Synthesis of New Volatile Derivatives of Biogenic Amines, Carbamates for Analytical Applications

In this study, a comprehensive derivatization strategy for biogenic amines based on the formation of volatile carbamate derivatives using 2,2,2-trifluoroethyl chloroformate (TFECF) was successfully developed and evaluated. A series of biogenic amine derivatives was obtained in excellent yields (94-99%) and structurally confirmed using NMR, MS, and crystal structure analysis. The reagent demonstrated high reactivity toward primary and secondary amines, providing derivatives of excellent purity and satisfactory volatility. The applicability of the proposed procedure to real food matrices was demonstrated using GC-MS. The obtained results were compared with the corresponding ethyl chloroformate (ECF) derivatives. TFECF derivatives exhibited significantly improved volatility, reflected in shorter retention times and enhanced analytical performance.

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Journal
Materials
Published
2026-02-02
DOI
https://doi.org/10.3390/ma19030575
Primary Topic
Polyamine Metabolism and Applications
Type
article
Field-Weighted Citation Impact
0.00

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Synthesis of New Volatile Derivatives of Biogenic Amines, Carbamates for Analytical Applications

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article

Synthesis of New Volatile Derivatives of Biogenic Amines, Carbamates for Analytical Applications

Anna Kmieciak, Damian Gorczyca, Aneta Jastrzębska, Tadeusz M. Muzioł, Jacek Ścianowski, Kamil Brzuzy, M. Krzemiński
article en

Abstract

In this study, a comprehensive derivatization strategy for biogenic amines based on the formation of volatile carbamate derivatives using 2,2,2-trifluoroethyl chloroformate (TFECF) was successfully developed and evaluated. A series of biogenic amine derivatives was obtained in excellent yields (94-99%) and structurally confirmed using NMR, MS, and crystal structure analysis. The reagent demonstrated high reactivity toward primary and secondary amines, providing derivatives of excellent purity and satisfactory volatility. The applicability of the proposed procedure to real food matrices was demonstrated using GC-MS. The obtained results were compared with the corresponding ethyl chloroformate (ECF) derivatives. TFECF derivatives exhibited significantly improved volatility, reflected in shorter retention times and enhanced analytical performance.

MaterialsVol. 19(3)
WiLAN (Canada) (CA), Jan Kochanowski University (PL), Nicolaus Copernicus University (PL), University of Warsaw (PL)
Narodowym Centrum Nauki
Zero hunger
Openalex Percentile: Top 70%
Polyamine Metabolism and Applications
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