Synthesis and properties of a novel bolaamphiphile surfactant derived from proline  

作　　者：Bei-Bei Hu Yue Yuan Xiao-Ping Zhou San-Ming Li 

机构地区：[1]School of Pharmacy, Shenyang Pharmaceutical University, Shenyang 110016, China [2]School of Pharmacy, Jilin University, Changchun 130021, China

出　　处：《Chinese Chemical Letters》2016年第3期447-450,共4页中国化学快报（英文版）

基　　金：supported by National Natural Science Foundation of China for Youth(No.81202481);Education Department Foundation of Liaoning Province(No.L2015527);Scientific Research Foundation for the Returned Overseas Scholars by State Education Ministry;by Shenyang Pharmaceutical University(No.GGJJ2014102)

摘　　要：A novel bolaamphiphile surfactant N,N0-（octane-1,8-diyl）bis（pyrrolidine-2-carboxamide）（DAOP）, was designed and synthesized from proline and 1,8-diaminooctane, as the hydrophilic part and hydrophobic part, respectively. After separation and purification, the structures of the synthesized bola surfactants were verified by IR, MS and-1 H NMR. The p Kawas measured by a titration experiment, the turbidity was determined using a Shimadzu UV-1750 spectrophotometer, and the critical micelle concentration（CMC）values of the synthesized surfactants in water were obtained using the conductivity and fluorescence probe measurements. The synthesized bolaamphiphile surfactants demonstrate the ability of selfassemble to form vesicles that were confirmed with dynamic light scattering and transmission electron microscopy. The results showed that the novel bolaamphiphile surfactant derived from proline might potentially be an excellent carrier for drug delivery.A novel bolaamphiphile surfactant N,N0-（octane-1,8-diyl）bis（pyrrolidine-2-carboxamide）（DAOP）, was designed and synthesized from proline and 1,8-diaminooctane, as the hydrophilic part and hydrophobic part, respectively. After separation and purification, the structures of the synthesized bola surfactants were verified by IR, MS and-1 H NMR. The p Kawas measured by a titration experiment, the turbidity was determined using a Shimadzu UV-1750 spectrophotometer, and the critical micelle concentration（CMC）values of the synthesized surfactants in water were obtained using the conductivity and fluorescence probe measurements. The synthesized bolaamphiphile surfactants demonstrate the ability of selfassemble to form vesicles that were confirmed with dynamic light scattering and transmission electron microscopy. The results showed that the novel bolaamphiphile surfactant derived from proline might potentially be an excellent carrier for drug delivery.

关 键 词：Bolaamphiphile Proline Vesicles Synthesis Physicochemical characterization 

分 类 号：O647.2[理学—物理化学]