Ultra-Performance Liquid Chromatography-Triple Quadruple Mass Spectrometry (UPLC-TQ/MS) for Evaluation of Biogenic Amines in Wine

Abstract

In this study, a fast, simple, and sensitive analytical method for direct determination of biogenic amines tryptamine, putrescine, histamine, phenylethylamine, tyramine, cadaverine, spermine, and spermidine in wine has been developed and validated. Detection of analytes was performed with ultra-performance liquid chromatography (UPLC) coupled to triple quadruple mass spectrometer (TQ/MS). The calibration curves of all amines were linear with correlation coefficients (R 2 ) ranging from 0.9906 for putrescine to 0.9998 for histamine and 2-phenyethylamine. The accuracy of the method was checked with a standard addition method, showing good accuracy, repeatability, and reproducibility (RSD < 10%). The limit of detection (LOD) and limit of quantification (LOQ) ranged from 0.50 to 30 μg/L and 1.50 to 90 μg/L, respectively, for all amines. The validated method was applied to detect and quantify biogenic amines in Macedonian red and white wines. Higher concentration of amines was observed in red wines (5797 μg/L, on average) compared to the white wines (1485 μg/L, on average).

Phytochemical Profiling, In Vitro and In Silico Anti-Microbial and Anti-Cancer Activity Evaluations and Staph GyraseB and h-TOP-IIβ Receptor-Docking Studies of Major Constituents of Zygophyllum coccineum L. Aqueous-Ethanolic Extract and Its Subsequent Fractions: An Approach to Validate Traditional Phytomedicinal Knowledge

“…Moreover, these types of saponins (quinovic acid-based triterpenoid saponins) were reported from the genus Zygophyllum and might be considered a chemical marker for the genus. The presence of 3- O -[β-D-quinovopyranosyl] quinovic acid-28-β-D-glucopyranosyl ester, zygophyloside-G, zygophyloside-F, and zygophyloside-K were also previously identified in Z. album , Z. decumbens , and Z. dumosum plants [ 29 , 37 , 39 ].…”

“…These compounds were recognized for the first time from the plant, Z. coccineum, and the genus Zygophyllum. These products were identified according to data obtained from their molecular ion masses, mass fragments in comparison with the literature mass values [ 39 , 40 , 41 , 42 , 43 , 44 , 45 ], and ReSpect databases.…”

A donor–acceptor hydrogen-bonded organic framework with the turn-on fluorescence response of phenethylamine (drug analogue) via single-crystal to single-crystal transformation

“…S19 †). Compared with other studies, TPPA-TMA shows comparable efficacy for detecting PEA in aqueous solution 48,[52][53][54][55][56] (Table S3 †). These results indicated that TPPA-TMA could be used as a turnon uorescence sensor for quantitative detection of PEA.…”

Interpol review of controlled substances 2016–2019

“…Tryptamines (see also Mushrooms): 2016 square wave adsorptive stripping voltammetry for determination of tryptamine [ 1181 ]; synthesis of synthesis of 3-(2-(1H-indol-3-yl)ethyl)-4-hydroxy-4-arylthiazolidine-2-thione and 3-(2-(1H-indol-3-yl)ethyl)-4-arylthiazole-2(3H)-thione [ 1182 ]; synthesis of functionalized 3-{1-[2-(1H-indol-3-yl) ethyl]-4,5,6,7-tetra-hydro-1H-indol-3-yl} indolin-2-ones [ 1183 ]; HPLC-DAD method for detecting terpenoid indole alkaloids in different parts and different developmental stages of Catharanthus roseus plants [ 1184 ]; Solid Surface-Room Temperature Phosphorescence (SS-RTP) for direct determination of the concentration of tryptamine in beers [ 1185 ]; RP-HPLC-DAD for determination of the biogenic amines tryptamine, putrescine, histamine, phenylethylamine, tyramine, cadaverine, spermidine and spermine in red and white wines [ 1186 ]; 2017 analytical characterization of 17 DALTs using NMR, GC quadrupole and ion trap (EI/CI) MS, low and high mass accuracy MS/MS, photodiode array detection, and GC solid-state infrared analysis [ 1187 ]; LC-MS method for quantification of Tryptophan [ 1188 ]; characterization of omega-N-methyl-4-hydroxytrypt-amine (norpsilocin, 1) using 1D and 2D NMR spectroscopy and high-resolution mass spectrometry [ 789 ]; detection of 5-fluoro-DALT (5-F-DALT), 7-methyl-DALT (7-Me-DALT), and 5,6-methylenedioxy-DALT (5,6-MD-DALT) using GC-MS, LC-MS/MS and LC-HR-MS/MS [ 1189 ]; GC-MS analysis of 25,296 samples of which 436 were tryptamines; from these 232 (53.21%) were non-regulated (the most delivered non-regulated tryptamine was 4-AcO-DMT) [ 1190 ]; SPE-LC-UV-DAD for determination of tryptamines Ayahuasca, a potent hallucinogenic beverage [ 552 ]; use of tryptamine as a reactive matrix for the analysis of non-polar carbonyl compounds by MALDI-MS [ 1191 ]; UPLC-TQ/MS method for direct determination of biogenic amines tryptamine, putrescine, histamine, phenylethylamine, tyramine, cadaverine, spermine, and spermidine in wine [ 1192 ]; 2018 detection of 5-MeO-2-Me-DALT, 5-MeO-2-Me-ALCHT, 5-MeO-2-Me-DIPT using GC-MS, LC-MSn and LC-HR-MS/MS [ 1193 ]; investigation and comparison of mass fragmentation of 20 phenethylamine/tryptamine standards by means of MALDI/TOFM, GC-EI/MS and LC-ESI/MS [ 877 ]; trends in use of tryptamines-specifically DMT, alpha-methyltryptamine (AMT), and 5-MeO-DIPT (“Foxy”) [ 1194 ];…”