 10.1126/science.177.4045.272.
6
Chemical synthesis of polynucleotides.多核苷酸的化学合成
Angew Chem Int Ed Engl. 1972 Jun;11(6):451-9. doi: 10.1002/anie.197204511.
7
Preparation of the 2,4-dinitrophenyl esters of thymidine 3'-and thymidine 5'-phosphate and their use as substrates fof phosphodiesterases.
Biochemistry. 1969 Jul;8(7):3067-70. doi: 10.1021/bi00835a056.
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