Citation: Sheng Zu Zhang, Xin Jian Fu, Hong Wang, Ya Jiang Yang. Mechanism of N-octadecyl-N'-maleoyl-L-phenylalanine self-assembled into supramolecular structures[J]. Chinese Chemical Letters, ;2008, 19(9): 1119-1122. doi: 10.1016/j.cclet.2008.06.011 shu

Mechanism of N-octadecyl-N'-maleoyl-L-phenylalanine self-assembled into supramolecular structures

Department of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China

Received Date: 1 April 2008

Fund Project: We are grateful to the National Natural Science Foundation of China (No. 20474022) for financial support

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.
- Gelator,
- Self-assembly,
- Supramolecular structures
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