8.1(Q1)
CiteScore
37
h-index

Monoglycerides of Fatty Acids Occurrence in Nature: Synthesis, Properties, and Uses

Document Type : Review Article

Authors

1 Laboratory of Engineering Profile “Physical and Chemical Methods of Analysis”, Korkyt Ata Kyzylorda University, Kyzylorda, Kazakhstan

2 Department of Biology, Geography and Chemistry, Institute of Natural Science, Korkyt Ata Kyzylorda University, Kyzylorda, Kazakhstan

3 Department of Electric Power Engineering, Technosphere Safety and Ecology, Institute of Natural Science, Korkyt Ata Kyzylorda University, Kyzylorda, Kazakhstan

4 Department of Chemistry, Institute of Natural Sciences, Kazakh National Women’s Teacher Training University, Almaty, Kazakhstan

Abstract
Monoglycerides are monoacyl derivatives of glycerol that occur naturally in vegetable oils and animal tissues, where they perform key metabolic and structural functions. Industrial production relies primarily on esterification or glycerolysis, using chemical or enzymatic catalytic systems. Recent developments emphasize lipase-catalyzed processes and intensified technologies (ultrasound, microreactors, and supercritical media), which improve selectivity, reduce energy consumption, and support sustainable manufacturing. Due to their distinctive physicochemical behavior, including self-assembly, crystallization, and polymorphism, monoglycerides are widely exploited as emulsifiers and oil structuring agents in the food industry, as matrix-forming lipids in drug-delivery systems (cubosomes and lipid nanocarriers), and as functional components in biomedical and cosmetic formulations. Monolaurin demonstrates particularly strong antimicrobial and antiviral activity, expanding the interest in monoglycerides as high-value bioactive molecules. This review consolidates current knowledge on the natural occurrence, synthesis strategies, and multifunctional applications of monoglycerides, highlighting research trends and technological opportunities relevant to food chemistry, pharmaceuticals, biotechnology, and green processing.

Graphical Abstract

Monoglycerides of Fatty Acids Occurrence in Nature: Synthesis, Properties, and Uses

Keywords

Subjects


Content

1. Introduction

2. Occurrence in Nature

2.1. Monoglycerides in plant oils and agricultural sources

2.2. Monoglycerides in animal tissues and marine organisms

3. Synthesis of Monoglycerides

3.1. Overview of the main approaches

3.2. Chemical and heterogeneous catalytic methods

3.3. Enzymatic methods

3.4. Intensification of monoglyceride synthesis processes

3.5. Catalyst concentration

3.6. Problems and prospects

4. Monoglyceride Applications

4.1. Application of monoglycerides in the food industry

4.2. Pharmaceuticals and delivery systems

4.3. Antibacterial and antiviral activity of monoglycerides

4.4. Feed and livestock: growth, gut health and immunomodulation

4.5. Cosmetics and personal care: Emulsifiers, emollients and carriers of active substances

4.6. Biomedicine: Wound healing, antimicrobial carriers, heat-sensitive matrices

4.7. Industrial and technical applications of monoglycerides: lubricants, UV-curable resins, biodiesel and analytics

4.8. Nanotechnology of food and pharmaceutical additives: Delivery of nutrients and antioxidants

4.9. Special applications of monoglycerides: Agrochemistry and plant growth regulation

5. Conclusion

--------------------------------------------------------------------------------------------------------------------------------------------------

OPEN ACCESS

©2026 The author(s). This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit: http://creativecommons.org/licenses/by/4.0/

PUBLISHER NOTE

Sami Publishing Company remains neutral concerning jurisdictional claims in published maps and institutional affiliations.

CURRENT PUBLISHER

Sami Publishing Company 

[1]. Barker, L.A., Bakkum, B.W., Chapman, C., The clinical use of monolaurin as a dietary supplement: A review of the literature. Journal of Chiropractic Medicine. 2019, 18(4), 305-310.
[2]. Wang, W., Wang, R., Zhang, G., Chen, F., Xu, B., In vitro antibacterial activities and mechanisms of action of fatty-acid monoglycerides against four foodborne bacteria. Journal of Food Protection, 2020, 83(2), 331-337.
[3]. Kabara, J.J., Chemistry and biology of monoglycerides in cosmetic formulations, Cosmetic and Toiletry Formulations, CRC Press, 2018, 12, 233-247.
[4]. Hasan, M.M., Ahmed, F., Amin, M.A., Comparative evaluation of cellulase enzyme-washed denim using sustainable and conventional washing technologies. Eurasian Journal of Science and Technology, 2025, 5(4), 393-423.
[5]. Bergsson, G., Steingrı́msson, Ó., Thormar, H., Bactericidal effects of fatty acids and monoglycerides on helicobacter pylori. International Journal of Antimicrobial Agents, 2002, 20(4), 258–262.
[6]. Singh, A., Mukhopadhyay, M., Olive oil glycerolysis with an immobilized lipase candida antarctica in a solvent free system. Grasas y Aceites, 2012, 63(2), 202–208.     
[7]. Ori, M.O., Ime, E.P., Ekpan, F.M., Samuel, H.S., Egwuatu, O.P., Ajor, E.J., Revisiting on applications of industrial filters in enhancing polymer product quality and performance. Eurasian Journal of Science and Technology, 2024, 4(2), 116-132.
[8]. Zheng, J., Liang, Y., Li, J., Lin, S., Zhang, Q., Zuo, K., Zhong, N., Xu, X., Enzymatic preparation of mono-and diacylglycerols: A review. Grain & Oil Science and Technology, 2023, 6(4), 185–205.
[9]. Wang, H., Li, H., Lee, C.K., Nanyan, N.S.M., Tay, G.S., Lipase-catalyzed solvent-free synthesis of monoglycerides from biodiesel-derived crude glycerol: Optimized using response surface methodology. Heliyon, 2024, 10(10), e31292.
[10]. Schuch, R., Mukherjee, K.D., Lipase-catalyzed reactions of fatty acids with glycerol and acylglycerols. Applied Microbiology and Biotechnology, 1989, 30(4), 332–336.
[11]. Fregolente, L.V., Batistella, C.B., Filho, R.M., Maciel, M.R.W., Response surface methodology applied to optimization of distilled monoglycerides production. Journal of the American Oil Chemists' Society, 2005, 82(9), 673–678.
[12]. Damstrup, M.L., Jensen, T., Sparsø, F.V., Kiil, S.Z., Jensen, A.D., Xu, X., Production of heat-sensitive monoacylglycerols by enzymatic glycerolysis in tert-pentanol: Process optimization by response surface methodology. Journal of the American Oil Chemists' Society, 2006, 83(1), 27–33.
[13]. Yang, K., Bi, Y., Sun, S., Yang, G., Ma, S., Liu, W., Optimisation of n ovozym‐435‐catalysed esterification of fatty acid mixture for the preparation of medium‐and long‐chain triglycerides (MLCT) in solvent‐free medium. International Journal of Food Science & Technology, 2014, 49(4), 1001–1011.
[14]. Sagalowicz, L., Leser, M., Watzke, H., Michel, M., Monoglyceride self-assembly structures as delivery vehicles. Trends in Food Science & Technology, 2006, 17(5), 204–214.
[15]. Milak, S., Zimmer, A., Glycerol monooleate liquid crystalline phases used in drug delivery systems. International Journal of Pharmaceutics, 2015, 478(2), 569–587.
[16]. Li, J., Guo, R., Wang, M., Bi, Y., Zhang, H., Xu, X., Development and characterization of compound oleogels based on monoglycerides and edible waxes. ACS Food Science & Technology, 2022, 2(2), 302–314.
[17]. Popescu, G., Barauskas, J., Nylander, T., Tiberg, F., Liquid crystalline phases and their dispersions in aqueous mixtures of glycerol monooleate and glyceryl monooleyl ether. Langmuir, 2007, 23(2), 496–503.
[18]. Lindblom, G., Larsson, K., Johansson, L., Fontell, K., Forsen, S., The cubic phase of monoglyceride-water systems. Arguments for a structure based upon lamellar bilayer units. Journal of the American Chemical Society, 1979, 101(19), 5465–5470.
[19]. Sivadasan, D., Sultan, M.H., Alqahtani, S.S., Javed, S., Cubosomes in drug delivery—a comprehensive review on its structural components, preparation techniques and therapeutic applications. Biomedicines, 2023, 11(4), 1114.
[20]. Mustafa, A., Fathy, S., Kutlu, O., Niikura, F., Inayat, A., Mustafa, M., Abdellatief, T.M., Bokhari, A., Samuel, O.D., Pastore, C., Cleaner and sustainable synthesis of high-quality monoglycerides by use of enzyme technologies: Techno-economic and environmental study for monolaurin. Clean Technologies and Environmental Policy, 2023, 25(10), 3263–3283.
[22]. Yousefi, R., Mokaramian, S., The antibacterial potential of Dillapional and Scopoletin extracted from Foeniculum Vulgare. Eurasian Journal of Science and Technology, 2025, 5(1), 34-42.
[23]. Appleton, S.R., Ballou, A., Watkins, K.L., Use of monoglycerides and diglycerides to mitigate poultry production losses: A review. Veterinary Sciences, 2024, 11(3), 101.
[24]. Dayrit, F.M., The properties of lauric acid and their significance in coconut oil. Journal of the American Oil Chemists' Society, 2015, 92(1), 1–15.
[25]. Kabara, J.J., Swieczkowski, D.M., Conley, A.J., Truant, J.P., Fatty acids and derivatives as antimicrobial agents. Antimicrobial Agents and Chemotherapy, 1972, 2(1), 23–28.
[26]. Welch, J.L., Xiang, J., Okeoma, C.M., Schlievert, P.M., Stapleton, J.T., Glycerol monolaurate, an analogue to a factor secreted by lactobacillus, is virucidal against enveloped viruses, including HIV-1. Mbio, 2020, 11(3).
[27]. Miller, E.K., Pahlavani, M., Ramalingam, L., Scoggin, S., Moustaid-Moussa, N., Uncoupling protein 1-independent effects of eicosapentaenoic acid in brown adipose tissue of diet-induced obese female mice. The Journal of Nutritional Biochemistry, 2021, 98, 108819.
[28]. Ogihara, T., Shikama, S., Ishii, A., Hirota, S., Kashiwagi, J., Fujino, K., Mitsui, Y., Shimizu, T., Seo, M., Kitaoka, N., Biological activity of anti-bolting compound, α-(7Z,10Z,13Z)-hexadeca-7, 10, 13-trienoic acid monoglyceride to reduce the endogenous amount of gibberellins. Journal of Plant Growth Regulation, 2024, 43(9), 3075–3087.
[29]. Boldarine, V.T., Joyce, E., Pedroso, A.P., Telles, M.M., Oyama, L.M., Bueno, A.A., Ribeiro, E.B., Oestrogen replacement fails to fully revert ovariectomy-induced changes in adipose tissue monoglycerides, diglycerides and cholesteryl esters of rats fed a lard-enriched diet. Scientific Reports, 2021, 11(1), 3841.
[31]. Dannenberger, D., Möller, R., Westphal, L., Moritz, T., Dähne, M., Grunow, B., Fatty acid composition in blubber, liver, and muscle of marine mammals in the southern baltic sea. Animals, 2020, 10(9), 1509.
[32]. Bories, P., Rikardsen, A.H., Leonards, P., Fisk, A.T., Tartu, S., Vogel, E.F., Bytingsvik, J., Blévin, P., A deep dive into fat: Investigating blubber lipidomic fingerprint of killer whales and humpback whales in northern norway. Ecology and Evolution, 2021, 11(11), 6716–6729.
[33]. Walters, A., Long-finned pilot whale (globicephala melas): Tissue lipid profiles, University of Tasmania. Thesis, 2005.
[34]. Debouzy, J.-C., Crouzier, D., Lefebvre, B., Dabouis, V., Study of alkylglycerol containing shark liver oil: A physico chemical support for biological effect, Drug Target Insights, 2008, 3(1).
[35]. Shahidi, F., Bailey’s industrial oil and fat products, John Wiley & Sons, 2005.
[36]. McMeans, B.C., Arts, M.T., Fisk, A.T., Similarity between predator and prey fatty acid profiles is tissue dependent in greenland sharks (somniosus microcephalus): Implications for diet reconstruction. Journal of Experimental Marine Biology and Ecology, 2012, 429, 55–63.
[37]. Zheng, J., Liang, Y., Li, J., Lin, S., Zhang, Q., Zuo, K., Zhong, N., Xu, X., Enzymatic preparation of mono-and diacylglycerols: A review. Grain & Oil Science and Technology, 2023, 6(4), 185–205.
[38]. Alvarez Serafini, M.S., Tonetto, G.M., Synthesis of glycerides of fatty acids by inorganic solid catalysts: A review. ChemBioEng Reviews, 2022, 9(1), 110–123.
[39]. Ngaosuwan, K., Valorization of glycerol to mono-and di-glycerides: Feedstocks, intensified reactors, challenges and perspectives. Chemical Engineering and Processing-Process Intensification, 2024, 205, 109978.
[40]. Appazov, N.O., Tapalova, A.S., Alimkhan, B.G., Kanzhar, S.A., Toibazarova, A.B., Shuragaziyeva, A.T., Diyarova, B.M., Askarova, G.Sh., Appazova, Z.Zh., Appazova, S.M., Zhanakov, M.N., Abyzbekova, G.M., Akhatayev, N.A., Nazarov, E.A., Abzhalelov, B.B., Extraction of vegetable oil from rice husk and synthesis of fatty acid monoglycerides. Chemical Methodologies. 2026, 10(1), 63-74.
[41]. He, L., Wang, L., Zhu, H., Wang, Z., Zhang, L., Yang, L., Dai, Y., Mo, H., Zhang, J., Shen, J., A reusable Fe3O4/GO-COOH nanoadsorbent for Ca2+ and Cu2+ removal from oilfield wastewater. Chemical Engineering Research and Design, 2021, 166, 248–258.
[42]. Miguel-García, I., Berenguer-Murcia, Á., García, T., Cazorla-Amorós, D., Effect of the aging time of PVP coated palladium nanoparticles colloidal suspensions on their catalytic activity in the preferential oxidation of CO. Catalysis Today, 2012, 187(1), 2–9.
[43]. Cauvel, A., Renard, G., Brunel, D., Monoglyceride synthesis by heterogeneous catalysis using MCM-41 type silicas functionalized with amino groups. The Journal of Organic Chemistry, 1997, 62(3), 749–751.
[44]. Eslami, M., Dekamin, M.G., Motlagh, L., Maleki, A., MCM-41 mesoporous silica: A highly efficient and recoverable catalyst for rapid synthesis of α-aminonitriles and imines. Green Chemistry Letters and Reviews, 2018, 11(1), 36–46.
[45]. Kong, D., Liang, B., Yun, H., Ma, J., Li, Z., Wang, A., Ren, N., Electrochemical degradation of nitrofurans furazolidone by cathode: Characterization, pathway and antibacterial activity analysis. Chemical Engineering Journal, 2015, 262, 1244–1251.
[46]. Buchori, L., Anggoro, D.D., Sumantri, I., Putra, R.R., Optimization of monoglycerides production using KF/CaO-MgO heterogeneous catalysis. Bulletin of Chemical Reaction Engineering & Catalysis, 2019, 14(3), 689–696.
[47]. Ferretti, C., Fuente, S., Ferullo, R., Castellani, N., Apesteguía, C., Di Cosimo, J., Monoglyceride synthesis by glycerolysis of methyl oleate on MgO: Catalytic and DFT study of the active site. Applied Catalysis A: General, 2012, 413, 322–331.
[48]. Barrault, J., Bancquart, S., Pouilloux, Y., Selective glycerol transesterification over mesoporous basic catalysts. Comptes rendus. Chimie, 2004, 7(6-7), 593–599.
[49]. Konwar, L.J., Mäki-Arvela, P., Kumar, N., Mikkola, J.-P., Sarma, A.K., Deka, D., Selective esterification of fatty acids with glycerol to monoglycerides over–SO3H functionalized carbon catalysts. Reaction Kinetics, Mechanisms and Catalysis, 2016, 119(1), 121–138.
[50]. Ferretti, C.A., Soldano, A., Apesteguía, C.R., Di Cosimo, J.I., Monoglyceride synthesis by glycerolysis of methyl oleate on solid acid–base catalysts. Chemical Engineering Journal, 2010, 161(3), 346–354.
[51]. Ferreira, G.F., Ríos Pinto, L.F., Filho, R.M., Fregolente, L.V., Hayward, J.S., Bartley, J.K., A comparison of monoglyceride production from microalgaelipids and rapeseed oil catalyzed by metal oxides. ChemSusChem, 2024, 17(23), e202400953.
[52]. Suerbaev, H., Chepajkin, E., Dzhiembaev, B.Z., Appazov, I., Abyzbekova, G., Catalytic hydroxycarbonylation of isobutylene with carbon monoxide and polyhydric alcohols in the presence of the Pd(acac)2-PPh3-TsOH system. Petroleum Chemistry, 2007, 47(5), 345–347.
[53]. Suerbaev, K.A., Chepaikin, E., Appazov, N., Dzhiembaev, B.Z., Hydroalkoxycarbonylation of isobutylene with polyhydric alcohols in the presence of catalytic systems based on palladium compounds and tertiary phosphines. Petroleum Chemistry, 2012, 52(3), 189–193.
[54]. Van der Padt, A., Keurentjes, J., Sewalt, J., Van Dam, E., Van Dorp, L., Van’t Riet, K., Enzymatic synthesis of monoglycerides in a membrane bioreactor with an in-line adsorption column. Journal of the American Oil Chemists Society, 1992, 69(8), 748–754.
[55]. Akoh, C.C., Cooper, C., Nwosu, C.V., Lipase G‐catalyzed synthesis of monoglycerides in organic solvent and analysis by HPLC. Journal of the American Oil Chemists' Society, 1992, 69(3), 257–260.
[56]. Venkatesh, G., Sheena mary, Y., Shymamary, Y., Palanisamy, V., Govindaraju, M., Quantum chemical calculations and molecular docking studies of some phenothiazine derivatives. Journal of Applied Organometallic Chemistry, 2021, 1(3), 148-158.
[57]. Fregolente, P.B.L., Fregolente, L.V., Pinto, G.M.F., Batistella, B.C., Wolf-Maciel, M.R., Maciel Filho, R., Monoglycerides and diglycerides synthesis in a solvent-free system by lipase-catalyzed glycerolysis. Applied Biochemistry and Biotechnology. 2008, 146(1-3), 165-172.
[58]. Cheirsilp, B., Jeamjounkhaw, P., Aran, H., Optimizing an alginate immobilized lipase for monoacylglycerol production by the glycerolysis reaction. Journal of Molecular Catalysis B: Enzymatic, 2009, 59(1-3), 206–211.
[60]. Temelli, F., King, J.W., List, G.R., Conversion of oils to monoglycerides by glycerolysis in supercritical carbon dioxide media. Journal of the American Oil Chemists’ Society, 1996, 73(6), 699–706.
[61]. Mhanna, A., Chupin, L., Brachais, C.H., Chaumont, D., Boni, G., Brachais, L., Couvercelle, J.P., Lecamp, L., Plasseraud, L., Efficient microwave‐assisted synthesis of glycerol monodecanoate. European Journal of Lipid Science and Technology, 2018, 120(1), 1700133.
[62]. Tabtimmuang, A., Prasertsit, K., Kungsanant, S., Kaewpradit, P., Chetpattananondh, P., Ultrasonic-assisted synthesis of mono-and diacylglycerols and purification of crude glycerol derived from biodiesel production. Industrial Crops and Products, 2024, 208, 117891.
[63]. Temelli, F., King, J.W., List, G.R., Conversion of oils to monoglycerides by glycerolysis in supercritical carbon dioxide media. Journal of the American Oil Chemists’ Society, 1996, 73(6), 699–706.
[64]. Appazov, N.O., Syzdykbayev, M.I., Appaz, A.N., Nazarov E.A., Darmagambet K.Kh., Balykbayeva G.T., Abzhalelov, B.B., Askarova, G.Sh., Kim, Yu.A., Microwave activation of isovaleric acid monoglyceride synthesis and its antimicrobial activity. Bulgarian Chemical Communications, 2024, 56(1), 9-13.
[65]. Mhanna, A., Chupin, L., Brachais, C.H., Chaumont, D., Boni, G., Brachais, L., Couvercelle, J.P., Lecamp, L., Plasseraud, L., Efficient microwave‐assisted synthesis of glycerol monodecanoate. European Journal of Lipid Science and Technology, 2018, 120(1), 1700133.
[66]. Chetpattananondh, P.,  Sae-Seaw, S., et al., Enhanced glycerolysis of fatty acid methyl esters by static mixers - continuous process intensification, ACS Omega, 2024, 9, 39703–39714.
[67]. Chetpattananondh, P., Tabtimmuang, A., Prasertsit, K., Enhanced glycerolysis of fatty acid methyl ester by static mixer reactor. ACS Omega, 2024, 9(38), 39703–39714.
[68]. Suerbaev, K., Kudaibergenov, N., Appazov, N., Zhaksylykova, G., Synthesis of L-menthyl isovalerate by esterification of isovaleric acid with l-menthol under microwave irradiation. Russian Journal of Organic Chemistry, 2016, 52(4), 585-586.
[69]. Appazov, N., Seitzhanov, S., Zhunissov, A., Narmanova, R., Synthesis of cyclohexyl isovalerate by carbonylation of isobutylene with carbon monoxide and cyclohexanol in the presence of Pd(PPh₃)₄-PPh₃-TsOH and its antimicrobial activity. Russian Journal of Organic Chemistry, 2017, 53(10), 1596–1597.
[70]. Hasenhuettl, G.L., Hartel, R.W., Food Emulsifiers and Their Applications, Springer, 2008.
[71]. Cozzolino, D., Roumeliotis, S., Eglinton, J., Relationships between starch pasting properties, free fatty acids and amylose content in barley. Food Research International, 2013, 51(2), 444–449.
[72]. Patel, A.R., A colloidal gel perspective for understanding oleogelation. Current Opinion in Food Science, 2017, 15, 1–7.
[73]. Pernetti, M., van Malssen, K.F., Flöter, E., Bot, A., Structuring of edible oils by alternatives to crystalline fat. Current Opinion in Colloid & Interface Science, 2007, 12(4-5), 221–231.
[74]. Weyland, M., Hartel, R.W., Emulsifiers in confectionery. Food emulsifiers and their applications: Second edition, Springer, 2008, 235-254.
[75]. Stampfli, L., Nersten, B., Emulsifiers in bread making. Food Chemistry, 1995, 52(4), 353–360.
[76]. Krog, N., Functions of emulsifiers in food systems. Journal of the American Oil Chemists’ Society, 1977, 54(3), 124–131.
[77]. Beckett, S.T., Industrial chocolate manufacture and use, John Wiley & Sons, 2011.
[78]. Rousseau, D., Fat crystals and emulsion stability — a review. Food Research International, 2000, 33(1), 3–14.
[79]. Marangoni, A.G., Garti, N., Edible oleogels: structure and health implications. Elsevier, 2018
[80]. Sguizzato, M., Drechsler, M., Baldisserotto, A., Cortesi, R., Esposito, E., Antioxidant-containing monoolein aqueous dispersions: A preliminary study. Drug Delivery and Translational Research, 2022, 12(8), 1873–1880.
[81]. Umar, H., Wahab, H.A., Gazzali, A.M., Tahir, H., Ahmad, W., Cubosomes: Design, development, and tumor-targeted drug delivery applications. Polymers, 2022, 14(15), 3118.
[82]. Nath, A.G., Dubey, P., Kumar, A., Vaiphei, K.K., Rosenholm, J.M., Bansal, K.K., Gulbake, A., Recent advances in the use of cubosomes as drug carriers with special emphasis on topical applications. Journal of Lipids, 2024, 2024(1), 2683466.
[83]. Salomão, M.J., Praça, F.G., Peh, H.Y., Foloni, A.R., da Silva, D.A., de Carvalho, B.M., Bentley, M.V., Medina, W.S., Preparation and physicochemical characterization of glyceryl monoolein bearing cubosomes to improve vitamin E delivery into the skin: A proposal for skin cancer prevention. Drug Delivery Letters, 2018, 8(3), 234–241.
[84]. Spicer, P.T., Hayden, K.L., Lynch, M.L., Ofori-Boateng, A., Burns, J.L., Novel process for producing cubic liquid crystalline nanoparticles (cubosomes). Langmuir, 2001, 17(19), 5748–5756.
[85]. Rizwan, S., Hanley, T., Boyd, B.J., Rades, T., Hook, S., Liquid crystalline systems of phytantriol and glyceryl monooleate containing a hydrophilic protein: Characterisation, swelling and release kinetics. Journal of Pharmaceutical Sciences, 2009, 98(11), 4191–4204.
[86]. Yaghmur, A., Mu, H., Recent advances in drug delivery applications of cubosomes, hexosomes, and solid lipid nanoparticles. Acta Pharmaceutica Sinica B, 2021, 11(4), 871–885.
[87]. Suerbaev, K.A., Zhaksylykova, G.Z., Appazov, N., Biological active esters of the isovaleric acid. Eurasian Chemico-Technological Journal, 2014, 16(4), 299–302.
[89]. Mall, J., Naseem, N., Haider, M.F., Rahman, M.A., Khan, S., Siddiqui, S.N. Nanostructured lipid carriers as a drug delivery system: A comprehensive review with therapeutic applications. Intelligent Pharmacy, 2025, 3(4), 243–255.
[90]. Karami, Z., Hamidi, M., Cubosomes: Remarkable drug delivery potential. Drug Discovery Today, 2016, 21(5), 789–801.
[91]. Schlievert, P.M., Peterson, M.L., Glycerol monolaurate antibacterial activity in broth and biofilm cultures. Plos One, 2012, 7(7), e40350.
[92]. Kabara, J.J., Swieczkowski, D.M., Conley, A.J., Truant, J.P., Fatty acids and derivatives as antimicrobial agents. Antimicrobial Agents and Chemotherapy, 1972, 2(1), 23–28.
[93]. Isaacs, C.E., The antimicrobial function of milk lipids. Advances in Nutritional Research: Immunological Properties of Milk, 2001, 271–285.
[94]. Schlievert, P.M., Strandberg, K.L., Brosnahan, A.J., Peterson, M.L., Pambuccian, S.E., Nephew, K.R., Brunner, K.G., Schultz-Darken, N.J., Haase, A.T., Glycerol monolaurate does not alter rhesus macaque (macaca mulatta) vaginal lactobacilli and is safe for chronic use. Antimicrobial Agents and Chemotherapy, 2008, 52(12), 4448–4454.
[95]. Peterson, M.L., Schlievert, P.M., Glycerol monolaurate inhibits the effects of gram-positive select agents on eukaryotic cells. Biochemistry, 2006, 45(7), 2387–2397.
[96]. Thormar, H., Isaacs, C.E., Brown, H.R., Barshatzky, M.R., Pessolano, T., Inactivation of enveloped viruses and killing of cells by fatty acids and monoglycerides. Antimicrobial Agents and Chemotherapy, 1987, 31(1), 27–31.
[97]. Projan, S.J., Brown-Skrobot, S., Schlievert, P.M., Vandenesch, F., Novick, R.P., Glycerol monolaurate inhibits the production of beta-lactamase, toxic shock toxin-1, and other staphylococcal exoproteins by interfering with signal transduction. Journal of Bacteriology, 1994, 176(14), 4204–4209.
[98]. Li, Q., Estes, J.D., Schlievert, P.M., Duan, L., Brosnahan, A.J., Southern, P.J., Reilly, C.S., Peterson, M.L., Schultz-Darken, N., Brunner, K.G., Glycerol monolaurate prevents mucosal SIV transmission. nature, 2009, 458(7241), 1034–1038.
[99]. Bergsson, G., Arnfinnsson, J.h., Karlsson, S.s.M., Steingrímsson, O.l., Thormar, H., In vitro inactivation of chlamydia trachomatis by fatty acids and monoglycerides. Antimicrobial Agents and Chemotherapy, 1998, 42(9), 2290–2294.
[100]. Skřivanová, E., Marounek, M., Benda, V., Březina, P., Susceptibility of escherichia coli, salmonella sp and clostridium perfringens to organic acids and monolaurin. Veterinární Medicína, 2006, 51, 81–88.
[101]. Zentek, J., Ferrara, F., Pieper, R., Tedin, L., Meyer, W., Vahjen, W., Effects of dietary combinations of organic acids and medium chain fatty acids on the gastrointestinal microbial ecology and bacterial metabolites in the digestive tract of weaning piglets. Journal of Animal Science, 2013, 91(7), 3200–3210.
[102]. Ruzin, A., Novick, R.P., Glycerol monolaurate inhibits induction of vancomycin resistance in enterococcus faecalis. Journal of Bacteriology, 1998, 180(1), 182–185.
[103]. Diether, N.E., Hulshof, T.G., Willing, B.P., van Kempen, T.A., A blend of medium-chain fatty acids, butyrate, organic acids, and a phenolic compound accelerates microbial maturation in newly weaned piglets. Plos One, 2023, 18(7), e0289214.
[104]. Zentek, J., Buchheit-Renko, S., Ferrara, F., Vahjen, W., Van Kessel, A., Pieper, R., Nutritional and physiological role of medium-chain triglycerides and medium-chain fatty acids in piglets. Animal Health Research Reviews, 2011, 12(1), 83–93.
[106]. Jackman, J.A., Boyd, R.D., Elrod, C.C., Medium-chain fatty acids and monoglycerides as feed additives for pig production: Towards gut health improvement and feed pathogen mitigation. Journal of Animal Science and Biotechnology, 2020, 11(1), 44.
[108]. Abranches, F., Genova, J., Hu, P., Santana, J., Rocha, G., Effects of monoglyceride blend on performance and intestinal health status of piglets fed diets without growth promoters. Scientific Reports, 2025, 15(1), 10285.
[109]. Huyghebaert, G., Ducatelle, R., Van Immerseel, F., An update on alternatives to antimicrobial growth promoters for broilers. The Veterinary Journal, 2011, 187(2), 182–188.
[110]. Bergsson, G., Arnfinnsson, J.h., Steingrı́msson, O.l., Thormar, H., In vitro killing of candida albicans by fatty acids and monoglycerides. Antimicrobial Agents and Chemotherapy, 2001, 45(11), 3209–3212.
[111]. Timbermont, L., Haesebrouck, F., Ducatelle, R., Van Immerseel, F., Necrotic enteritis in broilers: An updated review on the pathogenesis. Avian Pathology, 2011, 40(4), 341–347.
[112]. Zhang, L., Peng, Q., Liu, Y., Ma, Q., Zhang, J., Guo, Y., Xue, Z., Zhao, L., Effects of oregano essential oil as an antibiotic growth promoter alternative on growth performance, antioxidant status, and intestinal health of broilers. Poultry Science, 2021, 100(7), 101163.
[113]. Boge, L., Hallstensson, K., Ringstad, L., Johansson, J., Andersson, T., Davoudi, M., Larsson, P.T., Mahlapuu, M., Håkansson, J., Andersson, M., Cubosomes for topical delivery of the antimicrobial peptide LL-37. European Journal of Pharmaceutics and Biopharmaceutics, 2019, 134, 60–67.
[114]. Dawood, M.A., Koshio, S., Application of fermentation strategy in aquafeed for sustainable aquaculture. Reviews in Aquaculture, 2020, 12(2), 987–1002.
[115]. Rhein, L.D., Schlossman, M., O'Lenick, A., Somasundaran, P., Surfactants in personal care products and decorative cosmetics, CRC Press, 2006.
[116]. Barel, A.O., Paye, M., Maibach, H.I., Handbook of cosmetic science and technology, CRC Press. 2014.
[117]. Bárány, E., Lindberg, M., Lodén, M., Unexpected skin barrier influence from nonionic emulsifiers. International Journal of Pharmaceutics, 2000, 195(1-2), 189–195.
[118]. Lodén, M., Wessman, W., The influence of a cream containing 20% glycerin and its vehicle on skin barrier properties. International Journal of Cosmetic Science, 2001, 23(2), 115–119.
[119]. Tadros, T.F. Pharmaceutical, cosmetic and personal care formulations, Walter de Gruyter GmbH & Co KG, 2018.
[120]. Yaghmur, A., Glatter, O., Characterization and potential applications of nanostructured aqueous dispersions. Advances in Colloid and Interface Science, 2009, 147, 333–342.
[121]. Kumari, S., Goyal, A., Sönmez Gürer, E., Algın Yapar, E., Garg, M., Sood, M., Sindhu, R.K., Bioactive loaded novel nano-formulations for targeted drug delivery and their therapeutic potential. Pharmaceutics, 2022, 14(5), 1091.
[122]. Chinatangkul, N., Limmatvapirat, C., Nunthanid, J., Luangtana-Anan, M., Sriamornsak, P., Limmatvapirat, S., Design and characterization of monolaurin loaded electrospun shellac nanofibers with antimicrobial activity. Asian Journal of Pharmaceutical Sciences, 2018, 13(5), 459–471.
[123]. Zainal-Abidin, M.H., Hayyan, M., Hayyan, A., Jayakumar, N.S., New horizons in the extraction of bioactive compounds using deep eutectic solvents: A review. Analytica Chimica Acta, 2017, 979, 1–23.
[124]. Yoon, B.K., Jackman, J.A., Valle-González, E.R., Cho, N.-J., Antibacterial free fatty acids and monoglycerides: Biological activities, experimental testing, and therapeutic applications. International Journal of Molecular Sciences, 2018, 19(4), 1114.
[126]. Xu, Q., Jing, Z., Du, S., Guo, F., Mu, R., Influence of glyceryl monostearate adsorption on the lubrication behavior of a slider bearing. Lubricants, 2024, 12(3), 67.
[127]. Schörken, U., Both, S., Bongardt, F., Stuhlmann, D., Production and use of monoglycerides, Google Patents, 2011.
[128]. Hiranlordsanti, P., Ngaosuwan, K., Weeranoppanant, N., Mens, W., Chanthanumataporn, M., Chanthon, N., Wongsawaeng, D., Kiatkittipong, W., Assabumrungrat, S., Application of Box-Behnken design in monoglycerides production via glycerolysis of palm oil using homogenizer reactor. Industrial Crops and Products, 2024, 222, 119631.             
[129].
Thormar, H., Hilmarsson, H., Bergsson, G., Antimicrobial lipids: Role in innate immunity and potential use in prevention and treatment of infections. Microbial Pathogens and Strategies for Combating them: Science, Technology and Education, 2013, 3, 1474–1488.
[130]. Ganem-Quintanar, A., Quintanar-Guerrero, D., Buri, P., Monoolein: A review of the pharmaceutical applications. Drug Development and Industrial Pharmacy, 2000, 26(8), 809–820.
[131]. Shah, M.H., Paradkar, A., Cubic liquid crystalline glyceryl monooleate matrices for oral delivery of enzyme. International Journal of Pharmaceutics, 2005, 294(1-2), 161–171.
[132]. Simoni, E., Valente, F., Boge, L., Eriksson, M., Gentilin, E., Candito, M., Cazzador, D., Astolfi, L., Biocompatibility of glycerol monooleate nanoparticles as tested on inner ear cells. International Journal of Pharmaceutics, 2019, 572, 118788.
[134]. Salimon, J., Salih, N., Yousif, E., Biolubricants: Raw materials, chemical modifications and environmental benefits. European Journal of Lipid Science and Technology, 2010, 112(5), 519–530.
[135]. de Espinosa, L.M., Meier, M.A., Plant oils: the perfect renewable resource for polymer science?. European Polymer Journal, 2011, 47, 837–852.
[136]. Thanamongkollit, N., Miller, K.R., Soucek, M.D., Synthesis of UV-curable tung oil and UV-curable tung oil based alkyd. Progress in Organic Coatings. 2012, 73, 425–434.
[137]. Knothe, G., Dependence of biodiesel fuel properties on the structure of fatty acid alkyl esters. Fuel Processing Technology, 2005, 86(10), 1059–1070.
[138]. Mittelbach, M., Remschmidt, C., Biodiesel: The comprehensive handbook. 2nd ed. Vienna: Martin Mittelbach Publishing, 2004, 330.
[139]. Atadashi, I., Aroua, M.K., Aziz, A.A., High quality biodiesel and its diesel engine application: A review. Renewable and Sustainable Energy Reviews, 2010, 14(7), 1999–2008.
[140]. Mueller, J.J., Baum, S., Hilterhaus, L., Eckstein, M., Thum, O., Liese, A., Simultaneous determination of mono-, di-, and triglycerides in multiphase systems by online fourier transform infrared spectroscopy. Analytical Chemistry, 2011, 83(24), 9321–9327.
[141]. Bondioli, P., Della Bella, L., Rivolta, G., Evaluation of total and saturated monoglyceride content in biodiesel at low concentration. European Journal of Lipid Science and Technology, 2013, 115(5), 576–582.
[142]. Mouloungui, Z., Gauvrit, C., Synthesis and influence of fatty acid esters on the foliar penetration of herbicides. Industrial Crops and Products, 1998, 8(1), 1–15.
[143]. Zhang, S., Bao, Z., Wu, Y., Wang, Y., Liu, R., Gao, Y., Zhao, X., Zhang, C., Du, F., Enhancing the stability and effectivity of multiple pesticide formulation mixtures by adding an Eco-friendly adjuvant. ACS Sustainable Chemistry & Engineering, 2023, 11(42), 15385–15396.
[144]. Turchini, G.M., Francis, D.S., Du, Z.Y., Olsen, R.E., Ringø, E., Tocher, D.R., The lipids. Fish Nutrition, 2022, 303–467.
[145]. Mueninghoff J.C, Agricultural formulations containing monoglycerides. United States patent US 6,387,960, 2002.
Volume 8, Issue 2
March and April 2026
Pages 269-295

  • Receive Date 02 October 2025
  • Revise Date 01 November 2025
  • Accept Date 12 November 2025