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Quantum chemical study of molecular hydration of phenylxylopyranose sugar

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Abstract

The explicit hydration of phenyl substituted xylopyranose containing up to n = 1 to 10 water molecules were studied by using Møller-Plesset second-order perturbation theory (MP2) by employing aug-cc-pVDZ as a basis set. Total interaction energies at the complete basis set limit for the phenylxylopyranose-water clusters were also calculated at MP2 level of theory. The nature of phenylxylopyranose-water interaction was studied by using LMO-EDA analysis, and it was found here that, similar to xylofuranose and xylopyranose, the interaction was observed to be mainly stabilized by electrostatic and exchange contributions. The phenyl substitution on xylopyranose increases the water binding capacity only for smaller hydrates, but for larger hydrates, the magnitude of interaction energies was found to be lowered when compared to unsubstituted xylopyranose hydrates. The calculated Phenyl--Oxylose stretching frequency shows red shift, whereas the PhenylO--xylose frequency shows a blue shift, in each size of complexes, with respect to isolated molecules. However, in dihydrate complex, these stretching frequencies show a decrease in frequency value when compared to respective monohydrate values. This is due to the interaction of water molecules with the bridge O atom between phenyl ring and xylose sugar.

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Acknowledgements

SDY is grateful to SERB, DST, New Delhi, for the financial support through the Early Career Research Award (ECR/2017/000321). The author is also thankful to Professor Shridhar R. Gadre for his valuable and constructive suggestions on this manuscript.

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  1. Department of Chemistry, Bhusawal Arts, Science and P.O. Nahata Commerce College, Bhusawal, 425201, India

    Sachin D Yeole

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Yeole, S.D. Quantum chemical study of molecular hydration of phenylxylopyranose sugar. J Chem Sci 134, 95 (2022). https://doi.org/10.1007/s12039-022-02100-x

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