Development of a Simple, Underivatized Method for Rapid Determination of Free Amino Acids in Honey Using Dilute-and-Shoot Strategy and Liquid Chromatography-Tandem Mass Spectrometry

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2022 Feb 15

PMID 35164320

Authors

Wen Ma

Bingxin Yang

Jun Li

Xianjiang Li

Affiliations

Soon will be listed here.

Abstract

A simple, fast and reliable analytical method was developed for 20 free amino acids (FAAs) determination in honey samples through a dilute-and-shoot strategy and hydrophilic interaction liquid chromatography tandem mass spectrometry. Compared with previous reports, direct dilution by water has significantly reduced the matrix effect and facilitated full extraction of FAAs. Further, a 5 min determination method was established with an acetonitrile-water mobile phase system with 0.1% formic acid addition. The established method was validated and demonstrated several advantages including short detection time, wide linear range over 3-4 orders of magnitude, high sensitivity down to 0.1 ng/mL and negligible matrix effect. Twenty FAAs were determined in 10 honey samples from different botanical origins by this method, and 19 FAAs were found. This general applicable method was also promising for fast determination of FAAs in other practical samples.

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References

Ma W, Li J, Li X, Liu H . Enrichment of diamide insecticides from environmental water samples using metal-organic frameworks as adsorbents for determination by liquid chromatography tandem mass spectrometry. J Hazard Mater. 2021; 422:126839. DOI: 10.1016/j.jhazmat.2021.126839. View

Romaris-Hortas V, Bermejo-Barrera P, Moreda-Pineiro A . Ultrasound-assisted enzymatic hydrolysis for iodinated amino acid extraction from edible seaweed before reversed-phase high performance liquid chromatography-inductively coupled plasma-mass spectrometry. J Chromatogr A. 2013; 1309:33-40. DOI: 10.1016/j.chroma.2013.08.022. View

Arvanitoyannis I, Chalhoub C, Gotsiou P, Lydakis-Simantiris N, Kefalas P . Novel quality control methods in conjunction with chemometrics (multivariate analysis) for detecting honey authenticity. Crit Rev Food Sci Nutr. 2005; 45(3):193-203. DOI: 10.1080/10408690590956369. View

El-Guendouz S, Al-Waili N, Aazza S, Elamine Y, Zizi S, Al-Waili T . Antioxidant and diuretic activity of co-administration of Capparis spinosa honey and propolis in comparison to furosemide. Asian Pac J Trop Med. 2017; 10(10):974-980. DOI: 10.1016/j.apjtm.2017.09.009. View

Baskal S, Bollenbach A, Tsikas D . Two-Step Derivatization of Amino Acids for Stable-Isotope Dilution GC-MS Analysis: Long-Term Stability of Methyl Ester-Pentafluoropropionic Derivatives in Toluene Extracts. Molecules. 2021; 26(6). PMC: 8003615. DOI: 10.3390/molecules26061726. View

Kwakman P, Te Velde A, de Boer L, Vandenbroucke-Grauls C, Zaat S . Two major medicinal honeys have different mechanisms of bactericidal activity. PLoS One. 2011; 6(3):e17709. PMC: 3048876. DOI: 10.1371/journal.pone.0017709. View

Gao J, Helmus R, Cerli C, Jansen B, Wang X, Kalbitz K . Robust analysis of underivatized free amino acids in soil by hydrophilic interaction liquid chromatography coupled with electrospray tandem mass spectrometry. J Chromatogr A. 2016; 1449:78-88. DOI: 10.1016/j.chroma.2016.04.071. View

Chaimbault P, Petritis K, Elfakir C, Dreux M . Ion-pair chromatography on a porous graphitic carbon stationary phase for the analysis of twenty underivatized protein amino acids. J Chromatogr A. 2000; 870(1-2):245-54. DOI: 10.1016/s0021-9673(99)00863-8. View

Kowalski S, Kopuncova M, Ciesarova Z, Kukurova K . Free amino acids profile of Polish and Slovak honeys based on LC-MS/MS method without the prior derivatisation. J Food Sci Technol. 2017; 54(11):3716-3723. PMC: 5629182. DOI: 10.1007/s13197-017-2838-7. View

10.

Uekusa S, Onozato M, Sakamoto T, Umino M, Ichiba H, Okoshi K . Development of a Derivatization Reagent with a 2-Nitrophenylsulfonyl Moiety for UHPLC-HRMS/MS and Its Application to Detect Amino Acids Including Taurine. Molecules. 2021; 26(12). PMC: 8227134. DOI: 10.3390/molecules26123498. View

11.

Khalil M, Sulaiman S . The potential role of honey and its polyphenols in preventing heart diseases: a review. Afr J Tradit Complement Altern Med. 2011; 7(4):315-21. PMC: 3005390. DOI: 10.4314/ajtcam.v7i4.56693. View

12.

Ding Y, Yu H, Mou S . Off-line elimination of carbohydrates for amino acid analysis of samples with high carbohydrate content by ion-exchange chromatography. J Chromatogr A. 2003; 997(1-2):155-60. DOI: 10.1016/s0021-9673(03)00548-x. View

13.

Petritis K, Chaimbault P, Elfakir C, Dreux M . Parameter optimization for the analysis of underivatized protein amino acids by liquid chromatography and ionspray tandem mass spectrometry. J Chromatogr A. 2000; 896(1-2):253-63. DOI: 10.1016/s0021-9673(00)00582-3. View

14.

Galezowska G, Ratajczyk J, Wolska L . Determination of amino acids in human biological fluids by high-performance liquid chromatography: critical review. Amino Acids. 2021; 53(7):993-1009. PMC: 8241665. DOI: 10.1007/s00726-021-03002-x. View

15.

Felisiak K, Szymczak M . Use of Rapid Capillary Zone Electrophoresis to Determine Amino Acids Indicators of Herring Ripening during Salting. Foods. 2021; 10(11). PMC: 8622406. DOI: 10.3390/foods10112518. View

16.

Li X, Ma W, Zhang Q, Li H, Liu H . Determination of patulin in apple juice by amine-functionalized solid-phase extraction coupled with isotope dilution liquid chromatography tandem mass spectrometry. J Sci Food Agric. 2020; 101(5):1767-1771. DOI: 10.1002/jsfa.10790. View

17.

Liu Z, Tu M, Zhang C, Jilek J, Zhang Q, Yu A . A reliable LC-MS/MS method for the quantification of natural amino acids in mouse plasma: Method validation and application to a study on amino acid dynamics during hepatocellular carcinoma progression. J Chromatogr B Analyt Technol Biomed Life Sci. 2019; 1124:72-81. PMC: 6626562. DOI: 10.1016/j.jchromb.2019.05.039. View

18.

Chaimbault P, Petritis K, Elfakir C, Dreux M . Determination of 20 underivatized proteinic amino acids by ion-pairing chromatography and pneumatically assisted electrospray mass spectrometry. J Chromatogr A. 1999; 855(1):191-202. DOI: 10.1016/s0021-9673(99)00685-8. View

19.

Chen H, Xie H, Huang S, Xiao T, Wang Z, Ni X . Development of mass spectrometry-based relatively quantitative targeted method for amino acids and neurotransmitters: Applications in the diagnosis of major depression. J Pharm Biomed Anal. 2020; 194:113773. DOI: 10.1016/j.jpba.2020.113773. View

20.

Li X, Li H, Ma W, Guo Z, Li X, Li X . Determination of patulin in apple juice by single-drop liquid-liquid-liquid microextraction coupled with liquid chromatography-mass spectrometry. Food Chem. 2018; 257:1-6. DOI: 10.1016/j.foodchem.2018.02.077. View