Novel nucleobase-simplified cyclic ADP-ribose analogue: A concise synthesis and Ca(2+)-mobilizing activity in T-lymphocytes.
A purine nucleobase-simplified cyclic ADP ribose (cADPR) analogue was synthesized, in which a 1,2,3-triazole-4-amide was constructed, instead of a purine moiety, and the northern ribose was replaced by an ether strand. Compound exhibits calcium release activity in intact T-lymphocytes and indicates that it is a membrane-permeable cADPR mimic. Thus, the cADPR analogue containing 1,2,3-triazole-4-amide provides a novel template for further designing cADPR analogues and elucidating their structure-activity relationships.
Li
Lingjun
L
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100083, PR China.
Siebrands
Cornelia C
CC
Yang
Zhenjun
Z
Zhang
Liangren
L
Guse
Andreas H
AH
Zhang
Lihe
L
D002118:Calcium / Q000378:metabolism*; D036563:Cyclic ADP-Ribose / Q000031:analogs & derivatives*; D006801:Humans; D019169:Jurkat Cells; D011687:Purines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D013601:T-Lymphocytes / Q000378:metabolism*; D014230:Triazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*
D011687:Purines; D014230:Triazoles; D036563:Cyclic ADP-Ribose; D002118:Calcium; C030985:purine