Synthesis, acid-base behavior, and binding properties of 6-modified myo-inositol 1,4,5-tris (phosphate)s

被引：17

作者：

Ballereau, S

Guédat, P

Poirier, SN

Guillemette, G

Spiess, B

Schlewer, G

机构：

[1] Fac Pharm, UMR 7081, Lab Pharmacochim Commun Cellulaire, CNRS, F-67401 Illkirch Graffenstaden, France

[2] Univ Sherbrooke, Fac Med, Dept Pharmacol, Sherbrooke, PQ J1H 5N4, Canada

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1999年 / 42卷 / 23期

关键词：

D O I：

10.1021/jm991084t

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

myo-Inositol 1,4,5-tris(phosphate) was modified at position 6. The analogues synthesized are reported in this publication are 6-deoxy-myo-inositol 1,4,5-tris(phosphate), 6-fluoro-6-deoxy-myo-inositol 1,4,5-tris(phosphate), epi-inositol 1,4,5-tris(phosphate), and 6-amino-6-deoxy-myo-inositol 1,4,5-tris(phosphate). These derivatives showed poor affinity for the Ins(1,4,5)P-3 receptors. The inframolecular acid-base behavior and the cooperative effects between the phosphate groups could help explain the loss of affinity of these 6-modified analogues.

引用

页码：4824 / 4835

页数：12

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