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ADP-ribosyl-N?: A Versatile Precursor for Divergent Syntheses of ADP-ribosylated Compounds.

ABSTRACT: 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? was designed and synthesized for the first time. With ADP-ribosyl-N? 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.

SUBMITTER: Li L

PROVIDER: S-EPMC6152188 | biostudies-literature | 2017 Aug

REPOSITORIES: biostudies-literature

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ADP-ribosyl-N₃: A Versatile Precursor for Divergent Syntheses of ADP-ribosylated Compounds.

Li Lingjun L Li Qianqian Q Ding Shengqiang S Xin Pengyang P Zhang Yuqin Y Huang Shenlong S Zhang Guisheng G

Molecules (Basel, Switzerland) 20170814 8

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 ...[more]

PMID: 28805740

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