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Density functional theory studies on the inclusion complexes of cyclic decapeptide with 1-phenyl-1-propanol enantiomers

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Abstract

Cyclic peptides are exciting novel hosts for chiral and molecular recognition. In this work, the inclusion complexes of cyclic decapeptide (CDP) with the 1-phenyl-1-propanol enantiomers (E-PP) are firstly studied using the density functional theory (DFT) B3LYP method. Our calculated results indicated that S(-)-1-phenyl-1-propanol (S-PP) could form a more stable inclusion complex with CDP than that of R(+)-1-phenyl-1-propanol (R-PP). The obvious differences in binding energy and thermodynamics data suggest that the cyclic decapeptide could differentiate the two enantiomers. Furthermore, molecular dynamics simulation results have supported the conclusions obtained by DFT. The current investigation shows that cyclic peptide is a desirable host molecule for chiral and molecular recognition.

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Acknowledgments

The work described in this paper was supported by the National Natural Science Foundation of China (No. 21001095) and China Postdoctoral Science Foundation (No. 20100480858).

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Authors and Affiliations

  1. Department of Chemistry, Zhengzhou University, Zhengzhou, Henan Province, 450001, People’s Republic of China

    Hongge Zhao, Yanyan Zhu, Mingqiong Tong, Juan He, Chunmei Liu & Mingsheng Tang

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  1. Hongge Zhao
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  2. Yanyan Zhu
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  3. Mingqiong Tong
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  4. Juan He
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Correspondence to Yanyan Zhu or Mingsheng Tang.

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Zhao, H., Zhu, Y., Tong, M. et al. Density functional theory studies on the inclusion complexes of cyclic decapeptide with 1-phenyl-1-propanol enantiomers. J Mol Model 18, 851–858 (2012). https://doi.org/10.1007/s00894-011-1119-z

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  • DOI: https://doi.org/10.1007/s00894-011-1119-z

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