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| Mechanism of N-octadecyl-N'-maleoyl-L-phenylalanine self-assembled into supramolecular structures |
| Sheng Zu Zhang, Xin Jian Fu, Hong Wang, Ya Jiang Yang |
| Department of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China |
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Abstract N-Octadecyl-N'-maleoyl-L-phenylalanine (ODMA-L-Phe) was synthesized through the condensation, deprotection and aeid-ylation reaction of BOC-L-phenylalanine, octadecylamine and maleic anhydride. ODMA-L-Phe can self-assemble in some organic solvents and turned them into thermally reversible physical supramolecular organogels. The morphology of ODMA-L-Phe aggregates was characterized by polarized optical microscopy (POM) and field emission scanning electron microscope (FE-SEM). The aggregates of ODMA-L-Phe were needle-like fibrils with diameters of approximately 100-200 nm. The mechanism of ODMA-L-Phe self-assembly in organic solvents was investigated using 1H NMR and circular dichroism (CD). The results indicated that hydrogen bonding was one of the main driving forces for the self-assembly of ODMA-L-Phe.
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Received: 01 April 2008
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| Fund:We are grateful to the National Natural Science Foundation of China (No. 20474022) for financial support |
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Corresponding Authors:
Ya Jiang Yang,yjyang@mail.hust.edu.cn
E-mail: yjyang@mail.hust.edu.cn
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