正十二烷基-L-羟基脯氨酸手性配位萃取拆分外消旋苯丙氨酸
Resolution of D,L-Phenylalaine by Chiral Coordination Extraction with n-Dodecyl-L-hydroxyproline
作者单位
崔 玉 济南大学化学化工学院济南 250022 
孙国新 济南大学化学化工学院济南 250022 
田晓强 美国应用生物系统公司济南 250014 
夏光明 济南大学化学化工学院济南 250022 
公佩欣 济南大学化学化工学院济南 250022 
摘要: 本文合成新手性配体正十二烷基-L-羟基脯氨酸,研究手性配体正十二烷基-L-羟基脯氨酸与Cu(Ⅱ)配位萃取拆分苯丙氨酸的性能和机理,考察起始氨基酸浓度、配位铜离子浓度、萃取剂浓度、溶液pH值及温度等因素分别对D-和L-苯丙氨酸萃取性能的影响,萃取剂对D-苯丙氨酸的识别能力强。利用多种手段对萃合物的组成进行表征,推测萃合物的结构为1∶1∶1型三元配合物。对比发现:该萃取剂配位萃取拆分苯丙氨酸性能优于正辛基-L-羟基脯氨酸,空间位阻效应反而对拆分有利。
关键词: 正十二烷基-L-羟基脯氨酸  手性配体  萃取拆分  D/L-苯丙氨酸
基金项目: 
Abstract: The novel chiral extractant n-dodecyl-L-hydroxyproline was synthesized. The resolution of D,L-phenylalaine by chiral coordination extraction with n-Dodecyl-L-Hydroxyproline and Cu(Ⅱ) was studied. The effect of the initial aqueous phenylalanine concentration, concentrations of copper ion and extractant, pH and extraction temperature on the extraction distribution of D,L-phenylalaine were investigated. The extractant showed better affinity for D-phenylalaine. The extracted species were characterized and the stoichiometry was suggested to be 1∶1∶1 to form a ternary complex. The results showed that the resolution efficiency with n-Dodecyl-L-Hydroxyproline is better than that with n-octyl-L-Hydroxyproline, which indicated that n-dodecyl with its bigger steric effect favors the separation of D,L-phenylalanine compared with the smaller n-octyl group.
Keywords: n-dodecyl-L-hydroxyproline  chiral ligand  extraction resolution  D/L-phenylalanine
 
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崔 玉,孙国新,田晓强,夏光明,公佩欣.正十二烷基-L-羟基脯氨酸手性配位萃取拆分外消旋苯丙氨酸[J].无机化学学报,2012,28(4):686-690.
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