The Selection of the Best Derivatization Reagents for the Determination of Polyamines in Home-Made Wine Samples

Abstract

The procedures of putrescine, spermine, spermidine, and cadaverine derivatization using 2-chloro-1,3-dinitro-5-(trifluoromethyl)benzene, 1-fluoro-2-nitro-4-(trifluoromethyl) benzene, and 3,5-bis-(trifluoromethyl)phenyl isothiocyanate for chromatographic determination in home-made wine samples are compared in the present study. The procedures discussed were compared regarding simplicity, linearity, precision, and accuracy. The polyamines derivatives were isolated and characterized by X-ray crystallography and 1H, 13C, and 19F NMR spectroscopy. The obtained structures of aliphatic amines showed that all amino groups, four in spermine, two in putrescine and cadaverine, and three in spermidine, regardless of the applied reagent, were substituted. The applicability of the described procedures was tested during the chromatographic analysis of the compounds’ content in home-made wines. For this purpose, a simple and environmentally friendly sample preparation procedure was developed. The obtained results present the derivatization of polyamines with 1-fluoro-2-nitro-4-(trifluoromethyl)benzene as a better choice for the determination of these compounds in food samples.

Wheat germ, a byproduct of the wheat milling industry, as a beneficial source of anti‐aging polyamines: A quantitative comparison of various forms

“…These extraction methods performed with perchloric acid, trichloroacetic acid, and citric acid at a mild pH (Dai et al, 2014 ; Kitazawa & Yanagidani, 2014 ; Magnes et al, 2014 ; Pringle et al, 2005 ). Numerous articles have been published on polyamine analysis in various tissues, and polyamines have been isolated and quantified using techniques like TLC, HPLC, GC–MS, LC–MS/MS, and capillary electrophoresis (CE; Cunha et al, 2011 ; Dai et al, 2014 ; Flores & Galston, 1982 ; Hammond & Herbst, 1968 ; Herbst, 1968 ; Kaneta, 2018 ; Kmieciak et al, 2023 ; Lee et al, 2021 ; Lu et al, 2022 ; Magnes et al, 2014 ; Pringle et al, 2005 ). Polyamine amounts in plant and animal tissues and biological fluids can be determined using two methods: derivatization‐free methods using strong acids like heptafluorobutyric acid or trifluoroacetic acid and monitoring by MS/MS system (Gosetti et al, 2013 ; Häkkinen et al, 2008 ; Ochi, 2019 ; Sánchez‐López et al, 2009 ), and analytical methods with derivatization using isobutyl chloroformate (IBCF), dansyl chloride, or benzoyl chloride using UV, fluorescence, or MS/MS detectors (Cunha et al, 2011 ; Esatbeyoglu et al, 2016 ; Jain et al, 2013 ; Lee et al, 2021 ; Pringle et al, 2005 ; Samarra et al, 2019 ).…”