转移核糖核酸及相关化合物的研究。8(1)。关于芳族磷酰胺作为磷酸单酯保护基团的进一步研究。

Studies on transfer ribonucleic acids and related compounds. 8(1). Further studies on aromatic phosphoramidates as a protecting group for phosphomonoesters.

作者信息

Otsuka E, Honda A, Shigyo H, Morioka S, Sugiyama T

出版信息

Nucleic Acids Res. 1974 Feb;1(2):223-34. doi: 10.1093/nar/1.2.223.

DOI:10.1093/nar/1.2.223

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC343341/

Abstract

Stability of aromatic phosphoramidates was studied using 2',3'-O-dibenzoyluridine 5'-phosphoramidates and N,2',3'-O-tribenzoylcytidine 5'-phosphate. The effect of dicyclohexylcarbodiimide in this mixture was investigated. Decomposition of the anilidate was slower in the presence of DCC. Substituted anilidates of uridine 5'-phosphate were synthesized and the stability of these amidates in anhydrous pyridine was studied.2'-O-Benzoyluridine 3'-phosphoranilidate and the corresponding beta-naphthylidate were compared in their stabilities in anhydrous pyridine, 50% aqueous pyridine and 80% acetic acid. 2'-O-Benzoyluridine 3'-phosphoro-beta-naphthylidate was used for synthesis of dinucleotides.

摘要

使用2'，3'-O-二苯甲酰基尿苷5'-氨基磷酸酯和N，2'，3'-O-三苯甲酰基胞苷5'-磷酸研究了芳族氨基磷酸酯的稳定性。研究了二环己基碳二亚胺在该混合物中的作用。在DCC存在下，苯胺酯的分解较慢。合成了尿苷5'-磷酸的取代苯胺酯，并研究了这些氨基磷酸酯在无水吡啶中的稳定性。比较了2'-O-苯甲酰基尿苷3'-磷酰苯胺酯和相应的β-萘酯在无水吡啶、50%吡啶水溶液和80%乙酸中的稳定性。2'-O-苯甲酰基尿苷3'-磷酰-β-萘酯用于合成二核苷酸。

相似文献

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Studies on transfer ribonucleic acids and related compounds. 8(1). Further studies on aromatic phosphoramidates as a protecting group for phosphomonoesters.转移核糖核酸及相关化合物的研究。8(1)。关于芳族磷酰胺作为磷酸单酯保护基团的进一步研究。

Nucleic Acids Res. 1974 Feb;1(2):223-34. doi: 10.1093/nar/1.2.223.

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引用本文的文献

1

Studies on transfer ribonucleic acids and related compounds. IX. Ribooligonucleotide synthesis using a photosensitive o-nitrobenzyl protection at the 2'-hydroxyl group.转移核糖核酸及相关化合物的研究。IX. 使用对2'-羟基进行光敏邻硝基苄基保护的核糖寡核苷酸合成。

Nucleic Acids Res. 1974 Oct;1(10):1351-7. doi: 10.1093/nar/1.10.1351.

2

New phosphoramidates as protecting groups in ribooligonucleotides synthesis.新型磷酰胺酯作为核糖寡核苷酸合成中的保护基团。

Nucleic Acids Res. 1976 Mar;3(3):653-60. doi: 10.1093/nar/3.3.653.

本文引用的文献

1

The estimation of phosphorus.磷的测定

Biochem J. 1940 Jun;34(6):858-65. doi: 10.1042/bj0340858.

2

A new method for the synthesis of protected ribooligonucleotides with 3'-phosphate end groups.一种合成具有3'-磷酸末端基团的保护核糖寡核苷酸的新方法。

J Am Chem Soc. 1969 Mar 12;91(6):1537-8. doi: 10.1021/ja01034a047.

3

Studies on polynucleotides. 98. A convenient and general method for the preparation of protected dideoxyribonucleotides containing 5'-phosphate end groups.多核苷酸研究。98. 一种制备含5'-磷酸端基的受保护双脱氧核糖核苷酸的简便通用方法。

J Am Chem Soc. 1971 Jun 2;93(11):2754-62. doi: 10.1021/ja00740a028.

4

Studies on transfer ribonucleic acids and related compounds. VI. Synthesis of yeast alanine transfer ribonucleic acid 3'-terminal nonanucleotides and 5'-terminal hexanucleotides.转移核糖核酸及相关化合物的研究。VI. 酵母丙氨酸转移核糖核酸3'-末端九核苷酸和5'-末端六核苷酸的合成。

J Am Chem Soc. 1973 Jul 11;95(14):4725-33. doi: 10.1021/ja00795a042.

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