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The stability of the double amino acid against decarboxylation in gas and aqueous phases

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Abstract

The double amino acid (DAA) molecule ((NH2)2C(COOH)2) whose existence was recently proposed is investigated regarding its stability against the unimolecular decarboxylation process in both gas and aqueous phases. The results of the ab initio CCSD(T)/aug-cc-pVDZ//MP2/aug-cc-pVDZ calculations indicate that the spontaneous detachment of carbon dioxide from DAA molecule (regardless of the reaction path chosen) should not be considered as operative despite the fact that the decarboxylation process leading to the most stable products is expected to be thermodynamically slightly favorable (by less than 2 kcal/mol in both gas and aqueous phases). The adequate unimolecular reaction mechanisms of the possible DAA decarboxylation processes are presented and discussed.

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Acknowledgements

This research was supported by the Polish Ministry of Science and Higher Education Grant No. DS 530-8375-D499-16.

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  1. Laboratory of Quantum Chemistry, Faculty of Chemistry, University of Gdańsk, Wita Stwosza 63, 80-308, Gdańsk, Poland

    Sylwia Freza

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  1. Sylwia Freza
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Correspondence to Sylwia Freza.

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Freza, S. The stability of the double amino acid against decarboxylation in gas and aqueous phases. Theor Chem Acc 136, 7 (2017). https://doi.org/10.1007/s00214-016-2031-5

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  • DOI: https://doi.org/10.1007/s00214-016-2031-5

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