Synthesis the Bioactive Conjugates of Nisin-Xanthan through the Maillard Reaction at Moderate Temperature

Kavoosi, S.; Habibi, Al.R.; Varmira, K.; Abdolahzadeh, H.

doi:10.22034/ijche.2023.386447.1480

Document Type : Regular Article

Authors

¹ Chemical Engineering Department, Faculty of Engineering, Razi University, Kermanshah, Iran.

² Chemical Engineering Department, Faculty of Engineering, Razi University, Kermanshah, Iran

³ Research Center of Oils and Fats, Kermanshah University of Medical Sciences, Kermanshah, Iran.

https://doi.org/10.22034/ijche.2023.386447.1480

Abstract

Nisin is a natural heat resistance preserver with wide applications in food industries. The main drawback of nisin is its weak activity against most Gram-negative bacteria. In this study, the antibacterial activities of nisin against Salmonella typhimurium, Klebsiella pneumoniae, Citrobacter freundii, and Escherichia coli improved via the Maillard reaction with xanthan. The nisin-xanthan conjugates analyzed by the ultraviolet, fluorescence, and Fourier transform infrared spectroscopies. The results showed temperature, reaction duration, and nisin-to-xanthan ratio affected the quality of the obtained conjugates. In relevant to the results, the antibacterial activity of 100 mg L-1 of the conjugates was increased against S. aureus, S. typhimurium, and E. coli when the nisin to xanthan ratio was increased from 1:1 to 4:1 and reached 88.8, 98.7, and 97.7%, respectively. The increase in temperature from 90 ᵒC to 110 ᵒC enhanced the antibacterial effects against all test bacteria, especially for persistent Gram-negative cells, namely C. freundii and K. pneumoniae. The longer Maillard reaction after 110 min at 110 ᵒC did not improve the antibacterial activity of the conjugates against all test bacteria. The best antibacterial activity was observed at a temperature of 110 ᵒC for 110 min for a nisin-to-xanthan ratio of 4:1.

Keywords

Main Subjects

Biomedical and Biotechnology,

References

[1] Slootweg, J. C., van der Wal, S,. van Ufford, H. Q., Breukink, E., Liskamp, R. M. and Rijkers, D. T., “Synthesis, antimicrobial activity, and membrane permeabilizing properties of C-terminally modified nisin conjugates accessed by CuAAC”, Bioconjugate Chem., 24 (12), 2058 (2013)

[2] Gharsallaoui, A., Oulahal, N., Joly, C. and Degraeve, P., “Nisin as a food preservative: Part 1: Physicochemical properties, antimicrobial activity, and main uses”, Crit. Rev. Food Sci. Nutr., 56 (8), 1262 (2016)

[3] Cui, H. Y., Wu, J., Li, C. Z. and Lin, L., “Anti-listeria effects of chitosan-coated nisin-silica liposome on Cheddar cheese”, J. Dairy Sci., 99 (11), 8598 (2016)

[4] Ahmad, V., Khan, M. S., Jamal, Q. M. S., Alzohairy, M. A., Al Karaawi, M. A. and Siddiqui, M. U., “Antimicrobial potential of bacteriocins: in therapy, agriculture and food preservation”, Int. J. Antimicrob. Agents, 49 (1), 1 (2017)

[5] Vadyvaloo, V., Hastings, J. W., van der Merwe, M. J. and Rautenbach, M., “Membranes of class IIa bacteriocin-resistant Listeria monocytogenes cells contain increased levels of desaturated and short-acyl-chain phosphatidylglycerols”, Appl. Environ. Microb., 68 (11), 5223 (2002)

[6] Bahrami, A., Delshadi, R., Jafari, S. M. and Williams, L., “Nanoencapsulated nisin: an engineered natural antimicrobial system for the food industry”, Trends Food Sci. Technol., 94, 20 (2019)

[7] Zhao, X., Zhen, Z., Wang, X. and Guo, N., “Synergy of a combination of nisin and citric acid against Staphylococcus aureus and Listeria monocytogenes, Food Addit. Contam. A, 34 (12), 2058 (2017)

[8] Qian, J., Chen, Y., Wang, Q., Zhao, X., Yang, H., Gong, F. and Guo, H., “Preparation and antimicrobial activity of pectin-chitosan embedding nisin microcapsules. Eur. Polymer J., 157, 1106 (2021)

[9] Muppalla, S. R., Sonavale, R., Chawla, S. P. and Sharma, A., “Functional properties of nisin–carbohydrate conjugates formed by radiation induced Maillard reaction”, Radiat Phys. Chem., 81 (12), 1917 (2012)

[10] Minten, I. J. and Abello, N., Schooneveld-Bergmans, M. E., van den Berg, M. A., “Post-production modification of industrial enzymes”, Appl. Microb. Biotechnol., 98 (14), 6215 (2014).

[11] Kato, A., Murata, K. and Kobayashi, K., “Preparation and characterization of ovalbumin-dextran conjugate having excellent emulsifying properties”, J. Agric. Food Chem. 36 (3), 421 (1988)

[12] Scaman, C., Nakai, S. and Aminlari, M., “Effect of pH, temperature and sodium bisulfite or cysteine on the level of Maillard-based conjugation of lysozyme with dextran, galactomannan and mannan”, Food Chem. 99 (2), 368 (2006)

[13] Chen, W., Ma, X., Wang, W., Lv, R., Guo, M., Ding, T., Ye, X., Miao, S. and Liu, D., “Preparation of modified whey protein isolate with gum acacia by ultrasound maillard reaction”, Food Hydrocolloids, 95, 298 (2019)

[14] Bi, B., Yang, H., Fang, Y., Nishinari, K. and Phillips, G. O., “Characterization and emulsifying properties of β-lactoglobulin-gum Acacia Seyal conjugates prepared via the Maillard reaction”, Food Chem., 214, 614 (2017)

[15] Zheng, X., He, Y., Zhou, H. and Xiong, C., “Effects of chitosan oligosaccharide–nisin conjugates formed by Maillard reaction on the preservation of Collichthys niveatus”, J. Food Process Preserv. 43 (10), e14116 (2019)

[16] Nakamura, S., Kato, A. and Kobayashi, K., “New antimicrobial characteristics of lysozyme-dextran conjugate”, J. Agric. Food Chem., 39 (4), 647 (1991).

[17] Amiri, S., Ramezani, R. and Aminlari, M., "Antibacterial activity of dextran-conjugated lysozyme against Escherichia coli and Staphylococcus aureus in cheese curd", J. Food Prot., 71 (2), 411 (2008)

[18] Abdullah, S. U., Badaruddin, M., Ali, R. and Riaz, M. N., “Effect of elementary and advanced glycation products of nisin on its preservative efficacy and digestibility”, Food Chem. 122 (4), 1043 (2010)

[19] Chen, H., Davidson, P. M. and Zhong, Q., “Antimicrobial properties of nisin after glycation with lactose, maltodextrin and dextran and the thyme oil emulsions prepared thereof”, Int. J. Food Microb., 191, 75 (2014)

[20] Shu, Y. W., Sahara, S., Nakamura, S. and Kato, A., "Effects of the length of polysaccharide chains on the functional properties of the Maillard-type lysozyme−polysaccharide conjugate", J. Agric. Food Chem. 44 (9), 2544 (1996)

[21] Thorpe, S. and Baynes, J., "Maillard reaction products in tissue proteins: new products and new perspectives", Amino Acids, 25 (3), 275 (2003)

[22] Niu, L. Y., Jiang, S. T., Pan, L. J., and Zhai, Y. S., "Characteristics and functional properties of wheat germ protein glycated with saccharides through Maillard reaction. Int. J. Food Sci. Technol., 46 (10), 2197 (2011)

[23] Hashemi, M. M., Aminlari, M., and Moosavinasab, M., "Preparation of and studies on the functional properties and bactericidal activity of the lysozyme–xanthan gum conjugate", LWT-Food Sci. Technol., 57 (2), 594 (2014)

[24] Solomakos, N., Govaris, A., Koidis, P., and Botsoglou, N., "The antimicrobial effect of thyme essential oil, nisin and their combination against Escherichia coli O157: H7 in minced beef during refrigerated storage", Meat Sci. 80 (2), 159 (2008)

[25] El-Ghorab, A.H., Ashraf, I.F., Mohamed, A.F., Shaaban, H.A., El-massry, K.F., and Farouk, A.., “The effect of pH on flavor formation and antioxidant activity of amino acid and sugars interaction products”, JASMR, 5(2), 131 (2010)

[26] Sylvester, P.W., “Optimization of the tetrazolium dye (MTT) colorimetric assay for cellular growth and viability, Methods Mol Biol. 716, 157 (2011)

[27] Ghasemi, M., Turnbull, T., Sebastian, S., and Kempson, I., “The MTT Assay: utility, limitations, pitfalls, and interpretation in bulk and single-cell analysis., Int J Mol Sci. 22(23) 12827 (2021)

[28] Badr, S., Karem, H.A., Husseini, H., and D. El-Hadedy, D., “Characterization of nisin produced by Lactococcus lactis, Int. J Agric. Biol. 7(3), 499 (2005)

[29] Gu, F. L., Kim, J. M., Abbas, S., Zhang, X. M., Xia, S. Q., and Chen, Z. X., "Structure and antioxidant activity of high molecular weight Maillard reaction products from casein–glucose", Food Chem., 120 (2), 505 (2010)

[30] Yu, X., Lu, N., Wang, J., Chen, Z., Chen, C., Regenstein, J. M., and Zhou, P., "Effect of N-terminal modification on the antimicrobial activity of nisin", Food Control., 114, 107227 (2020)

[31] Liu, P., Li, Y., Gao, L., Zhou, X., Ma, P., and Wang, Q., "Effect of different carbohydrates on the functional properties of black rice glutelin (BRG) modified by the maillard reaction", J. Cereal Sci. 93, 102979 (2020)

[32] Meng, Z., Qi, K., Guo, Y., Wang, Y.,and Liu, Y., "Physical properties, microstructure, intermolecular forces, and oxidation stability of soybean oil oleogels structured by different cellulose ethers", Eur. J. Lipid Sci. Technol.,120 (6),1700287 (2018)

[33] Friedman, M., "Chemistry, biochemistry, nutrition, and microbiology of lysinoalanine, lanthionine, and histidinoalanine in food and other proteins", J. Agric. Food Chem. 47 (4), 1295 (1999)

Iranian Journal of Chemical Engineering(IJChE)

Synthesis the Bioactive Conjugates of Nisin-Xanthan through the Maillard Reaction at Moderate Temperature

References

References

Volume 20, Issue 1
March 2023
Pages 78-91

Synthesis the Bioactive Conjugates of Nisin-Xanthan through the Maillard Reaction at Moderate Temperature

References

References

Volume 20, Issue 1March 2023Pages 78-91

Volume 20, Issue 1
March 2023
Pages 78-91