作为寡核糖核苷酸合成关键中间体的核苷-3'-磷酸三酯。III. 核苷3'-磷酸三酯的改进制备方法、其1H NMR表征以及去除2-氰基乙基的新条件。
Nucleoside-3'-phosphotriesters as key intermediates for the oligoribonucleotide synthesis. III. An improved preparation of nucleoside 3'-phosphotriesters, their 1H NMR characterization and new conditions for removal of 2-cyanoethyl group.
作者信息
Adamiak R W, Barciszewska M Z, Biala E, Grzéskowiak K, Kierzek R, Kraszewski A, Markiewicz W T, Wiewiórowski M
出版信息
Nucleic Acids Res. 1976 Dec;3(12):3397-408. doi: 10.1093/nar/3.12.3397.
Abstract
An improved procedure for the transformation of 5'-O-monomethoxytrityl-2'-O-acetyl-3'-phosphates of uridine la, inosine ib and 6-N-benzoyladenosine lc into corresponding 3'/2,2,2-trichloroethyl, 2-cyanoethyl/-phosphates iiaic is reported. H NMR characterization of nucleoside 3'-phosphotriesters is presented. New conditions i.e. anhydrous triethylamine-pyridine treatment have been found for the selective removal of 2-cyanoethyl group from nucleoside 3'-phosphotriesters in the presence of neighbouring 2'-O-acetyl one.
摘要
报道了一种改进的方法，可将尿苷1a、肌苷1b和6 - N -苯甲酰腺苷1c的5'-O -单甲氧基三苯甲基 - 2'-O -乙酰基 - 3'-磷酸酯转化为相应的3'/2,2,2 - 三氯乙基、2 - 氰基乙基 - 磷酸酯IIa - c。给出了核苷3'-磷酸三酯的1H NMR表征。发现了新的条件，即在相邻的2'-O -乙酰基存在下，用无水三乙胺 - 吡啶处理可选择性地从核苷3'-磷酸三酯中除去2 - 氰基乙基。
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Deoxy oligonucleotide synthesis via the triester method.通过三酯法合成脱氧寡核苷酸。
J Org Chem. 1973 Jan 26;38(2):245-50. doi: 10.1021/jo00942a011.
3
Improved triester approach for the synthesis of pentadecathymidylic acid.用于合成十五聚胸苷酸的改进三酯法。
J Am Chem Soc. 1975 Dec 10;97(25):7327-32. doi: 10.1021/ja00858a020.
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