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首页> 外文期刊>The Journal of Organic Chemistry >Streamlined synthesis of phosphatidylinositol (PI), PI3P, PI3,5P(2), and deoxygenated analogues as potential biological probes
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Streamlined synthesis of phosphatidylinositol (PI), PI3P, PI3,5P(2), and deoxygenated analogues as potential biological probes

机译:简化的磷脂酰肌醇(PI),PI3P,PI3、5P(2)和脱氧类似物的合成,作为潜在的生物探针

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摘要

Highly direct total syntheses of phosphatidylinositol (PI), phosphatidylinositol-3-phosphate (PI3P), phosphatidylinositol-3,5-bisphosphate (PI3,5P(2)), and a range of deoxygenated versions are reported. Each synthesis is carried out to deliver the target in optically pure form. The key step for each synthesis is a catalytic asymmetric phosphorylation reaction that affects desymmetrization of an appropriate myo-inositol precursor. Elaboration to each target compound is then carried out employing a diversity-oriented strategy from the common precursors. In addition to three natural products, several additional streamlined total syntheses of deoxygenated PI analogues are reported. These syntheses set the stage for high-precision biological investigations of polar headgroup/biological target interactions of these membrane-associated signaling molecules.
机译:据报道,磷脂酰肌醇(PI),磷脂酰肌醇3-磷酸(PI3P),磷脂酰肌醇-3,5-双磷酸酯(PI3,5P(2))和各种脱氧形式的高度直接的总合成物。进行每种合成以递送光学纯形式的靶标。每个合成的关键步骤是催化不对称磷酸化反应,该反应会影响合适的肌醇前体的脱对称性。然后采用通用前体的面向多样性的策略对每种目标化合物进行精细加工。除三种天然产物外,还报道了几种其他简化的脱氧PI类似物的总合成方法。这些合成为这些膜相关信号分子的极性头基/生物靶标相互作用的高精度生物学研究奠定了基础。

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