New Biocatalyst for Chiral Synthesis in Organic Media

描述(由申请人提供)：改善生物催化剂的溶解性、分离性和可重用性，将增加生物催化在工业化学中的效用，是本提案的目标。基于Polium开发实用的可回收酶试剂的背景和TAMU开发用于合成和催化的新型可溶聚合物载体的背景，提出了开发可溶但可回收的聚合物结合酶试剂的新策略。利用光响应性基团和聚丙烯酰胺，我们建议制备在不同有机溶剂中具有可逆性和活性的脂肪酶生物催化剂。下面提出的聚合物载体的设计是为了提供支持和回收活性酶的手柄，并加入导致有机溶剂溶解的侧基。此外，这些聚合物-酶结合物将包含光敏性偶氮芳烃或螺苯并吡喃基团，其几何或结构上的异构化将改变聚合物的溶解性。其结果将是“智能”的聚合物结合酶，其在有机溶剂中的溶解性可以通过光照射来开启或关闭。洋葱假单胞菌脂肪酶生物催化剂的目标底物将包括重要的中间体，如β-氨基酸、ACE抑制剂和1-烷氨基-3-芳氧基-2-丙醇的衍生物。所有这些靶标的同型手性版本都有重要的药物应用。 建议的商业应用：不可用。

DESCRIPTION (provided by applicant): Improvements in biocatalyst solubility, separability and reusability that would increase the utility of biocatalysis in industrial chemistry are the goals of this proposal. Based on a background of development of practical, recoverable enzymatic reagents at Polium and a background in development of novel soluble polymer supports for synthesis and catalysis at TAMU, new strategies to develop soluble but recoverable polymer-bound enzymatic reagents are proposed. Using photoresponsive groups and polyacrylamides, we propose to prepare lipase biocatalysts that will be reversibly soluble and active in different organic solvents. The polymer supports proposed below are designed to provide handles for the support and recovery of active enzymes and to incorporate pendant groups that lead to organic solvent solubility. In addition, these polymer-enzyme conjugates will incorporate photosensitive azoarenes or spirobenzopyran groups whose geometrical or structural isomerization on irradiation will change the polymer's solubility. The result will be 'smart' polymer-bound enzymes whose solubility in organic solvents can be turned on or off by photoirradiation. Target substrates for the biocatalysts based on Pseudomonas cepacia lipase will include important intermediates like beta-amino acids, ACE-inhibitors, and derivatives of 1-alkylamino-3-aryloxy-2-propanol. The homochiral versions of all of these targets have important pharmaceutical applications. PROPOSED COMMERCIAL APPLICATION: Not Available.