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Design and synthesis of cADPR analogues with simplified ribose and nucleobase

Yue Zhou, Pei-Lin Yu, Zhen-Jun Yang, Liang-Ren Zhang*, Li-He Zhang   

  1. State Key Laboratory of Natural and Biomimetic Drugs, Peking University Health Science Center, Beijing 100191, China
  • Received:2012-04-05 Revised:2012-05-30 Online:2012-06-25 Published:2012-06-25
  • Contact: Liang-Ren Zhang*

Abstract: New cADPR mimic 5 that integrates the simplified nucleobase and ribose was designed and synthesized by using Cu(I)-catalyzed Huisgen [3+2] cycloaddition to build the simplified triazole nucleobase and microwave-assisted reaction to carry out intramolecular pyrophosphorylation. Primary biological investigation showed that the introduction of an ether strand to replace northern and southern riboses could retain calcium inducing activity, but the introduction of a carbon strand to replace the northern ribose could lead to decreased activity.

Key words: cADPR, Click chemistry, Microwave-assistance, Synthesis

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