SBIR Phase I: Chiral, Carbohydrate Polyethers for Robust, High Resolution, Pharmaceutical Separations

这个小型企业创新研究第一阶段项目将开发一种用于手性色谱的新型碳水化合物聚醚，首先从淀粉生产的左旋葡聚糖开始。在十大畅销药物中，有九种的活性成分是手性的。(2-3)-聚醚是独一无二的，因为它们有多个连续的手性中心，可以操纵这些中心来形成所需的中间体，具有无与伦比的光学完整性和所有已知分子中最高密度的官能团。药物制造商寻求新的手性固定相，具有高和扩展的手性选择性、高负载能力和对广泛流动相的耐受性。为了满足这一需要，合成了环氧化物单体，并将其聚合成100%立体专一性的手性固定相，用于对映体的高效液相色谱。这种聚醚相将应用于二氧化硅载体，并由领先的层析设备制造商进行评估。该项目的商业应用将主要用于生产对映体纯药物。拟议工作的进一步影响将延伸到一系列生物精炼产品的药物提纯、糖分离、选择性环氧化和受控聚合。

This Small Business Innovation Research Phase I project will develop a new class of carbohydrate polyethers for chiral chromatography, by starting with levoglucogan produced from starch. In nine out of the top ten selling drugs, the active ingredient is chiral. The (2-3)-polyethers are unique because they have multiple contiguous chiral centers, which can be manipulated to form desired intermediates, with unparalleled optical integrity and the highest density of functional groups of all known molecules. Drug manufacturers seek new chiral stationary phases with high and extended chiral selectivity, high loading capacity, and ability to tolerate a wide range of mobile phases. To meet this need, epoxide monomers will be synthesized and polymerized into a 100% stereo specific chiral stationary phase for liquid chromatography of enantiomers. This polyether phase will be applied to silica supports and evaluated by leading chromatography equipment manufacturers. The commercial application of this project will primarily be in the manufacture of enantiomerically pure pharmaceuticals. Further impact of the proposed work will extend to drug purification, sugar separations, selective epoxidation, and controlled polymerization for a range of bio-refinery products.