Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals, Key Laboratory of Green Chemical Media and Reactions, Ministry of Education, School of Chemistry and Chemical Engineering Henan Normal University, Xinxiang 453007, Henan, China.
Molecules. 2017 Aug 14;22(8):1346. doi: 10.3390/molecules22081346.
Adenosine diphosphate-ribose (ADP-ribose) and its derivatives play important roles in a series of complex physiological procedures. The design and synthesis of artificial ADP-ribosylated compounds is an efficient way to develop valuable chemical biology tools and discover new drug candidates. However, the synthesis of ADP-ribosylated compounds is currently difficult due to structural complexity, easily broken pyrophosphate bond and high hydrophilicity. In this paper, ADP-ribosyl-N₃ was designed and synthesized for the first time. With ADP-ribosyl-N₃ as the key precursor, a divergent post-modification strategy was developed to prepare structurally diverse ADP-ribosylated compounds including novel nucleotides and peptides bearing ADP-ribosyl moieties.
腺苷二磷酸核糖（ADP-核糖）及其衍生物在一系列复杂的生理过程中发挥着重要作用。人工 ADP-ribosylated 化合物的设计和合成是开发有价值的化学生物学工具和发现新药物候选物的有效途径。然而，由于结构复杂性、易断裂的焦磷酸键和高亲水性，ADP-ribosylated 化合物的合成目前具有一定难度。本文首次设计并合成了 ADP-ribosyl-N₃。以 ADP-ribosyl-N₃ 为关键前体，开发了一种发散后修饰策略，用于制备结构多样的 ADP-ribosylated 化合物，包括具有 ADP-ribosyl 部分的新型核苷酸和肽。
