Vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction of biogenic amines in fermented foods before their simultaneous analysis by high-performance liquid chromatography.

A simple, rapid, sensitive, and environmentally friendly method, based on modified dispersive liquid-liquid microextraction coupled with high-performance liquid chromatography was developed for the simultaneous determination of five biogenic amines in fermented food samples. Biogenic amines were derivatized with 9-fluorenylmethyl chloroformate, extracted by vortex-assisted surfactant-enhanced emulsification liquid-liquid microextraction, and then analyzed by high-performance liquid chromatography. Five biogenic amine compounds were separated within 30 min using a C18 column and gradient elution with acetonitrile and 1% acetic acid. Factors influencing the derivatization and extraction efficiency such as type and volume of extraction solvent, type, and concentration of surfactant, pH, salt addition, and vortex time were optimized. Under the optimum conditions, the method provided the enrichment factors in the range of 161-553. Good linearity was obtained from 0.002-0.5 mg/L for cadaverine and tyramine, 0.003-1 mg/L for tryptamine and histamine, and 0.005-1 mg/L for spermidine with coefficient of determination (R(2) ) > 0.992. The limits of detection ranged from 0.0010 to 0.0026 mg/L. The proposed method was successfully applied to analysis of biogenic amines in fermented foods such as fermented fish (plaa-som), wine and beer where good recoveries were obtained in the range of 83.2-112.5%

[1]  J Olley,et al.  Histamine fish poisoning revisited. , 2000, International journal of food microbiology.

[2]  Qingyun Chang,et al.  Ultrasound-assisted surfactant-enhanced emulsification microextraction for the determination of carbamate pesticides in water samples by high performance liquid chromatography. , 2010, Journal of chromatography. A.

[3]  Jihua Wang,et al.  Extraction of pesticides in water samples using vortex-assisted liquid-liquid microextraction. , 2010, Journal of chromatography. A.

[4]  J. Cabanis,et al.  Determination of biogenic amines and their precursor amino acids in wines of the Vallée du Rhône by high-performance liquid chromatography with precolumn derivatization and fluorimetric detection , 1995 .

[5]  Xuedong Wang,et al.  Determination of four aromatic amines in water samples using dispersive liquid-liquid microextraction combined with HPLC. , 2008, Journal of separation science.

[6]  M. Rezaee,et al.  Determination of organic compounds in water using dispersive liquid-liquid microextraction. , 2006, Journal of chromatography. A.

[7]  E. Chan,et al.  High-performance liquid chromatographic assay for catecholamines and metanephrines using fluorimetric detection with pre-column 9-fluorenylmethyloxycarbonyl chloride derivatization. , 2000, Journal of chromatography. B, Biomedical sciences and applications.

[8]  P. Avino,et al.  Rapid analysis of six phthalate esters in wine by ultrasound-vortex-assisted dispersive liquid-liquid micro-extraction coupled with gas chromatography-flame ionization detector or gas chromatography-ion trap mass spectrometry. , 2013, Analytica chimica acta.

[9]  P. Masson,et al.  Quality control techniques for routine analysis with liquid chromatography in laboratories. , 2007, Journal of chromatography. A.

[10]  S. Kwon,et al.  Simultaneous determination of 23 amino acids and 7 biogenic amines in fermented food samples by liquid chromatography/quadrupole time-of-flight mass spectrometry. , 2011, Journal of chromatography. A.

[11]  S. Cunha,et al.  A novel dispersive liquid–liquid microextraction (DLLME) gas chromatography-mass spectrometry (GC–MS) method for the determination of eighteen biogenic amines in beer , 2012 .

[12]  Chien-Hou Wu,et al.  Vortex-assisted liquid-liquid microextraction coupled with derivatization for the fluorometric determination of aliphatic amines. , 2012, Journal of chromatography. A.

[13]  N. Innocente,et al.  Determination of biogenic amines in cheese using HPLC technique and direct derivatization of acid extract , 2007 .

[14]  Zhiqiang Zhou,et al.  Vortex‐assisted surfactant‐enhanced‐emulsification liquid–liquid microextraction for the determination of triazine herbicides in water samples by microemulsion electrokinetic chromatography , 2012, Electrophoresis.

[15]  J. H. Veld,et al.  Occurrence and formation of biologically active amines in foods. , 1990, International journal of food microbiology.

[16]  J. Saurina,et al.  Determination of biogenic amines in wines by ion-pair liquid chromatography and post-column derivatization with 1,2-naphthoquinone-4-sulphonate. , 2006, Journal of chromatography. A.

[17]  Yu-Hsiang Sung,et al.  Analysis of carcinogenic aromatic amines in water samples by solid-phase microextraction coupled with high-performance liquid chromatography , 2003 .

[18]  R. Talon,et al.  Comparison of biogenic amine content in traditional and industrial French dry sausages , 1999 .

[19]  Rafael Cela,et al.  Ultrasound-assisted emulsification-microextraction of emergent contaminants and pesticides in environmental waters. , 2008, Journal of chromatography. A.

[20]  M.H.Silla Santos,et al.  Biogenic amines: their importance in foods. , 1996, International journal of food microbiology.

[21]  Qingxiang Zhou,et al.  Ultrasound-assisted ionic liquid dispersive liquid-phase micro-extraction: a novel approach for the sensitive determination of aromatic amines in water samples. , 2009, Journal of chromatography. A.

[22]  J. Namieśnik,et al.  Determination of volatile aliphatic amines in air by solid-phase microextraction coupled with gas chromatography with flame ionization detection. , 2003, Journal of chromatography. A.

[23]  Ke-Jing Huang,et al.  Ultrasound-assisted dispersive liquid-liquid microextraction combined with high-performance liquid chromatography-fluorescence detection for sensitive determination of biogenic amines in rice wine samples. , 2009, Journal of chromatography. A.

[24]  Nicolas Kalogerakis,et al.  Vortex-assisted liquid-liquid microextraction of octylphenol, nonylphenol and bisphenol-A. , 2010, Talanta.

[25]  J. Pickova,et al.  New solvent systems for thin-layer chromatographic determination of nine biogenic amines in fish and squid. , 2004, Journal of chromatography. A.

[26]  Bahruddin Saad,et al.  Determination of biogenic amines in selected Malaysian food , 2009 .

[27]  Zhiqiang Zhou,et al.  Development of a home-made extraction device for vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction with lighter than water organic solvents. , 2013, Journal of chromatography. A.

[28]  N. Kalogerakis,et al.  Monitoring the sonochemical degradation of phthalate esters in water using solid-phase microextraction. , 2004, Chemosphere.

[29]  Ke-Jing Huang,et al.  Development of an ionic liquid-based ultrasonic-assisted liquid-liquid microextraction method for sensitive determination of biogenic amines: application to the analysis of octopamine, tyramine and phenethylamine in beer samples. , 2011, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[30]  M. Behbahani,et al.  Application of surfactant assisted dispersive liquid-liquid microextraction as an efficient sample treatment technique for preconcentration and trace detection of zonisamide and carbamazepine in urine and plasma samples. , 2013, Journal of chromatography. A.

[31]  Zhiqiang Zhou,et al.  Vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction. , 2011, Journal of chromatography. A.

[32]  Jacek Namieśnik,et al.  Estimating uncertainty in analytical procedures based on chromatographic techniques. , 2010, Journal of chromatography. A.

[33]  C. Cháfer-Pericás,et al.  An evaluation of solid phase microextraction for aliphatic amines using derivatization with 9-fluorenylmethyl chloroformate and liquid chromatography. , 2006, Journal of chromatography. A.

[34]  M. Farajzadeh,et al.  Simultaneous derivatization and dispersive liquid-liquid microextraction of anilines in different samples followed by gas chromatography-flame ionization detection. , 2012, Talanta.

[35]  Jih-terng Wang,et al.  A rapid gas chromatographic method for the determination of histamine in fish and fish products , 2003 .

[36]  W. Holzapfel,et al.  The influence of starter culture selection on sauerkraut fermentation , 1999 .

[37]  Y. Yamini,et al.  Application of surfactant assisted dispersive liquid-liquid microextraction for sample preparation of chlorophenols in water samples. , 2010, Talanta.

[38]  R. Burakham,et al.  Vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction with solidification of floating organic droplet combined with HPLC for the determination of neonicotinoid pesticides. , 2013, Talanta.

[39]  Y. Yamini,et al.  Surfactant roles in modern sample preparation techniques: a review. , 2012, Journal of separation science.

[40]  Yeonsuk Ryu,et al.  An in situ benzoylation-dispersive liquid-liquid microextraction method based on solidification of floating organic droplets for determination of biogenic amines by liquid chromatography-ultraviolet analysis. , 2013, Journal of chromatography. A.

[41]  B. Mert,et al.  Biogenic Amine Content of Beers Consumed in Turkey and Influence of Storage Conditions on Biogenic Amine Formation , 2006 .

[42]  L. De Santis,et al.  Determination of biogenic amines in fish tissues by ion-exchange chromatography with conductivity detection. , 2004, Journal of chromatography. A.

[43]  P. Avino,et al.  Ultrasound-vortex-assisted dispersive liquid–liquid microextraction coupled with gas chromatography with a nitrogen–phosphorus detector for simultaneous and rapid determination of organophosphorus pesticides and triazines in wine , 2014 .

[44]  A. Shalaby Simple, rapid and valid thin layer chromatographic method for determining biogenic amines in foods , 1999 .

[45]  C. Slavov,et al.  Liquid chromatography method for simultaneous analysis of amino acids and biogenic amines in biological fluids with simultaneous gradient of pH and acetonitrile. , 2007, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[46]  Zong-li Wang,et al.  Capillary zone electrophoresis with pre-column NDA derivatization and amperometric detection for the analysis of four aliphatic diamines , 2004 .

[47]  Hian Kee Lee,et al.  Low-density solvent-based vortex-assisted surfactant-enhanced-emulsification liquid-liquid microextraction combined with gas chromatography-mass spectrometry for the fast determination of phthalate esters in bottled water. , 2013, Journal of chromatography. A.

[48]  Shang-da Huang,et al.  Water with low concentration of surfactant in dispersed solvent-assisted emulsion dispersive liquid-liquid microextraction for the determination of organochlorine pesticides in aqueous samples. , 2013, Journal of chromatography. A.