Characterization and analysis of antioxidant activity of walnut-derived pentapeptide PW5 via nuclear magnetic resonance spectroscopy
•Nuclear Magnetic Resonance (NMR) characterization of walnut-derived peptide PW5.•PW5 exhibited significant antioxidant activity using ABTS assay in vitro.•The oxidized products after PW5 reacted with ABTS were explored by NMR.•Trp residue was the most critical determining factor for PW5 antioxidant...
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| Veröffentlicht in: | Food chemistry 2021-03, Vol.339, p.128047-128047, Article 128047 |
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| creator | Wang, Min Sun, Xiaoyu Luo, Wei Božović, Slađana Gong, Congcong Ren, Jiaoyan |
| description | •Nuclear Magnetic Resonance (NMR) characterization of walnut-derived peptide PW5.•PW5 exhibited significant antioxidant activity using ABTS assay in vitro.•The oxidized products after PW5 reacted with ABTS were explored by NMR.•Trp residue was the most critical determining factor for PW5 antioxidant activity.•NMR method may be a useful way to explore antioxidant mechanisms of peptides.
The antioxidative activity of natural products has commonly been studied by free radical scavenging methods. However, the mechanisms by which antioxidation is explored by free radical scavenging methods remain largely unknown. This study analyzed the composition of walnut-derived pentapeptides PW5 with potential biological activity and its oxidation reaction products in 2,2′-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) test by nuclear magnetic resonance (NMR) spectroscopy. The amino acid sequence of PW5 peptide successfully characterized as Proline-Proline-Lysine-Asparagine-Tryptophan exhibited significant antioxidant activity with lower IC50 value (0.2210 ± 0.0032 mM) compared to glutathione (GSH, 0.2567 ± 0.0023 mM, p |
| doi_str_mv | 10.1016/j.foodchem.2020.128047 |
| format | Article |
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The antioxidative activity of natural products has commonly been studied by free radical scavenging methods. However, the mechanisms by which antioxidation is explored by free radical scavenging methods remain largely unknown. This study analyzed the composition of walnut-derived pentapeptides PW5 with potential biological activity and its oxidation reaction products in 2,2′-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) test by nuclear magnetic resonance (NMR) spectroscopy. The amino acid sequence of PW5 peptide successfully characterized as Proline-Proline-Lysine-Asparagine-Tryptophan exhibited significant antioxidant activity with lower IC50 value (0.2210 ± 0.0032 mM) compared to glutathione (GSH, 0.2567 ± 0.0023 mM, p < 0.001). Furthermore, we found that the tryptophan residue was the only residue in PW5 with obvious alteration after treatment with ABTS free radicals, which was linked to its potential antioxidant properties. These findings revealed how NMR-characterized structures and oxidation reaction products may be used to explore the antioxidative mechanisms of food-derived peptides as well as other natural products.</description><identifier>ISSN: 0308-8146</identifier><identifier>EISSN: 1873-7072</identifier><identifier>DOI: 10.1016/j.foodchem.2020.128047</identifier><identifier>PMID: 32949916</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>ABTS test ; Amino Acid Sequence ; Antioxidant capacity ; Antioxidant mechanism ; Antioxidants - chemistry ; Characterization ; Free Radical Scavengers - chemistry ; Free radical scavenging methods ; Free Radicals - chemistry ; Juglans - chemistry ; Magnetic Resonance Spectroscopy ; Nuclear magnetic resonance spectroscopy ; Nuts - chemistry ; Oxidation-Reduction ; Peptides - chemistry ; Plant Proteins - chemistry ; PW5 ; Walnut-derived peptides</subject><ispartof>Food chemistry, 2021-03, Vol.339, p.128047-128047, Article 128047</ispartof><rights>2020 Elsevier Ltd</rights><rights>Copyright © 2020 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c368t-1b55e616f051fa9120bccc7271e8d644ab73eb7087f8b39d3859421f500015953</citedby><cites>FETCH-LOGICAL-c368t-1b55e616f051fa9120bccc7271e8d644ab73eb7087f8b39d3859421f500015953</cites><orcidid>0000-0002-2063-601X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.foodchem.2020.128047$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32949916$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wang, Min</creatorcontrib><creatorcontrib>Sun, Xiaoyu</creatorcontrib><creatorcontrib>Luo, Wei</creatorcontrib><creatorcontrib>Božović, Slađana</creatorcontrib><creatorcontrib>Gong, Congcong</creatorcontrib><creatorcontrib>Ren, Jiaoyan</creatorcontrib><title>Characterization and analysis of antioxidant activity of walnut-derived pentapeptide PW5 via nuclear magnetic resonance spectroscopy</title><title>Food chemistry</title><addtitle>Food Chem</addtitle><description>•Nuclear Magnetic Resonance (NMR) characterization of walnut-derived peptide PW5.•PW5 exhibited significant antioxidant activity using ABTS assay in vitro.•The oxidized products after PW5 reacted with ABTS were explored by NMR.•Trp residue was the most critical determining factor for PW5 antioxidant activity.•NMR method may be a useful way to explore antioxidant mechanisms of peptides.
The antioxidative activity of natural products has commonly been studied by free radical scavenging methods. However, the mechanisms by which antioxidation is explored by free radical scavenging methods remain largely unknown. This study analyzed the composition of walnut-derived pentapeptides PW5 with potential biological activity and its oxidation reaction products in 2,2′-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) test by nuclear magnetic resonance (NMR) spectroscopy. The amino acid sequence of PW5 peptide successfully characterized as Proline-Proline-Lysine-Asparagine-Tryptophan exhibited significant antioxidant activity with lower IC50 value (0.2210 ± 0.0032 mM) compared to glutathione (GSH, 0.2567 ± 0.0023 mM, p < 0.001). Furthermore, we found that the tryptophan residue was the only residue in PW5 with obvious alteration after treatment with ABTS free radicals, which was linked to its potential antioxidant properties. These findings revealed how NMR-characterized structures and oxidation reaction products may be used to explore the antioxidative mechanisms of food-derived peptides as well as other natural products.</description><subject>ABTS test</subject><subject>Amino Acid Sequence</subject><subject>Antioxidant capacity</subject><subject>Antioxidant mechanism</subject><subject>Antioxidants - chemistry</subject><subject>Characterization</subject><subject>Free Radical Scavengers - chemistry</subject><subject>Free radical scavenging methods</subject><subject>Free Radicals - chemistry</subject><subject>Juglans - chemistry</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Nuclear magnetic resonance spectroscopy</subject><subject>Nuts - chemistry</subject><subject>Oxidation-Reduction</subject><subject>Peptides - chemistry</subject><subject>Plant Proteins - chemistry</subject><subject>PW5</subject><subject>Walnut-derived peptides</subject><issn>0308-8146</issn><issn>1873-7072</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkUtv1DAUhS0EokPLX6i8ZJPBrzjODjTiJVWiC1CXlmPfUI8SO9jOwLDuD8ejadmysK519F1f33MQuqZkSwmVb_fbMUZn72HeMsKqyBQR3TO0oarjTUc69hxtCCeqUVTIC_Qq5z0hlaTqJbrgrBd9T-UGPezuTTK2QPJ_TPExYBNcPWY6Zp9xHOu9yr-9qxVX0B98OZ70X2YKa2lc7TyAwwuEYhZYineAb-9afPAGh9VOYBKezY8AxVucIMdgggWcF7AlxWzjcrxCL0YzZXj9WC_R948fvu0-NzdfP33Zvb9pLJeqNHRoW5BUjqSlo-kpI4O1tmMdBeWkEGboOAwdUd2oBt47rtpeMDq2dXHa9i2_RG_O7y4p_lwhFz37bGGaTIC4Zs2EEFxxSVhF5Rm19Y85waiX5GeTjpoSfUpA7_VTAvqUgD4nUBuvH2eswwzuX9uT5RV4dwagbnrwkHS2HqolzqdqiXbR_2_GX39AnRg</recordid><startdate>20210301</startdate><enddate>20210301</enddate><creator>Wang, Min</creator><creator>Sun, Xiaoyu</creator><creator>Luo, Wei</creator><creator>Božović, Slađana</creator><creator>Gong, Congcong</creator><creator>Ren, Jiaoyan</creator><general>Elsevier Ltd</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-2063-601X</orcidid></search><sort><creationdate>20210301</creationdate><title>Characterization and analysis of antioxidant activity of walnut-derived pentapeptide PW5 via nuclear magnetic resonance spectroscopy</title><author>Wang, Min ; Sun, Xiaoyu ; Luo, Wei ; Božović, Slađana ; Gong, Congcong ; Ren, Jiaoyan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c368t-1b55e616f051fa9120bccc7271e8d644ab73eb7087f8b39d3859421f500015953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>ABTS test</topic><topic>Amino Acid Sequence</topic><topic>Antioxidant capacity</topic><topic>Antioxidant mechanism</topic><topic>Antioxidants - chemistry</topic><topic>Characterization</topic><topic>Free Radical Scavengers - chemistry</topic><topic>Free radical scavenging methods</topic><topic>Free Radicals - chemistry</topic><topic>Juglans - chemistry</topic><topic>Magnetic Resonance Spectroscopy</topic><topic>Nuclear magnetic resonance spectroscopy</topic><topic>Nuts - chemistry</topic><topic>Oxidation-Reduction</topic><topic>Peptides - chemistry</topic><topic>Plant Proteins - chemistry</topic><topic>PW5</topic><topic>Walnut-derived peptides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wang, Min</creatorcontrib><creatorcontrib>Sun, Xiaoyu</creatorcontrib><creatorcontrib>Luo, Wei</creatorcontrib><creatorcontrib>Božović, Slađana</creatorcontrib><creatorcontrib>Gong, Congcong</creatorcontrib><creatorcontrib>Ren, Jiaoyan</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wang, Min</au><au>Sun, Xiaoyu</au><au>Luo, Wei</au><au>Božović, Slađana</au><au>Gong, Congcong</au><au>Ren, Jiaoyan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Characterization and analysis of antioxidant activity of walnut-derived pentapeptide PW5 via nuclear magnetic resonance spectroscopy</atitle><jtitle>Food chemistry</jtitle><addtitle>Food Chem</addtitle><date>2021-03-01</date><risdate>2021</risdate><volume>339</volume><spage>128047</spage><epage>128047</epage><pages>128047-128047</pages><artnum>128047</artnum><issn>0308-8146</issn><eissn>1873-7072</eissn><abstract>•Nuclear Magnetic Resonance (NMR) characterization of walnut-derived peptide PW5.•PW5 exhibited significant antioxidant activity using ABTS assay in vitro.•The oxidized products after PW5 reacted with ABTS were explored by NMR.•Trp residue was the most critical determining factor for PW5 antioxidant activity.•NMR method may be a useful way to explore antioxidant mechanisms of peptides.
The antioxidative activity of natural products has commonly been studied by free radical scavenging methods. However, the mechanisms by which antioxidation is explored by free radical scavenging methods remain largely unknown. This study analyzed the composition of walnut-derived pentapeptides PW5 with potential biological activity and its oxidation reaction products in 2,2′-Azinobis-(3-ethylbenzthiazoline-6-sulphonate) (ABTS) test by nuclear magnetic resonance (NMR) spectroscopy. The amino acid sequence of PW5 peptide successfully characterized as Proline-Proline-Lysine-Asparagine-Tryptophan exhibited significant antioxidant activity with lower IC50 value (0.2210 ± 0.0032 mM) compared to glutathione (GSH, 0.2567 ± 0.0023 mM, p < 0.001). Furthermore, we found that the tryptophan residue was the only residue in PW5 with obvious alteration after treatment with ABTS free radicals, which was linked to its potential antioxidant properties. These findings revealed how NMR-characterized structures and oxidation reaction products may be used to explore the antioxidative mechanisms of food-derived peptides as well as other natural products.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>32949916</pmid><doi>10.1016/j.foodchem.2020.128047</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0002-2063-601X</orcidid></addata></record> |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | ABTS test Amino Acid Sequence Antioxidant capacity Antioxidant mechanism Antioxidants - chemistry Characterization Free Radical Scavengers - chemistry Free radical scavenging methods Free Radicals - chemistry Juglans - chemistry Magnetic Resonance Spectroscopy Nuclear magnetic resonance spectroscopy Nuts - chemistry Oxidation-Reduction Peptides - chemistry Plant Proteins - chemistry PW5 Walnut-derived peptides |
| title | Characterization and analysis of antioxidant activity of walnut-derived pentapeptide PW5 via nuclear magnetic resonance spectroscopy |
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