化学
寡核苷酸
核苷酸
结合
组合化学
保护组
亲核取代
核酸
立体化学
正在离开组
腺苷
亲核细胞
氟
有机化学
生物化学
催化作用
DNA
数学分析
烷基
数学
基因
作者
Mimouna Madaoui,Dhrubajyoti Datta,Kelly Wassarman,Ivan Zlatev,Martin Egli,Bruce S. Ross,Muthiah Manoharan
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-08-16
卷期号:24 (33): 6111-6116
被引量:6
标识
DOI:10.1021/acs.orglett.2c01848
摘要
We report a simple, postsynthetic strategy for synthesis of oligonucleotides containing 2,6-diaminopurine nucleotides and 2-aminoadenine conjugates using 2-fluoro-6-amino-adenosine. The strategy allows introduction of 2,6-diaminopurine and other 2-amino group-containing ligands. The strongly electronegative 2-fluoro deactivates 6-NH2 obviating the need for any protecting group on adenine, and simple aromatic nucleophilic substitution of fluorine makes reaction with aqueous NH3 or R-NH2 feasible at the 2-position.
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