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Mechanisms of Nα-lauroyl arginate ethyl ester against Penicillium digitatum and Pectobacterium carotovorum subsp. carotovorum

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Abstract

The purpose of this study was to investigate the antimicrobial activity and mechanisms of Nα-lauroyl arginate ethyl ester (LAE) against Penicillium digitatum and Pectobacterium carotovorum subsp. carotovorum. The minim inhibitory concentrations of LAE against P. digitatum and P. carotovorum were found to be 400 and 25 μg/ml, respectively. Loss of intracellular protein and nucleic acid increased significantly, and membrane permeability reached 76.28, 54.29 and 85.20%, respectively, when 400 μg/ml of LAE was applied to the hyphae and spores of P. digitatum and to P. carotovorum. Flow cytometry showed that LAE reduced the membrane potential, and the depolarization ratios of P. digitatum and P. carotovorum were 98.19 and 97.25% (P < 0.05), respectively. Transmission electron microscopy photos revealed that LAE caused a rough surface, irregular cellular organelles, protoplast shrinkage, intracytoplasmic coagulation and empty cavities in all three cell types. These results showed that LAE had notable ability to damage the structure of fungal and bacterial cells, making it a possible alternative chemical for use in the preservation of fruits and vegetables.

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References

  • Asker D, Weiss J, McClements DJ (2009) Analysis of the interactions of a cationic surfactant (Lauric Arginate) with an anionic biopolymer (pectin): isothermal titration calorimetry, light scattering, and microelectrophoresis. Langmuir 25:116–122

    Article  CAS  PubMed  Google Scholar 

  • Becerril R, Manso S, Nerin C, Gomez-Lus R (2013) Antimicrobial activity of lauroyl arginate ethyl (LAE), against selected food-borne bacteria. Food Control 32:404–408

    Article  CAS  Google Scholar 

  • Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248–254

    Article  CAS  Google Scholar 

  • Calvo H, Marco P, Blanco D, Oria R, Venturini ME (2017) Potential of a new strain of Bacillus amyloliquefaciens BUZ-14 as a biocontrol agent of postharvest fruit diseases. Food Microbiol 63:101–110

    Article  CAS  PubMed  Google Scholar 

  • Cho J, Choi H, Lee J, Kim MS, Sohn HY, Lee DG (2013) The antifungal activity and membrane-disruptive action of dioscin extracted from Dioscorea nipponica. BBA-Biomembr 1828:1153–1158

    Article  CAS  Google Scholar 

  • Coronel-Leon J, Lopez A, Espuny MJ, Beltran MT, Molinos-Gomez A, Rocabayera X, Manresa A (2016) Assessment of antimicrobial activity of N-alpha-lauroyl arginate ethylester [LAE (R)] against Yersinia enterocolitica and Lactobacillus plantarum by flow cytometry and transmission electron microscopy. Food Control 63:1–10

    Article  CAS  Google Scholar 

  • Elena Ayon-Reyna L, Gonzalez-Robles A, Guadalupe Rendon-Maldonado J, Elena Baez-Flores M, Edith Lopez-Lopez M, Odin Vega-Garcia M (2017) Application of a hydrothermal-calcium chloride treatment to inhibit postharvest anthracnose development in papaya. Postharvest Biol Technol 124:85–90. https://doi.org/10.1016/j.postharvbio.2016.10.009

    Article  CAS  Google Scholar 

  • Feng W, Zheng XD, Chen JP, Yang Y (2008) Combination of cassia oil with magnesium sulphate for control of postharvest storage rots of cherry tomatoes. Crop Prot 27:112–117

    Article  CAS  Google Scholar 

  • Frost A, Unger VM, De Camilli P (2009) The BAR domain superfamily: membrane-molding. Macromol Cell 137:191–196

    CAS  Google Scholar 

  • Higueras L, Lopez-Carballo G, Hernandez-Munoz P, Gavara R, Rollini M (2013) Development of a novel antimicrobial film based on chitosan with LAE (ethyl-N alpha-dodecanoyl-L-arginate) and its application to fresh chicken. Int J Food Microbiol 165:339–345

    Article  CAS  PubMed  Google Scholar 

  • Kleyi PE, Ray SS, Abia ALK, Ubomba-Jaswa E, Wesley-Smith J, Maity A (2016) Preparation and evaluation of quaternary imidazolium-modified montmorillonite for disinfection of drinking water. Appl Clay Sci 127:95–104

    Article  CAS  Google Scholar 

  • Klotz B, Manas P, Mackey BM (2010) The relationship between membrane damage, release of protein and loss of viability in Escherichia coli exposed to high hydrostatic pressure. Int J Food Microbiol 137:214–220

    Article  CAS  PubMed  Google Scholar 

  • Loeffler M, McClements DJ, McLandsborough L, Terjung N, Chang Y, Weiss J (2014) Electrostatic interactions of cationic lauric arginate with anionic polysaccharides affect antimicrobial activity against spoilage yeasts. J Appl Microbiol 117:28–39

    Article  CAS  PubMed  Google Scholar 

  • Luchansky JB, Call JE, Hristova B, Rumery L, Yoder L, Oser A (2005) Viability of Listeria monocytogenes on commercially-prepared hams surface treated with acidic calcium sulfate and lauric arginate and stored at 4 °C. Meat Sci 71:92–99

    Article  CAS  PubMed  Google Scholar 

  • Meng J, Gong Y, Qian P, Yu JY, Zhang XJ, Lu RR (2016) Combined effects of ultra-high hydrostatic pressure and mild heat on the inactivation of Bacillus subtilis. Lwt-Food Sci Technol 68:59–66

    Article  CAS  Google Scholar 

  • Negi PS (2012) Plant extracts for the control of bacterial growth: efficacy, stability and safety issues for food application. Int J Food Microbiol 156:7–17. https://doi.org/10.1016/j.ijfoodmicro.2012.03.006

    Article  PubMed  Google Scholar 

  • Neto ACD, Maraschin M, Di Piero RM (2015) Antifungal activity of salicylic acid against Penicillium expansum and its possible mechanisms of action. Int J Food Microbiol 215:64–70

    Article  CAS  Google Scholar 

  • Oliver JD (2010) Recent findings on the viable but nonculturable state in pathogenic bacteria. FEMS Microbiol Rev 34:415–425

    Article  CAS  PubMed  Google Scholar 

  • Pagan R, Mackey B (2000) Relationship between membrane damage and cell death in pressure-treated Escherichia coli cells: differences between exponential-and stationary-phase cells and variation among strains. Appl Environ Microbiol 66:2829–2834

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Pattanayaiying R, Kittikun AH, Cutter CN (2014) Effect of lauric arginate, nisin Z, and a combination against several food-related bacteria. Int J Food Microbiol 188:135–146

    Article  CAS  PubMed  Google Scholar 

  • Pezo D, Navascués B, Salafranca J, Nerín C (2012) Analytical procedure for the determination of ethyl lauroyl arginate (LAE) to assess the kinetics and specific migration from a new antimicrobial active food packaging. Anal Chim Acta 745:92–98

    Article  CAS  PubMed  Google Scholar 

  • Ramos B, Miller F, Brandão TR, Teixeira P, Silva CL (2013) Fresh fruits and vegetables—an overview on applied methodologies to improve its quality and safety. Innov Food Sci Emerg Technol 20:1–15

    Article  CAS  Google Scholar 

  • Raybaudi-Massilia RM, Mosqueda-Melgar J, Soliva-Fortuny R, Martin-Belloso O (2009) Control of pathogenic and spoilage microorganisms in fresh-cut fruits and fruit juices by traditional and alternative natural antimicrobials. Compr Rev Food Sci Saf 8:157–180

    Article  CAS  Google Scholar 

  • Rodriguez E, Seguer J, Rocabayera X, Manresa A (2004) Cellular effects of monohydrochloride of l-arginine, N-alpha-lauroyl ethylester (LAE) on exposure to Salmonella typhimurium and Staphylococcus aureus. J Appl Microbiol 96:903–912

    Article  CAS  PubMed  Google Scholar 

  • Ruckman SA, Rocabayera X, Borzelleca JF, Sandusky CB (2004) Toxicological and metabolic investigations of the safety of N-alpha-lauroyl-l-arginine ethyl ester monohydrochloride (LAE). Food Chem Toxicol 42:245–259

    Article  CAS  PubMed  Google Scholar 

  • Ruiz-Perez NJ, Gonzalez-Avila M, Sanchez-Navarrete J, Toscano-Garibay JD, Moreno-Eutimio MA, Sandoval-Hernandez T, Arriaga-Alba M (2016) Antimycotic activity and genotoxic evaluation of citrus sinensis and citrus latifolia essential oils. Sci Rep 6:9. https://doi.org/10.1038/srep25371

    Article  CAS  Google Scholar 

  • Schirra M, Palma A, D’Aquino S, Angioni A, Minello EV, Melis M, Cabras P (2008) Influence of postharvest hot water treatment on nutritional and functional properties of kumquat (Fortunella japonica Lour. Swingle Cv. Ovale) fruit. J Agric Food Chem 56:455–460

    Article  CAS  PubMed  Google Scholar 

  • Soni KA, Nannapaneni R, Schilling MW, Jackson V (2010) Bactericidal activity of lauric arginate in milk and Queso Fresco cheese against Listeria monocytogenes cold growth. J Dairy Sci 93:4518–4525

    Article  CAS  PubMed  Google Scholar 

  • Soylu EM, Kose F (2015) Antifungal activities of essential oils against citrus black rot disease agent Alternaria alternata. J Essent Oil Bear Plants 18:894–903

    Article  CAS  Google Scholar 

  • Tournas V (1994) Heat-resistant fungi of importance to the food and beverage. Ind Crit Rev Microbiol 20:243–263

    Article  CAS  Google Scholar 

  • Waleron M, Waleron K, Lojkowska E (2014) Characterization of Pectobacterium carotovorum subsp odoriferum causing soft rot of stored vegetables. Eur J Plant Pathol 139:457–469

    Article  Google Scholar 

  • Wang CJ, Chang T, Yang H, Cui M (2015) Antibacterial mechanism of lactic acid on physiological and morphological properties of Salmonella Enteritidis, Escherichia coli and Listeria monocytogenes. Food Control 47:231–236

    Article  CAS  Google Scholar 

  • Woodcock NH, Hammond BH, Ralyea RD, Boor KJ (2009) Short communication: Nα-Lauroyl-l-arginine ethylester monohydrochloride reduces bacterial growth in pasteurized milk. J Dairy Sci 92:4207–4210

    Article  CAS  PubMed  Google Scholar 

  • Xu WT, Qu W, Huang KL, Guo F, Yang JJ, Zhao H, Luo YB (2007) Antibacterial effect of grapefruit seed extract on food-borne pathogens and its application in the preservation of minimally processed vegetables. Postharvest Biol Technol 45:126–133

    Article  Google Scholar 

  • Yanez-Mendizabal V, Usall J, Vinas I, Casals C, Marin S, Solsona C, Teixido N (2011) Potential of a new strain of Bacillus subtilis CPA-8 to control the major postharvest diseases of fruit. Biocontrol Sci Technol 21:409–426

    Article  Google Scholar 

  • Zhou ZX, Wei DF, Guan Y, Zheng AN, Zhong JJ (2010) Damage of Escherichia coli membrane by bactericidal agent polyhexamethylene guanidine hydrochloride: micrographic evidences. J Appl Microbiol 108:898–907

    Article  CAS  PubMed  Google Scholar 

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Acknowledgements

This work was supported by the Key Projects in the National Science & Technology Pillar Program (2015BAD16B03).

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Correspondence to Rong-Rong Lu.

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Xu, XH., Jiang, ZL., Feng, FQ. et al. Mechanisms of Nα-lauroyl arginate ethyl ester against Penicillium digitatum and Pectobacterium carotovorum subsp. carotovorum. J Food Sci Technol 55, 3675–3682 (2018). https://doi.org/10.1007/s13197-018-3296-6

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  • DOI: https://doi.org/10.1007/s13197-018-3296-6

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