An alkylsilyl-tethered, high-capacity solid support amenable to diversity-oriented synthesis for one-bead, one-stock solution chemical genetics.
An alkylsilyl-tethered, high-capacity solid support amenable to diversity-oriented synthesis for one-bead, one-stock solution chemical genetics.
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一种烷基甲硅烷基束缚的高容量固体支持物，适用于单珠、单一溶液化学遗传学的多样性导向合成。
DOI：
10.1021/cc000107i
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发表时间：
2001
期刊：
影响因子：
--
通讯作者：
Foley,MA
中科院分区：
文献类型：
--
作者：
Tallarico,JA;Depew,KM;Pelish,HE;Westwood,NJ;Lindsley,CW;Shair,MD;Schreiber,SL;Foley,MA
公开了烷基甲硅烷基束缚的大（500-600μm）聚苯乙烯树脂（1）的合成和使用。溴官能化聚苯乙烯和硅官能化烷基硼烷的优化铃木偶联可大规模生成硅取代聚苯乙烯1（> 100 g）。树脂负载是通过三氟甲磺酸硅酯的活化来完成的，它甚至可以容纳空间阻碍的仲醇和酚。使用 HF/吡啶处理连接子裂解是温和、有效的，并且适合自动化、大规模分配系统。该平台至少提供 50 nmol 的每个小分子，这些小分子源自基于珠子的多样性导向的分池合成，可用于正向和反向化学遗传测定。这项技术满足了化学遗传学中一珠一原液方法的许多要求。
The synthesis and use of an alkylsilyl-tethered large (500−600 μm) polystyrene resin (1) are disclosed. An optimized Suzuki coupling of bromine-functionalized polystyrene and a silicon-functionalized alkylborane generates the silicon-substituted polystyrene1in large scale (>100 g). Resin loading is accomplished by activation as the silyl triflate, which can accommodate even sterically encumbered secondary alcohols and phenols. Treatment with HF/pyridine for linker cleavage is mild, efficient, and amenable to an automated, large-scale distribution system. This platform delivers, minimally, 50 nmol of each small molecule derived from a diversity-oriented, split-pool synthesis on aper beadbasis for use in both forward and reverse chemical genetic assays. This technology satisfies many requirements of a one bead−one stock solution approach to chemical genetics.