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Investigating the interactions of the enantiomers of phenylglycine with nanopores of ZSM-5 zeolite

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Abstract

In this study, molecular dynamics simulation has been used to investigate the interactions of both chiral forms of phenylglycine amino acid (R- and S-isomers) with micropores of ZSM5-zeolite. Calculated results show that phenylglycine molecules interact with zeolite surface by electrostatic interaction of their positively charged ammonium group and negatively charged carboxylic group. This leads to the formation of two hetero hydrogen bonds between amino groups and oxygen of zeolite framework and also one hydrogen bond between the carboxylic groups and the zeolite surface. Further analyses show that S-isomers have stronger interactions with zeolite surface in comparison to R-isomers. So, movement, radius of gyration and angle of orientation of S-isomers inside nanopores are decreased, while R-isomers interact more strongly with each other. However, both chiral forms have diffusive behaviour along the pores with the self diffusion coefficient of about two orders of magnitude less than that in free water.

Molecular dynamics simulation has been used to investigate the interactions of both chiral forms of Phenylglycine amino-acid with micropores of ZSM5-zeolite. Results show that S-isomers have stronger interactions with zeolite surface in comparison to R-isomers, while R-isomers have the strong interaction with each other which cause their effective passage inside pores with higher diffusion coefficient.

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Authors and Affiliations

  1. Chemical Engineering Department, Engineering Faculty, Ferdowsi University of Mashhad, Mashhad, Iran

    NAFISEH FARHADIAN

  2. Department of Chemistry, Simon Fraser University, Burnaby, BC, Canada

    KOUROSH MALEK

  3. School of Chemical Engineering- University College of Engineering-University of Tehran, Tehran, Iran

    MOJTABA SHARIATY-NIASSAR

  4. School of Chemistry- University College of Science-University of Tehran, Tehran, Iran

    ALI MAGHARI

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  1. NAFISEH FARHADIAN
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  2. KOUROSH MALEK
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  3. MOJTABA SHARIATY-NIASSAR
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  4. ALI MAGHARI
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Correspondence to NAFISEH FARHADIAN.

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FARHADIAN, N., MALEK, K., SHARIATY-NIASSAR, M. et al. Investigating the interactions of the enantiomers of phenylglycine with nanopores of ZSM-5 zeolite. J Chem Sci 126, 569–578 (2014). https://doi.org/10.1007/s12039-014-0610-3

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  • DOI: https://doi.org/10.1007/s12039-014-0610-3

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