Abstract
Microbial bioconversion has emerged as a sustainable strategy to replace petroleum-based surfactants; however, its application in generating self-emulsifying oils for cosmetic formulations remains limited. This study aimed to develop self-emulsifying oils derived from macadamia nut oil (MNO) through microbial lipid remodeling and to evaluate their physicochemical and functional properties. A skin-derived bacterium, Epidermidibacterium keratini mutant (EPI-7-i), was employed to bioconvert MNO for 2 days (MNO-M1) and 5 days (MNO-M2), after which the self-emulsifying oils were recovered as solvent-extracted lipid fractions from the fermentation system, rather than from the whole culture broth. Lipid composition and emulsion characteristics were analyzed using UHPLC–MS/MS and physicochemical stability assessments. Bioconversion induced extensive lipid remodeling, yielding oils enriched in monoacylglycerols (MAG), diacylglycerols (DAG), free fatty acids (FA), and ether-linked glycerides (alkylacylglycerols, DG O). These compositional changes enabled spontaneous formation of oil-in-water (O/W) nanoemulsions without external surfactants. The emulsions exhibited nanoscale droplet sizes (~ 260 nm), high absolute ζ-potential values (> 45 mV), and stability against thermal and pH stress over 28 days. Despite their high unsaturated lipid content, bioconverted oil emulsions displayed enhanced oxidative stability compared with emulsions prepared from enzymatically modified oil (MNO-E), which was attributed to the formation of microbially derived antioxidant metabolites, including ether lipids structurally analogous to plasmalogens. These results demonstrate that microbial bioconversion enables the integration of emulsification and antioxidative functions within a single oil phase and suggest the potential of solvent-extracted self-emulsifying oils as sustainable, clean-label alternatives for cosmetic nanoemulsion systems.
Data availability
Data will be made available from corresponding author on request.
References
Desai, J. D. & Banat, I. M. Microbial production of surfactants and their commercial potential. Microbiol. Mol. Biol. Rev. 61, 47–64 (1997).
Marchant, R. & Banat, I. M. Biosurfactants: a sustainable replacement for chemical surfactants? Biotechnol. Lett. 34, 1597–1605 (2012).
Jahan, R., Bodratti, A. M., Tsianou, M. & Alexandridis, P. Biosurfactants, natural alternatives to synthetic surfactants: physicochemical properties and applications. Adv. Colloid Interface Sci. 275, 102061 (2020).
Markande, A. R., Patel, D. & Varjani, S. A review on biosurfactants: properties, applications and current developments. Bioresour. Technol. 330, 124997 (2021).
Adu, S. A., Naughton, P. J., Marchant, R. & Banat, I. M. Microbial biosurfactants in cosmetic and personal skincare pharmaceutical formulations. Pharmaceutics 12, 1099 (2020).
Seweryn, A. Interactions between surfactants and the skin—theory and practice. Adv. Colloid Interface Sci. 256, 242–255 (2018).
Vecino, X., Cruz, J. M., Moldes, A. B. & Rodrigues, L. R. Biosurfactants in cosmetic formulations: trends and challenges. Crit. Rev. Biotechnol. 37, 911–923 (2017).
Venkataramani, D., Tsulaia, A. & Amin, S. Fundamentals and applications of particle-stabilized emulsions in cosmetic formulations. Adv. Colloid Interface Sci. 283, 102234 (2020).
McClements, D. J. & Jafari, S. M. Improving emulsion formation, stability and performance using mixed emulsifiers: a review. Adv. Colloid Interface Sci. 251, 55–79 (2018).
Bai, L. & McClements, D. J. Formation and stabilization of nanoemulsions using biosurfactants: rhamnolipids. J. Colloid Interface Sci. 479, 71–79 (2016).
Kibici, D. & Kahveci, D. Effect of emulsifier type, maltodextrin, and β-cyclodextrin on physical and oxidative stability of oil-in-water emulsions. J. Food Sci. 84, 1273–1280 (2019).
Ghelichi, S. et al. Oxidation and oxidative stability in emulsions. Compr. Rev. Food Sci. Food Saf. 22, 1864–1901 (2023).
Pérez Rivero, C. López Gómez, J. P. Unlocking the potential of fermentation in cosmetics: a review. Fermentation 9, 463 (2023).
Gupta, P. L., Rajput, M. S., Oza, T., Trivedi, U. & Sanghvi, G. Eminence of microbial products in cosmetic industry. Nat. Prod. Bioprospect. 9, 267–278 (2019).
Braverman, N. E. & Moser, A. B. Functions of plasmalogen lipids in health and disease. Biochim. Biophys. Acta. 1822, 1442–1452 (2012).
Dean, J. M. & Lodhi, I. J. Structural and functional roles of ether lipids. Protein Cell 9, 196–206 (2018).
Lee, Y. G. et al. A 1,1′-biuracil from Epidermidibacterium keratini EPI 7 shows anti-aging effects on human dermal fibroblasts. Appl. Biol. Chem. 62, 14 (2019).
Otsuka, A. et al. Fermented cosmetics and metabolites of skin microbiota—a new approach to skin health. Fermentation 8, 703 (2022).
Lee, D. G., Trujillo, M. E., Kang, S., Nam, J. J. & Kim, Y. J. Epidermidibacterium keratini gen. nov., sp. nov., a member of the family Sporichthyaceae, isolated from keratin epidermis. Int. J. Syst. Evol. Microbiol. 68, 745–750 (2018).
Kim, J. et al. Efficacy and safety of Epidermidibacterium keratini EPI 7–derived postbiotics in skin aging: a prospective clinical study. Int. J. Mol. Sci. 24, 4634 (2023).
Oh, Y. et al. Genome-wide pathway exploration of Epidermidibacterium keratini EPI 7. Microorganisms 11, 870 (2023).
el-Sharkawy, S. H., Yang, W., Dostal, L. A. R. R. Y. & Rosazza, J. P. Microbial oxidation of oleic acid. Appl. Environ. Microbiol. 58, 2116–2122 (1992).
Grice, E. A. & Segre, J. A. The skin microbiome. Nat. Rev. Microbiol. 9, 244–253 (2011).
Byrd, A. L., Belkaid, Y. & Segre, J. A. The human skin microbiome. Nat. Rev. Microbiol. 16(3), 143–155 (2018).
Akhtar, N., Ahmad, M., Madni, A. & Bakhsh, S. A. Evaluation of basic properties of macadamia nut oil. Gomal Univ. J. Res. 22, 21–27 (2006).
Hanum, T. I., Laila, L., Sumaiyah, S. & Syahrina, E. Macadamia nuts oil in nanocream and conventional cream as skin anti-aging: a comparative study. Open. Access. Maced J. Med. Sci. 7, 3917–3920 (2019).
Nicholson, R. A. & Marangoni, A. G. Lipase-catalyzed glycerolysis extended to the conversion of a variety of edible oils into structural fats. Curr. Res. Food Sci. 4, 163–174 (2021).
Montealegre, C., Sánchez Hernández, L., Crego, A. L. & Marina, M. L. Determination and characterization of glycerophospholipids in olive fruit and oil by nonaqueous capillary electrophoresis with electrospray–mass spectrometric detection. J. Agric. Food Chem. 61, 1823–1832 (2013).
Zhang, Y., Wang, X., Xie, D., Zou, S. & Jin, Q. Synthesis and concentration of 2-monoacylglycerols rich in polyunsaturated fatty acids. Food Chem. 250, 60–66 (2018).
Gadara, D., Berka, V. & Spacil, Z. High-throughput microbore LC-MS lipidomics to investigate APOE phenotypes. Anal. Chem. 96, 59–66 (2024).
Zuellig, T., Trötzmüller, M. & Koefeler, H. C. Lipidomics from sample preparation to data analysis: a primer. Anal. Bioanal. Chem. 412, 2191–2209 (2020).
Rodriguez-Campos, J., Escalona-Buendía, H. B., Orozco-Avila, I., Lugo-Cervantes, E. & Jaramillo-Flores, M. E. Dynamics of volatile and non-volatile compounds in cocoa (Theobroma cacao L.) during fermentation and drying processes using principal components analysis. Food Res. Int. 44, 250–258 (2011).
García Moreno, P. J., Horn, A. F. & Jacobsen, C. Influence of casein–phospholipid combinations as emulsifiers on the physical and oxidative stability of fish oil–in–water emulsions. J. Agric. Food Chem. 62, 1142–1152 (2014).
Liang, L. et al. Physical and oxidative stability of flaxseed oil–in–water emulsions fabricated from sunflower lecithins: impact of blending lecithins with different phospholipid profiles. J. Agric. Food Chem. 65, 4755–4765 (2017).
Reiners, J. & Grosch, W. Odorants of virgin olive oils with different flavor profiles. J. Agric. Food Chem. 46, 2754–2763 (1998).
Féchir, M., Reglitz, K., Mall, V., Voigt, J. & Steinhaus, M. Molecular insights into the contribution of specialty barley malts to the aroma of bottom-fermented lager beers. J. Agric. Food Chem. 69, 8190–8199 (2021).
Schieberle, P., Gassenmeier, K., Guth, H., Sen, A. & Grosch, W. Character impact odor compounds of different kinds of butter. LWT – Food Sci. Technol. 26, 347–356 (1993).
Christie, W. W. & Han, X. Lipid Analysis: Isolation, Separation, Identification and Lipidomic Analysis 4th edn (Woodhead Publishing, 2003).
Feltes, M. M. C., de Oliveira, D., Block, J. M. & Ninow, J. L. The production, benefits and applications of monoacylglycerols and diacylglycerols of nutritional interest. Food Bioproc. Technol. 6, 17–35 (2013).
Sargent, J. R. Ether-linked glycerides in marine animals. In Marine Biogenic Lipids, Fats, and Oils (ed Ackman, R. G.) 175–197 (CRC, Boca Raton, (1989).
Koch, J. & Jensen, O. N. Mass spectrometry-based lipidomics: From bulk analysis to molecular species characterization. Trends Biochem. Sci. 41, 560–574 (2016).
Hira, K., Sharma, P., Mahale, A., Kulkarni, O. P. & Begum, A. S. Cyclo(Val–Pro) and cyclo(Leu–hydroxy–Pro) from Pseudomonas sp. alleviate acute and chronic renal injury in in vitro and in vivo models. Int. Immunopharmacol. 103, 108494 (2022).
Sekino, K., Yamamoto, I., Watanabe, M., Kuramochi, K. & Furuyama, Y. Cyclo(L-Pro–L-Tyr) isolated from the human skin commensal Corynebacterium tuberculostearicum inhibits tyrosinase. Int. J. Mol. Sci. 25, 7365 (2024).
Fiume, M. M. et al. Final report of the Cosmetic Ingredient Review Expert Panel on the safety assessment of dicarboxylic acids, salts and esters. Int. J. Toxicol. 31, 5S–76S (2012).
McGraw, K. J. The antioxidant function of many animal pigments: are there consistent health benefits of sexually selected colourants? Anim. Behav. 69, 757–764 (2005).
Min, D. B. & Boff, J. M. Chemistry and reaction of singlet oxygen in foods. Compr. Rev. Food Sci. Food Saf. 1, 58–72 (2002).
McClements, D. J. Food Emulsions: Principles, Practices, and Techniques 2nd edn (CRC, 2004).
Liu, S. Q., Holland, R. & Crow, V. L. Esters and their biosynthesis in fermented dairy products: a review. Int. Dairy. J. 14, 923–945 (2004).
Parker, J. K. Woodhead Publishing,. Introduction to aroma compounds in foods. In Flavour Development, Analysis and Perception in Food and Beverages (ed. Parker, J. K.) 3–30 (2015).
Skaff, O., Pattison, D. I. & Davies, M. J. The vinyl ether linkages of plasmalogens are favored targets for myeloperoxidase-derived oxidants: a kinetic study. Biochemistry 47, 8237–8245 (2008).
Broniec, A. et al. Interactions of plasmalogens and their diacyl analogs with singlet oxygen in selected model systems. Free Radic Biol. Med. 50, 892–898 (2011).
McClements, D. J. Critical review of techniques and methodologies for characterization of emulsion stability. Crit. Rev. Food Sci. Nutr. 47, 611–649 (2007).
Long, Z. et al. Physicochemical properties of peanut oil-based diacylglycerol and derived oil-in-water emulsions stabilized by sodium caseinate. Food Chem. 184, 105–113 (2015).
Li, Y. et al. Insights into the emulsifying effect and oxidation stability of myofibrillar protein–diacylglycerol emulsions containing catechin at different ionic strengths. Food Res. Int. 181, 114144 (2024).
Hanaor, D., Michelazzi, M., Leonelli, C. & Sorrell, C. C. Effects of carboxylic acids on aqueous dispersion and electrophoretic deposition of ZrO. J. Eur. Ceram. Soc. 32, 235–244 (2012).
Kumar, A. & Dixit, C. K. Methods for characterization of nanoparticles. In Advances in Nanomedicine for the Delivery of Therapeutic Nucleic Acids (eds. Kumar, A. & Dixit, C. K.) 43–58 (Woodhead Publishing, 2017).
Waraho, T., McClements, D. J. & Decker, E. A. Impact of free fatty acid concentration and structure on lipid oxidation in oil-in-water emulsions. Food Chem. 129, 854–859 (2011).
Waraho, T., Cardenia, V., Rodriguez-Estrada, M. T., McClements, D. J. & Decker, E. A. Prooxidant mechanisms of free fatty acids in stripped soybean oil-in-water emulsions. J. Agric. Food Chem. 57, 7112–7117 (2009).
McClements, D. J. & Gumus, C. E. Natural emulsifiers—biosurfactants, phospholipids, biopolymers and colloidal particles: molecular and physicochemical basis of functional performance. Adv. Colloid Interface Sci. 234, 3–26 (2016).
Quast, K. Use of zeta potential to investigate the pKa of saturated fatty acids. Adv. Powder Technol. 27, 207–214 (2016).
Riddick, J. A., Bunger, W. B. & Sakano, T. K. Organic Solvents: Physical Properties and Methods of Purification 4th edn (Wiley-Interscience, 1986).
Choe, E. & Min, D. B. Mechanisms and factors for edible oil oxidation. Compr. Rev. Food Sci. Food Saf. 5, 169–186 (2006).
Johnson, D. R. & Decker, E. A. The role of oxygen in lipid oxidation reactions. Annu. Rev. Food Sci. Technol. 6, 171–190 (2015).
Yi, J., Zhu, Z., Dong, W., McClements, D. J. & Decker, E. A. Influence of free fatty acids on oxidative stability in water-in-walnut oil emulsions. Eur. J. Lipid Sci. Technol. 115, 1013–1020 (2013).
Engelmann, B. Plasmalogens: targets for oxidants and major lipophilic antioxidants. Biochem. Soc. Trans. 32, 147–150 (2004).
Zommara, M. et al. Inhibitory effect of ethanolamine plasmalogen on iron- and copper-dependent lipid peroxidation. Free Radic Biol. Med. 18, 599–602 (1995).
Furukawa, T. et al. Cyclic dipeptides exhibit potency for scavenging radicals. Bioorg. Med. Chem. 20, 2002–2009 (2012).
Jung, M. Y., Bock, J. Y., Back, S. O., Lee, T. K. & Kim, J. H. Pyrazine contents and oxidative stabilities of roasted soybean oils. Food Chem. 60, 95–102 (1997).
Tcharkhtchi, A., Bronnec, P. Y. & Verdu, J. Water absorption characteristics of diglycidylether of butane diol–3, 5-diethyl-2, 4-diaminotoluene networks. Polymer 41, 5777–5785 (2000).
Yang, J. et al. Effect of diacylglycerol interfacial crystallization on the physical stability of water-in-oil emulsions. Food Chem. 327, 127014 (2020).
Acknowledgements
We acknowledge the administrative support from the SOFT Foundry Institute at Seoul National University. The authors also thank Professor JaeHwan Lee of Sungkyunkwan University for his assistance with the analysis of lipid oxidation secondary products.
Funding
This work was supported by SNU-COSMAX Technology Incubation Center (TIC). The research was also supported by Korea Innovation Foundation grant funded by Ministry of Science and ICT (2021-DD-UP-0369).
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H.B.K. Writing - original draft, Validation, Formal analysis, Investigation, Methodology; S.J.R. Methodology, Data curation, Writing - review & editing; H.N. Writing - original draft, Investigation; H.B.P. Methodology, Investigation; S.K.Y. Conceptualization, Resources, Supervision, Writing - review & editing; J.S. Investigation, Methodology; J.H.L. Investigation, Methodology; H.H.B. Investigation, Methodology; S.K. Conceptualization, Resources, Supervision, Writing - review & editing; S.J. Conceptualization, Resources, Writing - review & editing; Y.R.K. Conceptualization, Project administration, Resources, Supervision, Validation, Funding acquisition, Writing - review & editing; All authors have read and agreed to the published version of the manuscript.
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Kim, HB., Rho, SJ., Nam-gung, H. et al. Characterization of self-emulsifying macadamia nut oil fermented by Epidermidibacterium keratini mutant EPI-7-i originated from skin flora as a novel cosmetic ingredient. Sci Rep (2026). https://doi.org/10.1038/s41598-026-47367-z
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DOI: https://doi.org/10.1038/s41598-026-47367-z