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Solid-State Catalytic Isotope Exchange of Hydrogen for Deuterium in Cyclopropylglycine

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Abstract

The reaction of spillover hydrogen (SH) with cyclopropylglycine (cPG) in high-temperature solid-state catalytic hydrogen isotope exchange (HTCIE) has been studied experimentally and using density functional theory (DFT). NMR spectroscopy and mass spectrometry have shown a high regioselectivity and stereoselectivity for the reaction of spillover hydrogen with cPG fragments. The Gly fragment has been shown to be the most reactive in HTCIE, for which high stereoselectivity of substitution of hydrogen by deuterium has been demonstrated.

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ACKNOWLEDGMENTS

This work was supported by the Presidium of the RAS (Program “Molecular and Cell Biology and Postgenomic Technologies”).

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Authors and Affiliations

  1. Institute of Molecular Genetics, Russian Academy of Sciences, 123182, Moscow, Russia

    A. K. Dadayan, Yu. A. Zolotarev, I. Yu. Nagaev &  N. F. Myasoedov

  2. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 119991, Moscow, Russia

    Yu. A. Borisov

  3. Russian Research Center “Kurchatov Institute”, 123182, Moscow, Russia

    E. V. Bocharov

  4. Shemyakin–Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, 117997, Moscow, Russia

    E. V. Bocharov

  5. Moscow Institute of Physics and Technology (State University), 141700, Dolgoprudnyi, Moscow oblast, Russia

    E. V. Bocharov

Authors
  1. A. K. Dadayan
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  2. Yu. A. Borisov
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  3. E. V. Bocharov
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  4. Yu. A. Zolotarev
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  5. I. Yu. Nagaev
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  6. N. F. Myasoedov
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Corresponding author

Correspondence to A. K. Dadayan.

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Translated by I. Kudryavtsev

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Dadayan, A.K., Borisov, Y.A., Bocharov, E.V. et al. Solid-State Catalytic Isotope Exchange of Hydrogen for Deuterium in Cyclopropylglycine. Dokl Phys Chem 484, 15–19 (2019). https://doi.org/10.1134/S0012501619010056

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  • DOI: https://doi.org/10.1134/S0012501619010056

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