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Molecules 2012, 17(4), 4343-4356; doi:10.3390/molecules17044343
Article

Synthesis and Calcium Mobilization Activity of cADPR Analogues Which Integrate Nucleobase, Northern and Southern Ribose Modifications

1, 1, 1, 1, 2, 1,*  and 1
Received: 24 February 2012; in revised form: 31 March 2012 / Accepted: 5 April 2012 / Published: 10 April 2012
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Abstract: Novel cADPR mimics, which integrate nucleobase, northern and southern ribose modifications were synthesized. The key steps of the synthesis were a Cu(I)-catalyzed Hüisgen [3+2] cycloaddition and a microwave-assisted intramolecular pyrophosphorylation. Preliminary biological investigations showed that these cADPR mimics are membrane-permeating agonists of the calcium signaling pathway. The introduction of chlorine or fluorine at the 2'-position of the southern riboses led to a decrease of activity. The existence of a hydrophobic group on the 3'-OH of the southern riboses does not obviously alter the agonistic activity.
Keywords: cADPR analogue; nucleotide; synthesis; calcium mobilization cADPR analogue; nucleotide; synthesis; calcium mobilization
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Zhou, Y.; Yu, P.; Jin, H.; Yang, Z.; Yue, J.; Zhang, L.; Zhang, L. Synthesis and Calcium Mobilization Activity of cADPR Analogues Which Integrate Nucleobase, Northern and Southern Ribose Modifications. Molecules 2012, 17, 4343-4356.

AMA Style

Zhou Y, Yu P, Jin H, Yang Z, Yue J, Zhang L, Zhang L. Synthesis and Calcium Mobilization Activity of cADPR Analogues Which Integrate Nucleobase, Northern and Southern Ribose Modifications. Molecules. 2012; 17(4):4343-4356.

Chicago/Turabian Style

Zhou, Yue; Yu, Peilin; Jin, Hongwei; Yang, Zhenjun; Yue, Jianbo; Zhang, Liangren; Zhang, Lihe. 2012. "Synthesis and Calcium Mobilization Activity of cADPR Analogues Which Integrate Nucleobase, Northern and Southern Ribose Modifications." Molecules 17, no. 4: 4343-4356.



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