Wanzhou Yang, Zhiyuan Tai, Yuexin Pan, Wenhao Zhang, Jia Ran, Zeyuan Yu, Xiaodong Yu, Qiyi He
{"title":"具有keap1结合电位的兔源肽的构效关系及抗氧化机制:体外、硅和体内评价","authors":"Wanzhou Yang, Zhiyuan Tai, Yuexin Pan, Wenhao Zhang, Jia Ran, Zeyuan Yu, Xiaodong Yu, Qiyi He","doi":"10.1016/j.bioorg.2025.109007","DOIUrl":null,"url":null,"abstract":"<div><div>Oxidative stress, arising from a dysregulation between the generation of reactive oxygen species (ROS) and antioxidant defense mechanisms, is closely linked to the pathogenesis of numerous chronic diseases. To identify natural peptide-based antioxidants, rabbit meat proteins were enzymatically hydrolyzed using seven proteases. Among them, Hydrolysates produced by papain demonstrated the greatest radical scavenging activity, with DPPH and ABTS inhibition rates of 51.50 % and 61.50 %, respectively. Ultrafiltration and Sephadex G-15 fractionation revealed that the <3 kDa fraction (PH3) and its subfraction F5 possessed the strongest antioxidant activity. LC-MS/MS analysis of F5 identified 163 peptides, of which 56 were predicted to exhibit antioxidant potential using PeptideRanker and AnOxPePred algorithms. Notably, seven novel peptides showed strong binding affinities to Keap1 (binding energy < −8.0 kcal/mol) in molecular docking, suggesting possible modulation of the Keap1–Nrf2 antioxidant pathway. Quantum chemical analysis (HOMO–LUMO orbitals and electrostatic potential mapping) combined with radical scavenging assays demonstrated that electron-donating aromatic residues (Trp, Tyr) played key roles in antioxidant activity via hydrogen atom and electron transfer mechanisms, establishing a molecular-level structure–activity relationship. In vivo validation using an AAPH-induced zebrafish model confirmed the peptides' safety and efficacy, including reduced ROS levels and restored endogenous antioxidant enzyme activities (SOD and CAT). Collectively, these findings provide mechanistic insight into the antioxidant action of rabbit-derived peptides and support their potential application as natural antioxidants for functional food development and oxidative stress-related disease prevention.</div></div>","PeriodicalId":257,"journal":{"name":"Bioorganic Chemistry","volume":"165 ","pages":"Article 109007"},"PeriodicalIF":4.7000,"publicationDate":"2025-09-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Structure–activity relationship and antioxidant mechanisms of rabbit-derived peptides with Keap1-binding potential: In vitro, in silico, and in vivo evaluation\",\"authors\":\"Wanzhou Yang, Zhiyuan Tai, Yuexin Pan, Wenhao Zhang, Jia Ran, Zeyuan Yu, Xiaodong Yu, Qiyi He\",\"doi\":\"10.1016/j.bioorg.2025.109007\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>Oxidative stress, arising from a dysregulation between the generation of reactive oxygen species (ROS) and antioxidant defense mechanisms, is closely linked to the pathogenesis of numerous chronic diseases. To identify natural peptide-based antioxidants, rabbit meat proteins were enzymatically hydrolyzed using seven proteases. Among them, Hydrolysates produced by papain demonstrated the greatest radical scavenging activity, with DPPH and ABTS inhibition rates of 51.50 % and 61.50 %, respectively. Ultrafiltration and Sephadex G-15 fractionation revealed that the <3 kDa fraction (PH3) and its subfraction F5 possessed the strongest antioxidant activity. LC-MS/MS analysis of F5 identified 163 peptides, of which 56 were predicted to exhibit antioxidant potential using PeptideRanker and AnOxPePred algorithms. Notably, seven novel peptides showed strong binding affinities to Keap1 (binding energy < −8.0 kcal/mol) in molecular docking, suggesting possible modulation of the Keap1–Nrf2 antioxidant pathway. Quantum chemical analysis (HOMO–LUMO orbitals and electrostatic potential mapping) combined with radical scavenging assays demonstrated that electron-donating aromatic residues (Trp, Tyr) played key roles in antioxidant activity via hydrogen atom and electron transfer mechanisms, establishing a molecular-level structure–activity relationship. In vivo validation using an AAPH-induced zebrafish model confirmed the peptides' safety and efficacy, including reduced ROS levels and restored endogenous antioxidant enzyme activities (SOD and CAT). Collectively, these findings provide mechanistic insight into the antioxidant action of rabbit-derived peptides and support their potential application as natural antioxidants for functional food development and oxidative stress-related disease prevention.</div></div>\",\"PeriodicalId\":257,\"journal\":{\"name\":\"Bioorganic Chemistry\",\"volume\":\"165 \",\"pages\":\"Article 109007\"},\"PeriodicalIF\":4.7000,\"publicationDate\":\"2025-09-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Bioorganic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0045206825008879\",\"RegionNum\":2,\"RegionCategory\":\"医学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Bioorganic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0045206825008879","RegionNum":2,"RegionCategory":"医学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Structure–activity relationship and antioxidant mechanisms of rabbit-derived peptides with Keap1-binding potential: In vitro, in silico, and in vivo evaluation
Oxidative stress, arising from a dysregulation between the generation of reactive oxygen species (ROS) and antioxidant defense mechanisms, is closely linked to the pathogenesis of numerous chronic diseases. To identify natural peptide-based antioxidants, rabbit meat proteins were enzymatically hydrolyzed using seven proteases. Among them, Hydrolysates produced by papain demonstrated the greatest radical scavenging activity, with DPPH and ABTS inhibition rates of 51.50 % and 61.50 %, respectively. Ultrafiltration and Sephadex G-15 fractionation revealed that the <3 kDa fraction (PH3) and its subfraction F5 possessed the strongest antioxidant activity. LC-MS/MS analysis of F5 identified 163 peptides, of which 56 were predicted to exhibit antioxidant potential using PeptideRanker and AnOxPePred algorithms. Notably, seven novel peptides showed strong binding affinities to Keap1 (binding energy < −8.0 kcal/mol) in molecular docking, suggesting possible modulation of the Keap1–Nrf2 antioxidant pathway. Quantum chemical analysis (HOMO–LUMO orbitals and electrostatic potential mapping) combined with radical scavenging assays demonstrated that electron-donating aromatic residues (Trp, Tyr) played key roles in antioxidant activity via hydrogen atom and electron transfer mechanisms, establishing a molecular-level structure–activity relationship. In vivo validation using an AAPH-induced zebrafish model confirmed the peptides' safety and efficacy, including reduced ROS levels and restored endogenous antioxidant enzyme activities (SOD and CAT). Collectively, these findings provide mechanistic insight into the antioxidant action of rabbit-derived peptides and support their potential application as natural antioxidants for functional food development and oxidative stress-related disease prevention.
期刊介绍:
Bioorganic Chemistry publishes research that addresses biological questions at the molecular level, using organic chemistry and principles of physical organic chemistry. The scope of the journal covers a range of topics at the organic chemistry-biology interface, including: enzyme catalysis, biotransformation and enzyme inhibition; nucleic acids chemistry; medicinal chemistry; natural product chemistry, natural product synthesis and natural product biosynthesis; antimicrobial agents; lipid and peptide chemistry; biophysical chemistry; biological probes; bio-orthogonal chemistry and biomimetic chemistry.
For manuscripts dealing with synthetic bioactive compounds, the Journal requires that the molecular target of the compounds described must be known, and must be demonstrated experimentally in the manuscript. For studies involving natural products, if the molecular target is unknown, some data beyond simple cell-based toxicity studies to provide insight into the mechanism of action is required. Studies supported by molecular docking are welcome, but must be supported by experimental data. The Journal does not consider manuscripts that are purely theoretical or computational in nature.
The Journal publishes regular articles, short communications and reviews. Reviews are normally invited by Editors or Editorial Board members. Authors of unsolicited reviews should first contact an Editor or Editorial Board member to determine whether the proposed article is within the scope of the Journal.