Innovation of antibody enzymes and their application to produce the materials

抗体酶的创新及其在材料生产中的应用

基本信息

批准号：
13125201
负责人：
KITAZUME Tomoya
金额：
$ 10.88万
依托单位：
Tokyo Institute of Technology
依托单位国家：
日本
项目类别：
Grant-in-Aid for Scientific Research on Priority Areas
财政年份：
2001
资助国家：
日本
起止时间：
2001 至 2003
项目状态：
已结题

项目摘要

I examined tha aldol reaction of substituted benzaldehyde and acetone derivative in the antibody aldolase 38C2 (Aldrich no 48157-2)-ionic liquid ([bmim][PF_6]) system. After stirring for 14 days at room temperature, starting materials and products were extracted with diethyl ether, and ionic liquid and antibody aldolase 32C2 were recovered. From the results, we have found that the reaction of hydroxyacetone with 4-or 3-(trifluoromethyl) benzaldehyde in this system was proceeded to produce the 3,4-dihydroxy-4-(4-or 3-trifluoromethyl) phenylbutan-2-One. However, acetone, methyl ethyl ketone, methoxyacetone, fluoroacetone and chloroacetone were not leacted in this system. Moreover, in the cases of aliphatic and/or α, β-unsaturated aldehydes, we did not able to proceed the aldol reaction. Successive reuse of the recovered Ab32C2-ionic liquid system and in the same reaction yielded amounts of product as higher than the first cycle in the both cases of 3-and 4-(trifluoromethyl) bezaldehyde. In the third and fourth cycles, reuse of this system recovered from the second cycle is possible to produce the same alcohol in the same reaction.In the next step, I examined the Michael addition reaction of hydroxyacetone to phenetyl 2-trifluoromethyacrylate in the ionic liquid [emim][OTf]-aldolase antibody 38C2 system.In conclusion, the successful application of this combination of environmentally friendly solvent and antibody catalyst is exciting and is likely to open the door to the development of similar reaction systems for other important organic reactions.

我检查了抗体醛缩酶38C2（Aldrich no 48157-2）-离子液体（[bmim][PF_6]）体系中取代苯甲醛和丙酮衍生物的羟醛反应。在室温下搅拌14天后，得到起始原料和产物。用乙醚萃取，回收离子液体和抗体醛缩酶32C2，从结果中我们发现反应。羟基丙酮与4-或3-(三氟甲基)苯甲醛在该体系中反应生成3,4-二羟基-4-(4-或3-三氟甲基)苯基丁-2-酮、丙酮、甲乙酮、甲氧基丙酮。此外，在脂肪族和/或脂肪族的情况下，氟丙酮和氯丙酮没有在该系统中产生。 α，β-不饱和醛，我们无法连续重复使用回收的 Ab32C2-离子液体体系，并且在同一反应中，在 3-和两种情况下产生的产物量均高于第一个循环。 4-(三氟甲基)苯甲醛在第三和第四个循环中，可以重复使用从第二个循环中回收的该系统，以在同一反应中生产相同的醇。在下一步中，我检查了迈克尔。羟基丙酮与2-三氟甲基丙烯酸苯乙酯在离子液体[emim][OTf]-醛缩酶抗体38C2系统中的加成反应。总之，这种环保溶剂和抗体催化剂组合的成功应用是令人兴奋的，很可能打开大门为其他重要的有机反应开发类似的反应系统。