General synthesis of 3-phosphorylated myo-inositol phospholipids and derivatives
General synthesis of 3-phosphorylated myo-inositol phospholipids and derivatives
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DOI：
10.1039/a900278b
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发表时间：
1999-04-21
期刊：
影响因子：
--
通讯作者：
Stephens, LR
中科院分区：
文献类型：
--
作者：
Painter, GF;Grove, SJA;Stephens, LR
从原甲酸肌醇酯8合成D-3-磷酸化肌醇磷脂PtdIns（3）P、PtdIns（3，4）P-2、PtdIns（3，4，5）P-3和Ptdins（3，5）P-2。关键转化包括肌醇原甲酸酯中间体的区域选择性DIBAL和三甲基铝介导的裂解和使用樟脑缩醛的拆分保护方案17。在碳酸氢钠存在下，用Pearlman催化剂[Pd（OH）（2）]进行最终的还原脱苄基。磷脂的生物学特性进行了评估，对各种蛋白激酶（PKB和PDK-1），其中他们发挥了重要的激活作用。
The D-3-phosphorylated myo-inositol phospholipids PtdIns(3)P, PtdIns(3,4)P-2, PtdIns(3,4,5)P-3 and Ptdins(3,5)P-2 were synthesised from myo-inositol orthoformate 8. Key transformations included the regioselective DIBAL- and trimethylaluminium-mediated cleavages of myo-inositol orthoformate intermediates and a resolution-protection protocol using the camphor acetals 17. The final reductive debenzylation was effected with Pearlman's catalyst [Pd(OH)(2)] in the presence of sodium hydrogen carbonate. The biological properties of the phospholipids were evaluated against various protein kinases (PKB and PDK-1) in which they played an important activation role.