Title
The cytochrome c–cyclo[6]aramide complex as a supramolecular catalyst in methanol
Author
Wang Pan, Lijun Mao, Mingsong Shi, Yonghong Fu, Xiaomin Jiang, Wen Feng, Youzhou He, Dingguo Xu, Lihua Yuan
Year
2018
Journal
New Journal of Chemistry
Abstract
A hydrogen-bonded macrocycle, cyclo[6]aramide, was found to form a supramolecular complex with cytochrome c, which enables the solubilization of the heme protein in methanol. The supramolecular complexation was evidenced by UV-vis, CD, and Raman spectroscopic techniques via structural characterization. Computational simulation based on the DFT method reveals the presence of strong hydrogen bonds formed between the lysine residues exposed on the protein surface and the oxygen atoms residing in the cavity of cyclo[6]aramide apart from cation–π interactions. The resulting cytochrome c–cyclo[6]aramide 1 exhibited higher activities than unmodified cytochrome c in the oxidation of benzhydrol to benzophenone with hydrogen peroxide at low temperatures. The enhanced activity with lowering temperature up to −40 °C indicates that the complex can act as a “cold-active” synzyme. The results achieved here demonstrate the potential of hydrogen-bonded macrocycles in supramolecular chemistry for catalytic reactions via ligand–protein interactions.
Instrument
J-1500
Keywords
Circular dichroism, Soret band, Chemical stability, Biochemistry