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通过一种新的固相方法合成环状肌苷二磷酸核糖(cIDPR)的N-1-烷基类似物。

Synthesis of N-1-alkyl analogues of cyclic inosine diphosphate ribose (cIDPR) by a new solid phase approach.

作者信息

Oliviero Giorgia, D'Errico Stefano, Borbone Nicola, Amato Jussara, Piccialli Vincenzo, Varra Michela, Piccialli Gennaro, Mayol Luciano

机构信息

Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, Via D. Montesano 49, I-80131 Napoli, Italy.

出版信息

Nucleic Acids Symp Ser (Oxf). 2008(52):573-4. doi: 10.1093/nass/nrn290.

DOI:10.1093/nass/nrn290
PMID:18776509
Abstract

Herein we report an efficient solid-phase synthesis of some N-1-alkyl-substituted analogs of cyclic inosine-diphosphate-ribose (cIDPR), a mimic of cyclic ADP-ribose (cADPR) which has been described as an agonist of the cADPR/Ca(2+) signalling system. The proposed synthetic strategy uses a polystyrene support bearing inosine by a 2',3'-acetal linkage which is converted into several N-1-alkylinosine-bis-phosphate derivatives which in turn were cyclized by a solid-phase pyrophosphate bond formation.

摘要

在此,我们报道了一些环状肌苷二磷酸核糖(cIDPR)的N-1-烷基取代类似物的高效固相合成,cIDPR是环状ADP核糖(cADPR)的模拟物,已被描述为cADPR/Ca(2+)信号系统的激动剂。所提出的合成策略使用通过2',3'-缩醛键连接肌苷的聚苯乙烯载体,将其转化为几种N-1-烷基肌苷二磷酸衍生物,这些衍生物进而通过固相焦磷酸键形成进行环化。

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