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Role of Micelle-Clay Complexes and Quaternary Amine Cations in Removal of Bacteria from Water: Adsorption, Biostatic, and Biocidal Effects

Published online by Cambridge University Press:  01 January 2024

Uri Shuali
Affiliation:
University of Jerusalem, The R.H. Smith Faculty of Agriculture, Food and Environment, Rehovot 76100, Israel
Shlomo Nir*
Affiliation:
University of Jerusalem, The R.H. Smith Faculty of Agriculture, Food and Environment, Rehovot 76100, Israel
*
*E-mail address of corresponding author: shlomo.nir@mail.huji.ac.il

Abstract

The present report is a review of uses of quaternary ammonium cations (QACs) as free monomers or immobilized in micelle-clay complexes in bacteria removal from water. The removal of bacteria from water by filtration through a bed of a granulated QAC-clay micelle was improved by minute concentrations of QAC that were released from the complex during filtration, which exerted biostatic or biocidal effects on the bacteria that emerged from the filter. The relationships between antibacterial activity (minimum inhibition concentration, MIC; minimum lethal concentration, MLC) and structural parameters of the QACs (head group size and alkyl chain length) are discussed. The antibacterial activity of QACs in aqueous phases is mainly due to the free monomeric species. Bacterial inactivation is enhanced by QACs with longer alkyl chains. In most recorded cases, however, minimum MIC and MLC values occurred at n = 14–16 and mostly at n = 16, where n is the number of C atoms in the alkyl chain. This outcome is explained by the combination of two antagonistic effects: (i) An increase in alkyl chain length (i.e., QAC hydrophobicity) enhances QAC binding, penetration, and destabilization of bacterial membranes; and (ii) an increase in alkyl chain length lowers the critical micelle concentration (CMC) of QACs and, thus, reduces QAC monomer concentrations, which more efficiently inactivate bacteria than the micelles. The octadecyltrimethylammonium (ODTMA, n = 18) MLC value (0.25 μm) for the cyanobacterium genus Aphanizomenon is significantly lower than the CMC (300 mm) value. Hence, a test to determine the minimum MLC value at n = 16 is of interest. Removal of bacteria from water by filtration is expected to be made more efficient by small increases in the ODTMA/clay ratio in the complex, which will act to increase the concentrations of ODTMA cations released during filtration.

Type
Article
Copyright
Copyright © Clay Minerals Society 2018

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References

Alptuzun, V. Tasli, H. and Erciyas, E., 2006 Synthesis and antimicrobial activity of some pyridinium salts Journal of the Faculty of Pharmacy of Ankara University 35 177188.Google Scholar
Buckingham, S.C. Christopher, J.G. and Warr, G.G., 1993 Effect of head group size on micellization and phase behavior in quaternary ammonium surfactant system The Journal of Physical Chemistry 97 1023610244.CrossRefGoogle Scholar
Buffet-Bataillon, S. Tattevin, P. Bonnaure-Mallet, M. and Jolivet-Gougeon, A., 2012 Emergence of resistance to antibacterial agents: The role of quaternary ammonium compounds–A critical review International Journal of Antimicrobial Agents 39 381389.CrossRefGoogle ScholarPubMed
Carmona-Ribeiro, A.M. and de Melo Carrasco, L.M., 2013 Cationic antimicrobial polymers and their assemblies International Journal of Molecular Sciences 14 99069946.CrossRefGoogle ScholarPubMed
Cooper, J.C., 1988 Review of the environmental toxicity of quaternary ammonium halides Ecotoxicology and Environmental Safety 16 6571.CrossRefGoogle ScholarPubMed
Ferreira, C. Pereira, A.M. Pereira, M.C. Melo, L.F. and Simões, M., 2011 Physiological changes induced by the quaternary ammonium compound benzyldimethyldodecy-lammonium chloride on Pseudomonas fluorescens Journal of Antimicrobial Chemotherapy 66 10361043.CrossRefGoogle ScholarPubMed
Gilbert, P. and Al-Taae, A., 1985 Antibacterial activity of some alkyltrimethylammonium bromides Letters in Applied Microbiology 1 101104.CrossRefGoogle Scholar
Gilbert, P. and Moore, L.E., 2005 Cationic antiseptics: Diversity of action under a common epithet Journal of Applied Microbiology 99 703715.CrossRefGoogle Scholar
Inacio, A.S. Domingues, S.N. Nunes, A. Martins, P.T. Moreno, M.J. Estronca, L.M. Fernandes, R. Moreno, A.J.M. Borrego, M.J. Gomes, J.P. Vaz, W.L.C. and Vieira, O.V., 2016 Quaternary ammonium surfactant structure determines selective toxicity towards bacteria: Mechanisms of action and clinical implications in anti-bacterial prophylaxis Journal of Antimicrobial Chemotherapy 71 641654.CrossRefGoogle Scholar
Jono, K. Takayama, T. Kuno, M. and Higashide, E., 1986 Effect of alkyl chain length of benzalalkonium chloride on the bactericidal activity and binding to organic materials Chemical and Pharmaceutical Bulletin 34 42154224.CrossRefGoogle ScholarPubMed
Kalfa, A. Rakovitsky, N. Tavassi, M. Ryskin, M. Ben-Ari, J. Etkin, H. Shuali, U. and Nir, S., 2017 Removal of Escherichia coli and total bacteria from water by granulated micelle-clay complexes: Filter regeneration and modeling of filtration kinetics Applied Clay Science 147 6368.CrossRefGoogle Scholar
Kenawy, E.R. Worley, S.D. and Broughton, R., 2007 The chemistry and applications of antimicrobial polymers: A state of the art review Biomacromolecules 8 13591384.CrossRefGoogle Scholar
Knauf, G.A. Cunnigham, A.L. Kazi, M.I. Riddington, I.M. Cattoir, V. Trent, M.S. and Davies, B.W., 2018 Exploring the antimicrobial action of quaternary amines against Acinetobater baumannii American Society for Microbiology 9 113.Google Scholar
Li, F. Weir, M.D. and Xu, H.H.K., 2013 Effects of quaternary ammonium chain length on antibacterial bonding agents Journal of Dental Research 92 932938.CrossRefGoogle ScholarPubMed
Madaan, P. and Tyagi, V.K., 2008 Quaternary pyridinium salts: A review Journal of Oleo Science 57 197215.CrossRefGoogle ScholarPubMed
Maillard, J.Y., 2002 Bacterial target sites for biocide action Journal of Applied Microbiology Symposium Supplement 92 16s27s.CrossRefGoogle ScholarPubMed
Maris, P., 1995 Modes of action of disinfectants Scientific and Technical Review of the Office International des Epizooties (Paris) 14 4755.CrossRefGoogle ScholarPubMed
Mishael, Y.G. Undabeytia, T. Rytwo, G. Papahadjopoulos-Sternberg, B. Rubin, B. and Nir, S., 2002 Sulfometuron adsorption via alkylammonium cations adsorption as monomers and micelles on montmorillonite Journal of Agricultural and Food Chemistry 50 28562863.CrossRefGoogle Scholar
Nir, S. Brook, I. Anavi, Y. Ryskin, M. Ben-Ari, J. Shveky-Huterer, R. Etkin, H. Zadaka-Amir, D. and Shuali, U., 2015 Water purification from perchlorate by a micelleclay complex: Laboratory and pilot experiments Applied Clay Science 114 151156.CrossRefGoogle Scholar
Polubesova, T. Nir, S. Zadaka, D. Rabinovitz, O. Serban, C. Groisman, L. and Rubin, B., 2005 Water purification from organic contaminants by optimized micelle-clay systems Environmental Science & Technology 39 23432348.CrossRefGoogle ScholarPubMed
Shtarker-Sasi, A. Castro Sowinski, S. Matan, O. Kagan, T. Nir, S. Okon, Y. and Nasser, A., 2013 Removal of bacteria and cryptosporidium from water by micelle-clay complexes Desalination and Water Treatment 51 76727680.CrossRefGoogle Scholar
Sukenik, A. Viner-Mozzin, Y. Tavassi, M. and Nir, S., 2017 Removal of cyanobacteria and cyanotoxins from lake water by composites of bentonite with micelles of the cation octadecyltrimethyl ammonium (ODTMA) Water Research 120 165173.CrossRefGoogle ScholarPubMed
Tan, E.H.L. and Birge, R.R., 1996 Correlation between surfactant/micelle structure and stability of bacteriorhodopsin in solution Biophysical Journal 70 23852395.CrossRefGoogle ScholarPubMed
Thorsteinsson, T. Masson, M. Kristinsson, K.G. Hjalmarsdottir, M.A. Hilmarsson, H. and Loftsson, T., 2003 Soft antibacterial agents: Synthesis and activity of labile environmentally friendly long chain quaternary ammonium compounds Journal of Medicinal Chemistry 46 41734181.CrossRefGoogle ScholarPubMed
Undabeytia, T. Posada, R. Nir, S. Galindo, I. Laiz, L. Saiz-Jimenez, C. and Morillo, E., 2014 Removal of waterborne microorganisms by filtration using clay-polymer complexes Journal of Hazardous Materials 279 190198.CrossRefGoogle ScholarPubMed
USEPA, United States Environmental Protection Agency., 1988 Clustering of Quaternary Ammonium Compounds PR Notice .Google Scholar
Zadaka, D. Polubesova, T. Mishael, Y.G. Spitzy, A. Koehler, H. Wakshal, E. Rabinovitz, O. and Nir, S., 2005 Determination of release of organic cations from micelle-clay complexes and their re-adsorption in sand/clay columns Applied. Clay Science. 29 282286.CrossRefGoogle Scholar
Zhang, C. Cui, F. Zeng, G.M. Yang, Z.Z. Yu, Z.G. Zhu, M.Y. and Shen, L.Q., 2015 Quaternary ammonium compounds (QACs): A review on occurrence, fate and toxicity in the environment Science of the Total Environment 518519.CrossRefGoogle Scholar
Zhao, T. and Sun, G., 2008 Hydrophobicity and antimicrobial activities of quaternary pyridinium salts Journal of Applied Microbiology 104 824830.CrossRefGoogle ScholarPubMed