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ADP-ribosyl-N(3): A Versatile Precursor for Divergent Syntheses of ADP-ribosylated Compounds

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. Howeve...

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Detalles Bibliográficos
Autores principales: Li, Lingjun, Li, Qianqian, Ding, Shengqiang, Xin, Pengyang, Zhang, Yuqin, Huang, Shenlong, Zhang, Guisheng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152188/
https://www.ncbi.nlm.nih.gov/pubmed/28805740
http://dx.doi.org/10.3390/molecules22081346
Descripción
Sumario: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-N(3) was designed and synthesized for the first time. With ADP-ribosyl-N(3) 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.