Highly Efficient Deamidation of Wheat Gluten by Glucose-Citric Acid-Based Natural Deep Eutectic Solvent: A Potential Effective Reaction Media
An efficient technique using citric acid and glucose based natural deep eutectic solvent (G-C-NADES) was developed to obtain ultrahigh deamidated wheat gluten (UDWG) (deamidation degree (DD) > 90%). FTIR and 1H NMR indicated intensive hydrogen bonds (HBs) in G-C-NADES supermolecules. Quantum chem...
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Veröffentlicht in: | Journal of agricultural and food chemistry 2021-03, Vol.69 (11), p.3452-3465 |
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creator | Cao, Shi-lin Zheng, Wen-yu Chen, Zhan-peng Zhang, Feng-li Jiang, Wen-hao Qiu, Yu-qiong Gu, Ming Chen, Zi-shi Zheng, Tian-yi Zhang, Hong-kun Wang, Shao-yun Liao, Lan |
description | An efficient technique using citric acid and glucose based natural deep eutectic solvent (G-C-NADES) was developed to obtain ultrahigh deamidated wheat gluten (UDWG) (deamidation degree (DD) > 90%). FTIR and 1H NMR indicated intensive hydrogen bonds (HBs) in G-C-NADES supermolecules. Quantum chemical calculations and molecular dynamic simulations demonstrated that 10 wt % diluted G-C-NADES still had a myriad of HBs. Physicochemical results showed UDWG had DD up to 92.45% after G-C-NADES deamidation, that is, 22% higher than citric-acid-DWG with a weak degree of hydrolysis (1.75%). Conformational characterization demonstrated the obvious conversion from α-helix to β-sheet via FTIR, the least amount of disulfide bonds by Raman spectra, and more exposure of tryptophan residues by fluorescence measurement for UDWG. It is proven that enhanced accessible conformation of WG reached with HBs of G-C-NADESs could contribute to the improvement on nucleophilic attack of deamidation, declaring that G-C-NADES might be a potential solvent for obtaining an ultrahigh deamidation for WG to successfully guarantee the safety of wheat gluten based cereal food regarding to lowering its allergy. |
doi_str_mv | 10.1021/acs.jafc.0c07275 |
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FTIR and 1H NMR indicated intensive hydrogen bonds (HBs) in G-C-NADES supermolecules. Quantum chemical calculations and molecular dynamic simulations demonstrated that 10 wt % diluted G-C-NADES still had a myriad of HBs. Physicochemical results showed UDWG had DD up to 92.45% after G-C-NADES deamidation, that is, 22% higher than citric-acid-DWG with a weak degree of hydrolysis (1.75%). Conformational characterization demonstrated the obvious conversion from α-helix to β-sheet via FTIR, the least amount of disulfide bonds by Raman spectra, and more exposure of tryptophan residues by fluorescence measurement for UDWG. It is proven that enhanced accessible conformation of WG reached with HBs of G-C-NADESs could contribute to the improvement on nucleophilic attack of deamidation, declaring that G-C-NADES might be a potential solvent for obtaining an ultrahigh deamidation for WG to successfully guarantee the safety of wheat gluten based cereal food regarding to lowering its allergy.</description><identifier>ISSN: 0021-8561</identifier><identifier>EISSN: 1520-5118</identifier><identifier>DOI: 10.1021/acs.jafc.0c07275</identifier><identifier>PMID: 33724017</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Citric Acid ; Food and Beverage Chemistry/Biochemistry ; Glucose ; Glutens ; Solvents ; Triticum</subject><ispartof>Journal of agricultural and food chemistry, 2021-03, Vol.69 (11), p.3452-3465</ispartof><rights>2021 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a336t-b589b66b1649e43b406e43cd52150b4d41c392fafe09fb378ea232ff0ccd6f9f3</citedby><cites>FETCH-LOGICAL-a336t-b589b66b1649e43b406e43cd52150b4d41c392fafe09fb378ea232ff0ccd6f9f3</cites><orcidid>0000-0002-1004-4344 ; 0000-0003-1244-8964</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.jafc.0c07275$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.jafc.0c07275$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2763,27075,27923,27924,56737,56787</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33724017$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Cao, Shi-lin</creatorcontrib><creatorcontrib>Zheng, Wen-yu</creatorcontrib><creatorcontrib>Chen, Zhan-peng</creatorcontrib><creatorcontrib>Zhang, Feng-li</creatorcontrib><creatorcontrib>Jiang, Wen-hao</creatorcontrib><creatorcontrib>Qiu, Yu-qiong</creatorcontrib><creatorcontrib>Gu, Ming</creatorcontrib><creatorcontrib>Chen, Zi-shi</creatorcontrib><creatorcontrib>Zheng, Tian-yi</creatorcontrib><creatorcontrib>Zhang, Hong-kun</creatorcontrib><creatorcontrib>Wang, Shao-yun</creatorcontrib><creatorcontrib>Liao, Lan</creatorcontrib><title>Highly Efficient Deamidation of Wheat Gluten by Glucose-Citric Acid-Based Natural Deep Eutectic Solvent: A Potential Effective Reaction Media</title><title>Journal of agricultural and food chemistry</title><addtitle>J. Agric. Food Chem</addtitle><description>An efficient technique using citric acid and glucose based natural deep eutectic solvent (G-C-NADES) was developed to obtain ultrahigh deamidated wheat gluten (UDWG) (deamidation degree (DD) > 90%). FTIR and 1H NMR indicated intensive hydrogen bonds (HBs) in G-C-NADES supermolecules. Quantum chemical calculations and molecular dynamic simulations demonstrated that 10 wt % diluted G-C-NADES still had a myriad of HBs. Physicochemical results showed UDWG had DD up to 92.45% after G-C-NADES deamidation, that is, 22% higher than citric-acid-DWG with a weak degree of hydrolysis (1.75%). Conformational characterization demonstrated the obvious conversion from α-helix to β-sheet via FTIR, the least amount of disulfide bonds by Raman spectra, and more exposure of tryptophan residues by fluorescence measurement for UDWG. It is proven that enhanced accessible conformation of WG reached with HBs of G-C-NADESs could contribute to the improvement on nucleophilic attack of deamidation, declaring that G-C-NADES might be a potential solvent for obtaining an ultrahigh deamidation for WG to successfully guarantee the safety of wheat gluten based cereal food regarding to lowering its allergy.</description><subject>Citric Acid</subject><subject>Food and Beverage Chemistry/Biochemistry</subject><subject>Glucose</subject><subject>Glutens</subject><subject>Solvents</subject><subject>Triticum</subject><issn>0021-8561</issn><issn>1520-5118</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp1kc1O4zAUhS0EgsKwZ4W8ZEHKtR3nh10p5UdimNHMIJaR41yDURqX2EHqQ_DOuLSwm9W15O98V_Yh5IjBmAFnZ0r78Ysyegwacp7LLTJikkMiGSu2yQgikxQyY3tk3_sXAChkDrtkT4icp8DyEXm_sU_P7ZLOjLHaYhfoJaq5bVSwrqPO0MdnVIFet0PAjtbL1Uk7j8nUht5qOtG2SS6Ux4beqzD0qo0CXNBZ5HWIwF_XvkXtOZ3Q3y46go1I3La6fUP6B5X-XPUTG6t-kB2jWo-Hm3lAHq5m_6Y3yd2v69vp5C5RQmQhqWVR1llWsywtMRV1ClkcupGcSajTJmValNwog1CaWuQFKi64MaB1k5nSiANysvYuevc6oA_V3HqNbas6dIOvuARWSCYERBTWqO6d9z2aatHbueqXFYNqVUIVS6hWJVSbEmLkeGMf6jk234GvX4_A6Rr4jLqh7-Jj_-_7AFR_k88</recordid><startdate>20210324</startdate><enddate>20210324</enddate><creator>Cao, Shi-lin</creator><creator>Zheng, Wen-yu</creator><creator>Chen, Zhan-peng</creator><creator>Zhang, Feng-li</creator><creator>Jiang, Wen-hao</creator><creator>Qiu, Yu-qiong</creator><creator>Gu, Ming</creator><creator>Chen, Zi-shi</creator><creator>Zheng, Tian-yi</creator><creator>Zhang, Hong-kun</creator><creator>Wang, Shao-yun</creator><creator>Liao, Lan</creator><general>American Chemical Society</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/0000-0002-1004-4344</orcidid><orcidid>https://orcid.org/0000-0003-1244-8964</orcidid></search><sort><creationdate>20210324</creationdate><title>Highly Efficient Deamidation of Wheat Gluten by Glucose-Citric Acid-Based Natural Deep Eutectic Solvent: A Potential Effective Reaction Media</title><author>Cao, Shi-lin ; Zheng, Wen-yu ; Chen, Zhan-peng ; Zhang, Feng-li ; Jiang, Wen-hao ; Qiu, Yu-qiong ; Gu, Ming ; Chen, Zi-shi ; Zheng, Tian-yi ; Zhang, Hong-kun ; Wang, Shao-yun ; Liao, Lan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a336t-b589b66b1649e43b406e43cd52150b4d41c392fafe09fb378ea232ff0ccd6f9f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Citric Acid</topic><topic>Food and Beverage Chemistry/Biochemistry</topic><topic>Glucose</topic><topic>Glutens</topic><topic>Solvents</topic><topic>Triticum</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Cao, Shi-lin</creatorcontrib><creatorcontrib>Zheng, Wen-yu</creatorcontrib><creatorcontrib>Chen, Zhan-peng</creatorcontrib><creatorcontrib>Zhang, Feng-li</creatorcontrib><creatorcontrib>Jiang, Wen-hao</creatorcontrib><creatorcontrib>Qiu, Yu-qiong</creatorcontrib><creatorcontrib>Gu, Ming</creatorcontrib><creatorcontrib>Chen, Zi-shi</creatorcontrib><creatorcontrib>Zheng, Tian-yi</creatorcontrib><creatorcontrib>Zhang, Hong-kun</creatorcontrib><creatorcontrib>Wang, Shao-yun</creatorcontrib><creatorcontrib>Liao, Lan</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>Journal of agricultural and food chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Cao, Shi-lin</au><au>Zheng, Wen-yu</au><au>Chen, Zhan-peng</au><au>Zhang, Feng-li</au><au>Jiang, Wen-hao</au><au>Qiu, Yu-qiong</au><au>Gu, Ming</au><au>Chen, Zi-shi</au><au>Zheng, Tian-yi</au><au>Zhang, Hong-kun</au><au>Wang, Shao-yun</au><au>Liao, Lan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Highly Efficient Deamidation of Wheat Gluten by Glucose-Citric Acid-Based Natural Deep Eutectic Solvent: A Potential Effective Reaction Media</atitle><jtitle>Journal of agricultural and food chemistry</jtitle><addtitle>J. Agric. Food Chem</addtitle><date>2021-03-24</date><risdate>2021</risdate><volume>69</volume><issue>11</issue><spage>3452</spage><epage>3465</epage><pages>3452-3465</pages><issn>0021-8561</issn><eissn>1520-5118</eissn><abstract>An efficient technique using citric acid and glucose based natural deep eutectic solvent (G-C-NADES) was developed to obtain ultrahigh deamidated wheat gluten (UDWG) (deamidation degree (DD) > 90%). FTIR and 1H NMR indicated intensive hydrogen bonds (HBs) in G-C-NADES supermolecules. Quantum chemical calculations and molecular dynamic simulations demonstrated that 10 wt % diluted G-C-NADES still had a myriad of HBs. Physicochemical results showed UDWG had DD up to 92.45% after G-C-NADES deamidation, that is, 22% higher than citric-acid-DWG with a weak degree of hydrolysis (1.75%). Conformational characterization demonstrated the obvious conversion from α-helix to β-sheet via FTIR, the least amount of disulfide bonds by Raman spectra, and more exposure of tryptophan residues by fluorescence measurement for UDWG. It is proven that enhanced accessible conformation of WG reached with HBs of G-C-NADESs could contribute to the improvement on nucleophilic attack of deamidation, declaring that G-C-NADES might be a potential solvent for obtaining an ultrahigh deamidation for WG to successfully guarantee the safety of wheat gluten based cereal food regarding to lowering its allergy.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>33724017</pmid><doi>10.1021/acs.jafc.0c07275</doi><tpages>14</tpages><orcidid>https://orcid.org/0000-0002-1004-4344</orcidid><orcidid>https://orcid.org/0000-0003-1244-8964</orcidid></addata></record> |
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title | Highly Efficient Deamidation of Wheat Gluten by Glucose-Citric Acid-Based Natural Deep Eutectic Solvent: A Potential Effective Reaction Media |
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