Organic Reactions and Syntheses in Water Solution

有机和大分子化学计划通过这一更新奖支持纽约市哥伦比亚大学化学系Ronald Breslow博士的工作。提出的工作包括对已有工作的延伸和新领域的探索，包括：1)扩展区域选择性类固醇羟基化，将萜烯（如β -胡萝卜素）包括在内；2)探索双环糊精金属酯水解催化剂；3)制备既能与金属结合又能与环糊精环结合的催化剂；4)利用计算机计算研究过渡态几何形状及其对疏水效应的依赖。Breslow博士的工作目标是理解和发展水溶液中的有机反应，例如使用合成细胞色素P-450酶的选择性羟基化类固醇。区域特异性和立体特异性所需要的分子识别是基于底物与催化剂在水环境中的疏水相互作用。这项工作可能会导致有用的药物应用，并有望为在Breslow博士指导下工作的人提供优秀的培训。

With this renewal award the Organic and Macromolecular Chemistry Program supports the work of Dr. Ronald Breslow in the Department of Chemistry at Columbia University in New York City. The work proposed includes both the extension of previous work and exploration of new areas, including: 1) extending regioselective steroid hydroxylation to include terpenes such as beta-carotene, 2) exploring bis-cyclodextrin metal catalysts for ester hydrolysis, 3) preparing catalysts which can bind to substrates both at the metal and at attached cyclodextrin rings, and 4) using computer calculations to investigate transition state geometries and their dependence on hydrophobic effects.The aim of the work to be carried out by Dr. Breslow is to understand and develop organic reactions in water solution, for example the selective hydroxylation of steroids using synthetic mimics of cytochrome P-450 enzymes. The molecular recognition which is required for regiospecificity and stereospecificity is based on hydrophobic (water avoiding) interactions of the substrate with the catalyst in the aqueous environment. The work could lead to useful pharmaceutical applications, and is expected to provide excellent training for those working under Dr. Breslow's direction.