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

Molecules

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.

Published: August 2017

AI Article Synopsis

  • ADP-ribose and its derivatives are essential for various physiological processes, making their artificial synthesis important for chemical biology and drug discovery.
  • Creating ADP-ribosylated compounds is challenging due to their complex structure, fragile bonds, and high water affinity.
  • This paper introduces the first synthesis of ADP-ribosyl-N₃, which serves as a precursor for a new strategy to produce different ADP-ribosylated compounds, including innovative nucleotides and peptides.

Article 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-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.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6152188PMC
http://dx.doi.org/10.3390/molecules22081346DOI Listing

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