Fluorous Solution-Phase Synthesis of Peptides

描述（由申请人提供）：随时获得各种寡糖和糖肽对于糖生物学和糖组学的发展至关重要-糖生物学和糖组学是寡糖与其他生物分子（如蛋白质）相互作用的系统研究。拟议项目的长期目标是开发一种新的方法，利用Fluorous Technologies专有的标记和纯化技术，以制备规模合成非常纯的寡肽、寡糖和糖肽。本STTR提案第I阶段的具体目标是：1）开发氟-芴甲氧羰基（F-Fmoc）液相寡肽合成（F-Fmoc策略）; 2）开发氟标签辅助的寡糖合成; 3）开发氟标签辅助的寡糖微阵列和多孔板阵列。这些进展将为该项目的第二阶段奠定基础，该阶段将包括（1）平行合成寡糖和糖肽文库，据报道，这些文库显示出有趣的生物活性，如抗癌细胞的免疫原性，（2）使用平行合成仪、液体处理器和自动化氟快速色谱系统开发自动化液相低聚物合成，和（3）进一步探索用于直接化合物阵列生产的氟标记物。

DESCRIPTION (provided by applicant): Ready access to various oligosaccharides and glycopeptides is crucial for the development of glycobiology and glycomics-the system-wide study of the interactions of oligosaccharides with other biomolecules such as proteins. The long-term goal of the proposed project is to develop a new method for preparative scale syntheses of exceptionally pure oligopeptides, oligosaccharides, and glycopeptides utilizing Fluorous Technologies' proprietary tagging and purification techniques. The specific aims during Phase I of this STTR proposal are: 1) the development of fluorous-fluorenylmethoxycarbonyl (F-Fmoc) solution-phase oligopeptide synthesis (F-Fmoc Strategy); 2) the development of fluorous tag aided oligosaccharide synthesis; and 3) the development of fluorous tag aided oligosaccharide microarrays and multiwell-plate arrays. These developments will lay the foundation for the project's Phase II, which will include (1) parallel synthesis of oligosaccharide and glycopeptide libraries that have been reported to exhibit interesting biological activities such as immunogenicity against cancer cells, (2) development of automated solution-phase oligomer synthesis using a parallel synthesizer, a liquid handler, and an automated fluorous flash chromatography system, and (3) further exploration of fluorous tags for direct compound array production.