SYNTHESIS OF 1D-3-DEOXY-MYO-INOSITOL, 1D-2,3-DIDEOXY-MYO-INOSITOL, AND 1D-2,3,6-TRIDEOXY-MYO-INOSITOL 1,4,5-TRISPHOSPHATE FROM QUEBRACHITOL, THEIR BINDING AFFINITIES, AND CALCIUM-RELEASE ACTIVITY
SYNTHESIS OF 1D-3-DEOXY-MYO-INOSITOL, 1D-2,3-DIDEOXY-MYO-INOSITOL, AND 1D-2,3,6-TRIDEOXY-MYO-INOSITOL 1,4,5-TRISPHOSPHATE FROM QUEBRACHITOL, THEIR BINDING AFFINITIES, AND CALCIUM-RELEASE ACTIVITY
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DOI：
10.1021/ja00064a002
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发表时间：
1993-06-02
影响因子：
15
通讯作者：
WILCOX, RA
中科院分区：
文献类型：
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作者：
KOZIKOWSKI, AP;OGNYANOV, VI;WILCOX, RA
报道了从白木糖醇合成三种光学纯的脱氧肌醇 1,4,5-三磷酸类似物及其结合亲和力和 Ca-45(2+) 释放活性。使用来自牛肾上腺皮质的膜制剂测定类似物的配体结合亲和力。使用皂苷透化的 SH-SY5Y 人神经母细胞瘤细胞的钙动员受体，将 Ca-45(2+) 释放活性与 Ins(1,4,5)P3 的释放活性进行比较。 1D-3-deoxy-Ins(1,4,5)P3 (26) 和 1D-2,3-dideoxy-Ins(1,4,5)P3 (22) 表现出非常有效的配体和激动剂特性，而 1D-2,3,6-trideoxy-Ins(1,4,5)P3 (19) 的效力要差得多。这些数据有力地证明了 Ins(1,4,5)P3 的 HO-6 在其结合亲和力及其 Ca2+ 动员活性中发挥的关键作用。
Syntheses of three optically pure, deoxygenated myo-inositol 1,4,5-trisphosphate analogues from quebrachitol are reported together with their binding affinities and Ca-45(2+) release activity. The ligand-binding affinities of the analogues were determined using membrane preparations from bovine adrenal cortex. The Ca-45(2+) release activities were compared to that of Ins(1,4,5)P3, using the calcium mobilizing receptor of saponin permeabilized SH-SY5Y human neuroblastoma cells. 1D-3-deoxy-Ins(1,4,5)P3 (26) and 1D-2,3-dideoxy-Ins(1,4,5)P3 (22) exhibited very potent ligand and agonist properties, while 1D-2,3,6-trideoxy-Ins(1,4,5)P3 (19) was much less potent. These data provide solid evidence of the critical role which HO-6 of Ins(1,4,5)P3 plays in its binding affinity and its Ca2+ mobilizing activity.