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Fixed-Charge Generation Derivatization for the Analysis of Carbonyl Compounds by Electrospray Ionization Mass Spectrometry

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Abstract

The fixed-charge generation derivatization approach based on a reaction with ω-N,N-dimethylaminoalkylamines followed by quaternization with alkyl halides was applied to the analysis of aliphatic aldehydes and ketones, as well as ketosteroids by electrospray ionization (ESI) mass spectrometry. Both stages of reaction proceed quantitatively, and the registered ESI mass spectra of the products contain abundant peaks of the corresponding ammonium cations. In most cases, the dissociation of the last named compounds under collision activation results only in the loss of the terminal trialkylamino group as a neutral species. Such predictable fragmentation can be used for developing of highly sensitive methods of analysis based on selected reaction monitoring.

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ACKNOWLEDGMENTS

The authors are grateful to the Center for Collective Use “Physicochemical Investigations of New Materials, Substances, and Catalytic Systems” of the Peoples Friendship University of Russia for providing an opportunity to conduct research on a Shimadzu LCMS-8040 mass spectrometer.

Funding

This work was carried out within the State Assignment of the Federal State Budgetary Institution of Science of the Order of the Red Banner of Labor A. V. Topchiev Institute of Petrochemical Synthesis of the Russian Academy of Sciences. The development of derivatization procedures was supported by the Russian Foundation for Basic Research, project no. 18-33-00329 mol_a.

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    Authors and Affiliations

    1. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, 119991, Moscow, Russia

      V. V. Ilyushenkova, D. I. Zhilyaev, S. V. Goryainov & R. S. Borisov

    2. Рeoples Friendship University of Russia (RUDN University), 117198, Moscow, Russia

      L. N. Kulikova, S. V. Goryainov & R. S. Borisov

    Authors
    1. V. V. Ilyushenkova
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    2. D. I. Zhilyaev
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    3. L. N. Kulikova
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    4. S. V. Goryainov
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    5. R. S. Borisov
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    The contributions of all authors to the work are equivalent.

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    Correspondence to R. S. Borisov.

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    Translated by V. Kudrinskaya

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    Ilyushenkova, V.V., Zhilyaev, D.I., Kulikova, L.N. et al. Fixed-Charge Generation Derivatization for the Analysis of Carbonyl Compounds by Electrospray Ionization Mass Spectrometry. J Anal Chem 75, 1665–1670 (2020). https://doi.org/10.1134/S1061934820130055

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    • DOI: https://doi.org/10.1134/S1061934820130055

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