• 主题
高级搜索  >
历史搜索 清空历史
首页> 外文期刊>Chemistry: A European journal >Optimal ATRP-Made Soluble Polymer Supports for Phosphoramidite Chemistry
【24h】

Optimal ATRP-Made Soluble Polymer Supports for Phosphoramidite Chemistry

机译：用于亚磷酰胺化学的最佳ATRP制成的可溶性聚合物载体

获取原文
获取原文并翻译 | 示例
           
页面导航
  • 摘要
  • 著录项
  • 相似文献
  • 相关主题

摘要

Soluble polystyrene supports with optimal molecular structures for iterative phosphoramidite chemistry were prepared by atom-transfer radical polymerization (ATRP) and subsequent chain-end modification steps. The controlled radical polymerization of styrene was first performed in the presence of an 9-fluorenylmethoxycarbonyl (Fmoc)-protected amino-functional ATRP initiator. Soluble supports of different molecular weight were prepared. Size-exclusion chromatography and NMR analysis indicated formation of well-defined polymers with controlled chain lengths and narrow dispersity. After synthesis, the bromo end group of the ATRP polymer was removed by dehalogenation in the presence of tributyltin hydride, and the Fmoc protecting group of the moiety was subsequently cleaved with piperidine. The resulting -primary amine was afterwards treated with a linker containing a carboxyl group, a cleavable ester site, and a dimethoxytrityl-protected hydroxyl group to afford ideal soluble supports for phosphoramidite chemistry. NMR analysis indicated that these chain-end modifications were quantitative. The supports were tested for the synthesis of a non-natural sequence-defined oligophosphates. High-resolution ESI-MS analysis of the cleaved oligomers indicated formation of uniform species, and thus confirmed the efficiency of the ATRP-made soluble polymer supports. In addition, the synthesis of a thymidine-loaded soluble support was achieved.
机译：通过原子转移自由基聚合（ATRP）和随后的链端修饰步骤，制备了具有用于迭代亚磷酰胺化学的最佳分子结构的可溶性聚苯乙烯载体。首先在9-芴基甲氧基羰基（Fmoc）保护的氨基官能ATRP引发剂的存在下进行苯乙烯的受控自由基聚合。制备了不同分子量的可溶性载体。尺寸排阻色谱法和NMR分析表明形成了定义明确的聚合物，该聚合物具有受控的链长和窄的分散度。合成后，在氢化三丁基锡的存在下通过脱卤作用除去ATRP聚合物的溴端基，然后用哌啶裂解该部分的Fmoc保护基。然后，将所得的伯胺用含有羧基，可裂解的酯位和二甲氧基三苯甲基保护的羟基的连接基处理，以提供用于亚磷酰胺化学的理想可溶性载体。 NMR分析表明这些链端修饰是定量的。测试了载体的非天然序列定义的低聚磷酸盐的合成。裂解的低聚物的高分辨率ESI-MS分析表明形成了均一的物种，因此证实了ATRP制得的可溶性聚合物载体的效率。另外，实现了胸苷负载的可溶性载体的合成。

著录项

相似文献

  • 外文文献
  • 中文文献
  • 专利
获取原文

客服邮箱：kefu@zhangqiaokeyan.com

京公网安备：11010802029741号 ICP备案号：京ICP备15016152号-6 六维联合信息科技 (北京) 有限公司©版权所有

  • 客服微信

  • 服务号