Lara Callea, Carla Orlando, Claudio Greco, Gioele Fumagalli, Andrea Fasano, Luca De Gioia, Federica Arrigoni, Luca Bertini
{"title":"不透明红球菌R7多铜氧化酶在聚乙烯结合和降解中氧化缺陷的作用:计算视角。","authors":"Lara Callea, Carla Orlando, Claudio Greco, Gioele Fumagalli, Andrea Fasano, Luca De Gioia, Federica Arrigoni, Luca Bertini","doi":"10.1007/s00775-026-02173-w","DOIUrl":null,"url":null,"abstract":"<p><p>The enzymatic degradation of polyethylene (PE) by oxidative enzymes remains poorly understood at the molecular level, limiting the development of effective biotechnological strategies for plastic valorization. Here, we investigate the molecular basis of PE oxidation by the laccase-like multicopper oxidase LMCO2 from Rhodococcus opacus R7 with combined DFT and molecular docking calculations. LMCO2 is a particularly relevant model system because it has been experimentally shown to oxidatively modify low-density polyethylene without the need for mediators, despite its relatively low redox potential. DFT calculations indicate that direct oxidation of aliphatic C-H bonds in pristine PE is energetically prohibitive, and that hydroxylated defects do not significantly facilitate substrate activation. In contrast, oxidation at carbon atoms adjacent to carbonyl groups is associated with substantially lower barriers, owing to stabilization of the resulting radicals through conjugation and keto-enol tautomerism. Alternative pathways involving alkoxyl radicals and β-scission were also examined and found to be energetically unfavorable. Molecular docking calculations complement this picture by showing that both pristine and pre-oxidized PE segments can access the main cavity adjacent to the T1 copper site, although binding is weak and largely non-specific. Taken together, these results support a mechanism in which LMCO2 selectively acts on pre-oxidized, carbonyl-containing regions of polyethylene, promoting further radical chemistry that may ultimately lead to chain scission and the formation of low-molecular-weight oxygenated products.</p>","PeriodicalId":603,"journal":{"name":"Journal of Biological Inorganic Chemistry","volume":" ","pages":""},"PeriodicalIF":2.8000,"publicationDate":"2026-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Exploring the role of oxidative defects in polyethylene binding and degradation by a Rhodococcus opacus R7 multicopper oxidase: a computational perspective.\",\"authors\":\"Lara Callea, Carla Orlando, Claudio Greco, Gioele Fumagalli, Andrea Fasano, Luca De Gioia, Federica Arrigoni, Luca Bertini\",\"doi\":\"10.1007/s00775-026-02173-w\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>The enzymatic degradation of polyethylene (PE) by oxidative enzymes remains poorly understood at the molecular level, limiting the development of effective biotechnological strategies for plastic valorization. Here, we investigate the molecular basis of PE oxidation by the laccase-like multicopper oxidase LMCO2 from Rhodococcus opacus R7 with combined DFT and molecular docking calculations. LMCO2 is a particularly relevant model system because it has been experimentally shown to oxidatively modify low-density polyethylene without the need for mediators, despite its relatively low redox potential. DFT calculations indicate that direct oxidation of aliphatic C-H bonds in pristine PE is energetically prohibitive, and that hydroxylated defects do not significantly facilitate substrate activation. In contrast, oxidation at carbon atoms adjacent to carbonyl groups is associated with substantially lower barriers, owing to stabilization of the resulting radicals through conjugation and keto-enol tautomerism. Alternative pathways involving alkoxyl radicals and β-scission were also examined and found to be energetically unfavorable. Molecular docking calculations complement this picture by showing that both pristine and pre-oxidized PE segments can access the main cavity adjacent to the T1 copper site, although binding is weak and largely non-specific. Taken together, these results support a mechanism in which LMCO2 selectively acts on pre-oxidized, carbonyl-containing regions of polyethylene, promoting further radical chemistry that may ultimately lead to chain scission and the formation of low-molecular-weight oxygenated products.</p>\",\"PeriodicalId\":603,\"journal\":{\"name\":\"Journal of Biological Inorganic Chemistry\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":2.8000,\"publicationDate\":\"2026-09-19\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Biological Inorganic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://doi.org/10.1007/s00775-026-02173-w\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Biological Inorganic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1007/s00775-026-02173-w","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Exploring the role of oxidative defects in polyethylene binding and degradation by a Rhodococcus opacus R7 multicopper oxidase: a computational perspective.
The enzymatic degradation of polyethylene (PE) by oxidative enzymes remains poorly understood at the molecular level, limiting the development of effective biotechnological strategies for plastic valorization. Here, we investigate the molecular basis of PE oxidation by the laccase-like multicopper oxidase LMCO2 from Rhodococcus opacus R7 with combined DFT and molecular docking calculations. LMCO2 is a particularly relevant model system because it has been experimentally shown to oxidatively modify low-density polyethylene without the need for mediators, despite its relatively low redox potential. DFT calculations indicate that direct oxidation of aliphatic C-H bonds in pristine PE is energetically prohibitive, and that hydroxylated defects do not significantly facilitate substrate activation. In contrast, oxidation at carbon atoms adjacent to carbonyl groups is associated with substantially lower barriers, owing to stabilization of the resulting radicals through conjugation and keto-enol tautomerism. Alternative pathways involving alkoxyl radicals and β-scission were also examined and found to be energetically unfavorable. Molecular docking calculations complement this picture by showing that both pristine and pre-oxidized PE segments can access the main cavity adjacent to the T1 copper site, although binding is weak and largely non-specific. Taken together, these results support a mechanism in which LMCO2 selectively acts on pre-oxidized, carbonyl-containing regions of polyethylene, promoting further radical chemistry that may ultimately lead to chain scission and the formation of low-molecular-weight oxygenated products.
期刊介绍:
Biological inorganic chemistry is a growing field of science that embraces the principles of biology and inorganic chemistry and impacts other fields ranging from medicine to the environment. JBIC (Journal of Biological Inorganic Chemistry) seeks to promote this field internationally. The Journal is primarily concerned with advances in understanding the role of metal ions within a biological matrix—be it a protein, DNA/RNA, or a cell, as well as appropriate model studies. Manuscripts describing high-quality original research on the above topics in English are invited for submission to this Journal. The Journal publishes original articles, minireviews, and commentaries on debated issues.