{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,3,10]],"date-time":"2026-03-10T04:46:52Z","timestamp":1773118012065,"version":"3.50.1"},"reference-count":48,"publisher":"MDPI AG","issue":"5","license":[{"start":{"date-parts":[[2026,3,7]],"date-time":"2026-03-07T00:00:00Z","timestamp":1772841600000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"name":"the Technological Innovation Special Fund of the Department of Science and Technology of Hubei Province","award":["2024BBB034"],"award-info":[{"award-number":["2024BBB034"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Foods"],"abstract":"<jats:p>Persimmon polyphenols (PP) are natural polyphenols with high reactivity and strong deodorization potential; however, their practical application in odor control is limited by their poor solubility. In this study, natural deep eutectic solvents (NADESs) were employed for the green extraction of PP, and the capabilities of extracts on the removal of ammonia (NH3) and hydrogen sulfide (H2S) were investigated. In addition, the underlying mechanisms were explored by integrating spectroscopic analysis, molecular dynamics simulations, and quantum chemical calculations. The results showed that chloride-citric acid (CC-CA) was the optimal system in both PP extraction and sustained NH3 removal, while the betaine-urea (B-U) system was more effective for H2S removal. NH3 removal was governed by acid-base neutralization, with the resulting ammonium species being further stabilized within the PP-regulated NADES hydrogen-bond network. In contrast, H2S interacted with the solvent network not only through acid-base neutralization but also via Van der Waals forces and hydrophobic contacts. Our data supported that NADESs enhanced the deodorization performance of PP through cooperative microenvironment regulation rather than irreversible chemical conversion. This work highlighted that NADESs could not only function as highly efficient extraction media for polyphenols, but also active platforms for enhancing selective gas-capture capability for polyphenols. Furthermore, it provided a new strategy for the rational design of green, persimmon-derived deodorants.<\/jats:p>","DOI":"10.3390\/foods15050939","type":"journal-article","created":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T15:49:42Z","timestamp":1773071382000},"page":"939","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Mechanistic Insights into the Cooperative Removal of NH3 and H2S by Persimmon Polyphenols with Natural Deep Eutectic Solvent Systems"],"prefix":"10.3390","volume":"15","author":[{"given":"Baixue","family":"Li","sequence":"first","affiliation":[{"name":"College of Food Science and Technology, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Lu","family":"Li","sequence":"additional","affiliation":[{"name":"College of Food Science and Technology, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7429-510X","authenticated-orcid":false,"given":"Qingyun","family":"Guan","sequence":"additional","affiliation":[{"name":"College of Food Science and Technology, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7501-1674","authenticated-orcid":false,"given":"Chunmei","family":"Li","sequence":"additional","affiliation":[{"name":"College of Food Science and Technology, Huazhong Agricultural University, Wuhan 430070, China"},{"name":"Key Laboratory of Environment Correlative Food Science, Ministry of Education, Huazhong Agricultural University, Wuhan 430070, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2026,3,7]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"107395","DOI":"10.1016\/j.jfca.2025.107395","article-title":"Structural characterization of polymeric polyphenols from different parts of Diospyros kaki L. cv. Mopan persimmons","volume":"141","author":"Zhao","year":"2025","journal-title":"J. Food Compos. Anal."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"112961","DOI":"10.1016\/j.lwt.2021.112961","article-title":"An in vitro digestion study of tannins and antioxidant activity affected by drying \u201cRojo Brillante\u201d persimmon","volume":"155","author":"Llorca","year":"2022","journal-title":"LWT"},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"130632","DOI":"10.1016\/j.foodchem.2021.130632","article-title":"The roles of soluble poly and insoluble tannin in the enzymatic browning during storage of dried persimmon","volume":"366","author":"Zhou","year":"2022","journal-title":"Food Chem."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"384","DOI":"10.1080\/87559129.2020.1733597","article-title":"Persimmon (Diospyros Kaki L.): Chemical Properties, Bioactive Compounds and Potential Use in the Development of New Products\u2014A Review","volume":"38","author":"Matheus","year":"2020","journal-title":"Food Rev. Int."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"7","DOI":"10.1016\/j.scienta.2016.04.030","article-title":"Influence of persimmon astringency type on physico-chemical changes from the green stage to commercial harvest","volume":"206","author":"Novillo","year":"2016","journal-title":"Sci. Hortic."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"125120","DOI":"10.1016\/j.ijbiomac.2023.125120","article-title":"Activity and potential mechanisms of action of persimmon tannins according to their structures: A review","volume":"242","author":"Wang","year":"2023","journal-title":"Int. J. Biol. Macromol."},{"key":"ref_7","doi-asserted-by":"crossref","unstructured":"Sepperer, T., Tondi, G., Petutschnigg, A., Young, T.M., and Steiner, K. (2020). Mitigation of Ammonia Emissions from Cattle Manure Slurry by Tannins and Tannin-Based Polymers. Biomolecules, 10.","DOI":"10.3390\/biom10040581"},{"key":"ref_8","doi-asserted-by":"crossref","unstructured":"Wang, B., Chen, H., Hao, X., Li, K., Sun, X., Li, Y., and Ning, P. (2023). Enhanced Desulfurization by Tannin Extract Absorption Assisted by Binuclear Sulfonated Phthalocyanine Cobalt Polymer: Performance and Mechanism. Materials, 16.","DOI":"10.3390\/ma16062343"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1016\/j.jphs.2025.02.001","article-title":"Intraoral treatment of persimmon tannin, a polyphenol extracted from persimmon, significantly ameliorates gingivitis, plaque and halitosis via directly influence the periodontal bacteria Porphyromonas gulae","volume":"157","author":"Toyooka","year":"2025","journal-title":"J. Pharmacol. Sci."},{"key":"ref_10","doi-asserted-by":"crossref","unstructured":"Kim, H.M., Kim, J.H., Jeon, J.S., and Kim, C.Y. (2025). Eggplant Phenolamides: 2-Nonenal Scavenging and Skin Protection Against Aging Odor. Molecules, 30.","DOI":"10.3390\/molecules30102129"},{"key":"ref_11","doi-asserted-by":"crossref","unstructured":"Koopmann, A.K., Schuster, C., Torres-Rodriguez, J., Kain, S., Pertl-Obermeyer, H., Petutschnigg, A., and Husing, N. (2020). Tannin-Based Hybrid Materials and Their Applications: A Review. Molecules, 25.","DOI":"10.3390\/molecules25214910"},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"4432","DOI":"10.1039\/D0CS00908C","article-title":"Phenolic-enabled nanotechnology: Versatile particle engineering for biomedicine","volume":"50","author":"Wu","year":"2021","journal-title":"Chem. Soc. Rev."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"132232","DOI":"10.1016\/j.ijbiomac.2024.132232","article-title":"The effects of inulin on solubilizing and improving anti-obesity activity of high polymerization persimmon tannin","volume":"270","author":"Zhang","year":"2024","journal-title":"Int. J. Biol. Macromol."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"61","DOI":"10.1016\/j.aca.2012.12.019","article-title":"Natural deep eutectic solvents as new potential media for green technology","volume":"766","author":"Dai","year":"2013","journal-title":"Anal. Chim. Acta"},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"139061","DOI":"10.1016\/j.foodchem.2024.139061","article-title":"Sustainable green extraction of anthocyanins and carotenoids using deep eutectic solvents (DES): A review of recent developments","volume":"448","author":"Sivapragasam","year":"2024","journal-title":"Food Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"122199","DOI":"10.1016\/j.carbpol.2024.122199","article-title":"Deep eutectic solvents as sustainable extraction media for extraction of polysaccharides from natural sources: Status, challenges and prospects","volume":"338","author":"Yahaya","year":"2024","journal-title":"Carbohydr. Polym."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"5410","DOI":"10.1021\/acssuschemeng.0c01493","article-title":"Capture of Toxic Gases by Deep Eutectic Solvents","volume":"8","author":"Chen","year":"2020","journal-title":"ACS Sustain. Chem. Eng."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"100083","DOI":"10.1016\/j.scenv.2024.100083","article-title":"Sustainable advancements in hazardous gases capture: Harnessing the potential of deep eutectic solvents","volume":"6","author":"Oke","year":"2024","journal-title":"Sustain. Chem. Environ."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"307","DOI":"10.1016\/j.gce.2023.09.003","article-title":"Exploring the thermophysical properties of natural deep eutectic solvents for gas capture applications: A comprehensive review","volume":"5","author":"Alomari","year":"2024","journal-title":"Green Chem. Eng."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"127592","DOI":"10.1016\/j.molliq.2025.127592","article-title":"A novel efficient method for the simultaneous recycle of amygdalin and oil from bitter apricot kernels: Ultrasonication based on natural deep eutectic solvent","volume":"429","author":"Bao","year":"2025","journal-title":"J. Mol. Liq."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"108157","DOI":"10.1016\/j.foodhyd.2022.108157","article-title":"Persimmon tannin can enhance the emulsifying properties of persimmon pectin via promoting the network and forming a honeycomb-structure","volume":"135","author":"Jia","year":"2023","journal-title":"Food Hydrocoll."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"6852","DOI":"10.3390\/molecules18066852","article-title":"Application and analysis of the folin ciocalteu method for the determination of the total phenolic content from Limonium brasiliense L.","volume":"18","author":"Blainski","year":"2013","journal-title":"Molecules"},{"key":"ref_23","unstructured":"Lu, T. (2024, November 01). Sobtop, Version 1.0(dev5). Available online: http:\/\/sobereva.com\/soft\/Sobtop."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"082503","DOI":"10.1063\/5.0216272","article-title":"A comprehensive electron wavefunction analysis toolbox for chemists, Multiwfn","volume":"161","author":"Lu","year":"2024","journal-title":"J. Chem. Phys."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"580","DOI":"10.1002\/jcc.22885","article-title":"Multiwfn: A multifunctional wavefunction analyzer","volume":"33","author":"Lu","year":"2012","journal-title":"J. Comput. Chem."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"2157","DOI":"10.1002\/jcc.21224","article-title":"PACKMOL: A package for building initial configurations for molecular dynamics simulations","volume":"30","author":"Andrade","year":"2009","journal-title":"J. Comput. Chem."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"33","DOI":"10.1016\/0263-7855(96)00018-5","article-title":"VMD: Visual molecular dynamics","volume":"14","author":"Humphrey","year":"1996","journal-title":"J. Mol. Graph."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"6498","DOI":"10.1021\/ja100936w","article-title":"Revealing Noncovalent Interactions","volume":"132","author":"Johnson","year":"2010","journal-title":"J. Am. Chem. Soc."},{"key":"ref_29","doi-asserted-by":"crossref","unstructured":"Lu, T. (2025). Graphically revealing weak interactions in dynamic environments using amIGM method. ChemRxiv.","DOI":"10.26434\/chemrxiv-2025-zts13"},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"103978","DOI":"10.1016\/j.microc.2019.103978","article-title":"Detection of bioactive compounds in persimmon (Diospyros kaki) using UPLC-ESI-Orbitrap-MS\/MS and fluorescence analyses","volume":"149","author":"Maulidiani","year":"2019","journal-title":"Microchem. J."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"218","DOI":"10.1248\/cpb.c20-00562","article-title":"Method Development and Validation for Simultaneous Determination of Six Flavonoids in Rat Eyes after Oral Administration of Diospyros kaki Leaves Extract by UPLC-MS\/MS","volume":"69","author":"Peng","year":"2021","journal-title":"Chem. Pharm. Bull."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"114251","DOI":"10.1016\/j.foodres.2024.114251","article-title":"UHPLC-MS\/MS analysis and protective effects on neurodegenerative diseases of phenolic compounds in different parts of Diospyros kaki L. cv. Mopan","volume":"184","author":"Zhao","year":"2024","journal-title":"Food Res. Int."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"e70775","DOI":"10.1002\/fsn3.70775","article-title":"Phytochemical Profile and Evaluation of Antioxidant Activity, Enzyme Inhibition and Cell Viability of Leaves Extracts of Three Tunisian Varieties of Diospyros kaki L.","volume":"13","author":"Mannai","year":"2025","journal-title":"Food Sci. Nutr."},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Jiang, C., and Gates, P.J. (2024). Systematic Characterisation of the Fragmentation of Flavonoids Using High-Resolution Accurate Mass Electrospray Tandem Mass Spectrometry. Molecules, 29.","DOI":"10.20944\/preprints202410.1367.v1"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"262","DOI":"10.5344\/ajev.1994.45.2.259","article-title":"Localization of procyanidins in grape seeds","volume":"45","author":"Thorngate","year":"1994","journal-title":"Am. J. Enol. Vitic."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"1874","DOI":"10.1002\/jssc.202200003","article-title":"A novel thiolysis-high-performance liquid chromatography method for the determination of proanthocyanidins in grape seeds","volume":"45","author":"Shi","year":"2022","journal-title":"J. Sep. Sci."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"9033","DOI":"10.1021\/jf102552b","article-title":"High Molecular Weight Persimmon (Diospyros kaki L.) Proanthocyanidin: A Highly Galloylated, A-Linked Tannin with an Unusual Flavonol Terminal Unit, Myricetin","volume":"58","author":"Li","year":"2010","journal-title":"J. Agric. Food Chem."},{"key":"ref_38","doi-asserted-by":"crossref","unstructured":"Ristivojevi\u0107, P., Krsti\u0107 Ristivojevi\u0107, M., Stankovi\u0107, D., and Cvijeti\u0107, I. (2024). Advances in Extracting Bioactive Compounds from Food and Agricultural Waste and By-Products Using Natural Deep Eutectic Solvents: A Circular Economy Perspective. Molecules, 29.","DOI":"10.3390\/molecules29194717"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"20665","DOI":"10.1039\/D0NJ04743K","article-title":"NH3 absorption in Br\u00f8nsted acidic imidazolium- and ammonium-based ionic liquids","volume":"44","author":"Makino","year":"2020","journal-title":"New J. Chem."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"26","DOI":"10.1016\/j.ngib.2025.01.003","article-title":"Advances on research of H2S removal by deep eutectic solvents as green solvent","volume":"12","author":"Gao","year":"2025","journal-title":"Nat. Gas Ind. B"},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"142016","DOI":"10.1016\/j.cej.2023.142016","article-title":"Mechanism and process optimization for H2S removal by plant-derived deodorant","volume":"461","author":"Wang","year":"2023","journal-title":"Chem. Eng. J."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"462871","DOI":"10.1016\/j.chroma.2022.462871","article-title":"Investigating the effect of systematically modifying the molar ratio of hydrogen bond donor and acceptor on solvation characteristics of deep eutectic solvents formed using choline chloride salt and polyalcohols","volume":"1667","author":"Abbasi","year":"2022","journal-title":"J. Chromatogr. A"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"513","DOI":"10.1021\/acs.jpcb.1c08170","article-title":"Effect of Water on a Hydrophobic Deep Eutectic Solvent","volume":"126","author":"Vainikka","year":"2022","journal-title":"J. Phys. Chem. B"},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"106233","DOI":"10.1016\/j.ultsonch.2022.106233","article-title":"Utilization of natural deep eutectic solvents and ultrasound-assisted extraction as green extraction technique for the recovery of bioactive compounds from date palm (Phoenix dactylifera L.) seeds: An investigation into optimization of process parameters","volume":"91","author":"Mostafa","year":"2022","journal-title":"Ultrason. Sonochem."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"121011","DOI":"10.1016\/j.jhazmat.2019.121011","article-title":"Effects of pH on the simultaneous removal of hydrogen sulfide and ammonia in a combined absorption and electro-oxidation system","volume":"382","author":"Kang","year":"2020","journal-title":"J. Hazard. Mater."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"124","DOI":"10.1016\/j.molstruc.2013.04.045","article-title":"Aqueous ammonia and ammonium chloride hydrates: Principal infrared spectra","volume":"1046","author":"Max","year":"2013","journal-title":"J. Mol. Struct."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"12773","DOI":"10.1021\/jacs.7b07207","article-title":"Aqueous Solvation of Ammonia and Ammonium: Probing Hydrogen Bond Motifs with FT-IR and Soft X-ray Spectroscopy","volume":"139","author":"Ekimova","year":"2017","journal-title":"J. Am. Chem. Soc."},{"key":"ref_48","doi-asserted-by":"crossref","unstructured":"Hassan, A.M., Gattan, H.S., Faizo, A.A., Alruhaili, M.H., Alharbi, A.S., Bajrai, L.H., AL-Zahrani, I.A., Dwivedi, V.D., and Azhar, E.I. (2024). Evaluating the Binding Potential and Stability of Drug-like Compounds with the Monkeypox Virus VP39 Protein Using Molecular Dynamics Simulations and Free Energy Analysis. Pharmaceuticals, 17.","DOI":"10.3390\/ph17121617"}],"container-title":["Foods"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2304-8158\/15\/5\/939\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,3,9]],"date-time":"2026-03-09T16:18:39Z","timestamp":1773073119000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2304-8158\/15\/5\/939"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,3,7]]},"references-count":48,"journal-issue":{"issue":"5","published-online":{"date-parts":[[2026,3]]}},"alternative-id":["foods15050939"],"URL":"https:\/\/doi.org\/10.3390\/foods15050939","relation":{},"ISSN":["2304-8158"],"issn-type":[{"value":"2304-8158","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,3,7]]}}}