Department of Chemistry , University of Turku , 20014 Turku , Finland.
Org Lett. 2018 Mar 16;20(6):1496-1499. doi: 10.1021/acs.orglett.8b00113. Epub 2018 Mar 7.
The potential of N(Me)-alkoxyamine glycosylation as a DNA-templated ligation has been studied. On a hairpin stem-template model, a notable rate enhancement and an increased equilibrium yield are observed compared to the corresponding reaction without a DNA catalyst. The N-glycosidic connection is dynamic at pH 5, whereas it becomes irreversible at pH 7. The N(Me)-alkoxyamine glycosylation may hence be an attractive pH controlled reaction for the assembly of DNA-based dynamic products.
已经研究了 N(Me)-烷氧基胺糖基化作为 DNA 模板连接的潜力。在发夹茎模板模型中,与没有 DNA 催化剂的相应反应相比,观察到明显的速率增强和增加的平衡产率。在 pH 5 时,N-糖苷键是动态的,而在 pH 7 时,它变得不可逆。因此,N(Me)-烷氧基胺糖基化可能是一种有吸引力的 pH 控制反应,可用于组装基于 DNA 的动态产物。