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固相载体上磷酸三酯缩合反应的动力学

The kinetics of phosphotriester condensation reactions on solid support.

作者信息

Ikuta S, Chattopadhyaya R, Dickerson R E

出版信息

Nucleic Acids Res. 1984 Aug 24;12(16):6511-22. doi: 10.1093/nar/12.16.6511.

DOI:10.1093/nar/12.16.6511
PMID:6473109
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC320092/
Abstract

A study has been made of the kinetics of condensation reactions in phosphotriester synthesis of oligonucleotides on polystyrene copolymer resin support, using monomers, dimers, and trimers as the coupling units. The condensations follow pseudo first order kinetics, with a rate constant that decreases from monomers to dimers to trimers. Arrhenius plots indicate a nearly constant activation energy of around 10.4 kcal mol-1. Extrapolation to find the Arrhenius preexponential factor, A, is inaccurate because of the limited temperature range studied. But if the assumption is made that Ea is the same for monomer, dimer, and trimer reactions, then the A values are inversely proportional to the surface areas of the coupling units, reinforcing the interpretation of A as a collision efficiency factor.

摘要

以单体、二聚体和三聚体作为偶联单元，对在聚苯乙烯共聚物树脂载体上进行的寡核苷酸磷酸三酯合成中的缩合反应动力学进行了研究。缩合反应遵循准一级动力学，速率常数从单体到二聚体再到三聚体逐渐降低。阿仑尼乌斯图表明活化能几乎恒定，约为10.4千卡/摩尔。由于研究的温度范围有限，通过外推法求阿仑尼乌斯指前因子A并不准确。但是，如果假设单体、二聚体和三聚体反应的活化能相同，那么A值与偶联单元的表面积成反比，这进一步支持了将A解释为碰撞效率因子的观点。

相似文献

1
The kinetics of phosphotriester condensation reactions on solid support.固相载体上磷酸三酯缩合反应的动力学
Nucleic Acids Res. 1984 Aug 24;12(16):6511-22. doi: 10.1093/nar/12.16.6511.
2
New effective method for the synthesis of oligonucleotides via phosphotriester intermediates.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.
3
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.
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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。
Nucleic Acids Res. 1982 Nov 25;10(22):7439-48. doi: 10.1093/nar/10.22.7439.
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Studies on deoxyribonucleic acids and related compounds. V. Synthesis of pentadecanucleotide duplex containing the ideal Pribnow sequence of promoter by the phosphotriester method using a new phosphorylating reagent.脱氧核糖核酸及相关化合物的研究。V. 使用一种新型磷酸化试剂通过磷酸三酯法合成含有启动子理想普里布诺序列的十五聚体双链体。
Nucleic Acids Res. 1982 Apr 24;10(8):2597-608. doi: 10.1093/nar/10.8.2597.
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Nucleic Acids Res. 1982 Sep 25;10(18):5605-20. doi: 10.1093/nar/10.18.5605.
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A rapid deprotection procedure for phosphotriester DNA synthesis.一种用于磷酸三酯DNA合成的快速脱保护程序。
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Synthesis of oligodeoxyribonucleotides by solid phase phosphotriester method on a reduced scale; preparation of oligonucleotides for improved promoter sequence.在小规模下通过固相磷三酯法合成寡脱氧核糖核苷酸；制备用于改进启动子序列的寡核苷酸。
Nucleic Acids Symp Ser. 1982(11):77-80.
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Synthesis and reactions of a nucleoside derivative of phosphoric sulfonic anhydride. Studies related to the mechanisms of coupling reactions in the chemical synthesis of oligodeoxyribonucleotides by phosphotriester procedures.磷磺酸酐核苷衍生物的合成与反应。与通过磷酸三酯法化学合成寡脱氧核糖核苷酸中偶联反应机制相关的研究。
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10
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Nucleic Acids Res. 1980 May 24;8(10):2331-48. doi: 10.1093/nar/8.10.2331.

本文引用的文献

1
Simplications in the synthesis of short oligonucleotide blocks.短寡核苷酸片段合成中的简化方法。
Nucleic Acids Res. 1980 Nov 25;8(22):5461-71. doi: 10.1093/nar/8.22.5461.
2
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.
3
A study of the efficiency and the problem of sulfonation of several condensing reagents and their mechanisms for the chemical synthesis of deoxyoligoribonucleotides.几种缩合试剂磺化用于化学合成脱氧寡核糖核苷酸的效率、问题及其机制的研究
Nucleic Acids Res. 1980 Nov 25;8(22):5445-59. doi: 10.1093/nar/8.22.5445.
4
Solid-phase synthesis of polynucleotides. VIII: A simplified synthesis of oligodeoxyribonucleotides.多核苷酸的固相合成。VIII：寡脱氧核糖核苷酸的简化合成。
Cold Spring Harb Symp Quant Biol. 1983;47 Pt 1:383-91. doi: 10.1101/sqb.1983.047.01.045.

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