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Preparation and characterization of dialdehyde β-cyclodextrin with broad-spectrum antibacterial activity
Consumers demand more alternatives of riskless antibacterial agents to prevent microbial contamination in food industry. Oxidized carbohydrate may be a potential option as new antibacterial agent. However, the relatively weak antibacterial property of oxidized carbohydrate is not satisfactory. In th...
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Published in: | Food research international 2018-09, Vol.111, p.237-243 |
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creator | Ren, He Lyu, Yongbo Li, Xinying Zhang, Shuxiao Ye, Yusong Li, Defu Mu, Changdao |
description | Consumers demand more alternatives of riskless antibacterial agents to prevent microbial contamination in food industry. Oxidized carbohydrate may be a potential option as new antibacterial agent. However, the relatively weak antibacterial property of oxidized carbohydrate is not satisfactory. In this paper, dialdehyde β-cyclodextrins with different oxidation degree were prepared by periodate oxidation and their antibacterial properties were systematically studied. The results showed that multi-aldehyde groups were successfully introduced into β-cyclodextrin molecules by periodate oxidation. The aqueous solubility and stability of dialdehyde β-cyclodextrins were improved as expected. It is interesting that dialdehyde β-cyclodextrins possessed outstanding antibacterial activity against both Gram-positive and Gram-negative bacteria. The minimal inhibitory concentrations against E. coli, S. aureus and B. subtilis reached 0.63, 1.25 and 0.63 mg/mL, respectively. Moreover, dialdehyde β-cyclodextrins effectively inhibited bacterial growth on the surface of apples. The results demonstrated that oxidized oligosaccharide with multi-aldehyde groups and good dispersibility in aqueous solution possessed satisfactory antibacterial activity, which can be used as new antibacterial agent in food industry.
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•Dialdehyde β-cyclodextrins with different oxidation degree were synthesized.•Aqueous dispersibility of β-cyclodextrin was highly improved by oxidation.•Dialdehyde β-cyclodextrin possessed outstanding antibacterial activity.•Dialdehyde β-cyclodextrin could effectively extend the storage time of apple.•Dialdehyde β-cyclodextrin could be used as new antibacterial agent in food industry. |
doi_str_mv | 10.1016/j.foodres.2018.05.039 |
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[Display omitted]
•Dialdehyde β-cyclodextrins with different oxidation degree were synthesized.•Aqueous dispersibility of β-cyclodextrin was highly improved by oxidation.•Dialdehyde β-cyclodextrin possessed outstanding antibacterial activity.•Dialdehyde β-cyclodextrin could effectively extend the storage time of apple.•Dialdehyde β-cyclodextrin could be used as new antibacterial agent in food industry.</description><identifier>ISSN: 0963-9969</identifier><identifier>EISSN: 1873-7145</identifier><identifier>DOI: 10.1016/j.foodres.2018.05.039</identifier><identifier>PMID: 30007682</identifier><language>eng</language><publisher>Canada: Elsevier Ltd</publisher><subject>Antibacterial activity ; Aqueous solubility ; Dialdehyde β-cyclodextrin ; Periodate oxidation</subject><ispartof>Food research international, 2018-09, Vol.111, p.237-243</ispartof><rights>2018 Elsevier Ltd</rights><rights>Copyright © 2018 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c365t-aeb78eb7c935ce84fe0994425e82c35509f5e0ecd1a5e7e566bf3ee50cd6f3303</citedby><cites>FETCH-LOGICAL-c365t-aeb78eb7c935ce84fe0994425e82c35509f5e0ecd1a5e7e566bf3ee50cd6f3303</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30007682$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Ren, He</creatorcontrib><creatorcontrib>Lyu, Yongbo</creatorcontrib><creatorcontrib>Li, Xinying</creatorcontrib><creatorcontrib>Zhang, Shuxiao</creatorcontrib><creatorcontrib>Ye, Yusong</creatorcontrib><creatorcontrib>Li, Defu</creatorcontrib><creatorcontrib>Mu, Changdao</creatorcontrib><title>Preparation and characterization of dialdehyde β-cyclodextrin with broad-spectrum antibacterial activity</title><title>Food research international</title><addtitle>Food Res Int</addtitle><description>Consumers demand more alternatives of riskless antibacterial agents to prevent microbial contamination in food industry. Oxidized carbohydrate may be a potential option as new antibacterial agent. However, the relatively weak antibacterial property of oxidized carbohydrate is not satisfactory. In this paper, dialdehyde β-cyclodextrins with different oxidation degree were prepared by periodate oxidation and their antibacterial properties were systematically studied. The results showed that multi-aldehyde groups were successfully introduced into β-cyclodextrin molecules by periodate oxidation. The aqueous solubility and stability of dialdehyde β-cyclodextrins were improved as expected. It is interesting that dialdehyde β-cyclodextrins possessed outstanding antibacterial activity against both Gram-positive and Gram-negative bacteria. The minimal inhibitory concentrations against E. coli, S. aureus and B. subtilis reached 0.63, 1.25 and 0.63 mg/mL, respectively. Moreover, dialdehyde β-cyclodextrins effectively inhibited bacterial growth on the surface of apples. The results demonstrated that oxidized oligosaccharide with multi-aldehyde groups and good dispersibility in aqueous solution possessed satisfactory antibacterial activity, which can be used as new antibacterial agent in food industry.
[Display omitted]
•Dialdehyde β-cyclodextrins with different oxidation degree were synthesized.•Aqueous dispersibility of β-cyclodextrin was highly improved by oxidation.•Dialdehyde β-cyclodextrin possessed outstanding antibacterial activity.•Dialdehyde β-cyclodextrin could effectively extend the storage time of apple.•Dialdehyde β-cyclodextrin could be used as new antibacterial agent in food industry.</description><subject>Antibacterial activity</subject><subject>Aqueous solubility</subject><subject>Dialdehyde β-cyclodextrin</subject><subject>Periodate oxidation</subject><issn>0963-9969</issn><issn>1873-7145</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkE1u2zAQhYkiQe0mPUILLbOROhRNSlwFRdCkBQwki2RNUOQIpiGLLkm7dY7Vg-RMoSGn2ywG84M3bzAfIV8oVBSo-Laueu9twFjVQNsKeAVMfiBz2jasbOiCn5E5SMFKKYWckU8xrgFA8EZ-JDOWy0a09Zy4h4BbHXRyfiz0aAuzyp1JGNzzNPR9YZ0eLK4OFouXf6U5mMFb_JuCG4s_Lq2KLnhty7hFk8Juk22S6yYPPRS5cHuXDpfkvNdDxM-nfEGebn883vwsl_d3v26-L0vDBE-lxq5pcxjJuMF20SNIuVjUHNvaMM5B9hwBjaWaY4NciK5niByMFT1jwC7I1eS7Df73DmNSGxcNDoMe0e-iqqGBFigHnqV8kprgYwzYq21wGx0OioI6UlZrdaKsjpQVcJUp572vpxO7boP2_9Yb1iy4ngSYH907DCoah6NB60KGpKx375x4BdJTlL0</recordid><startdate>201809</startdate><enddate>201809</enddate><creator>Ren, He</creator><creator>Lyu, Yongbo</creator><creator>Li, Xinying</creator><creator>Zhang, Shuxiao</creator><creator>Ye, Yusong</creator><creator>Li, Defu</creator><creator>Mu, Changdao</creator><general>Elsevier Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>201809</creationdate><title>Preparation and characterization of dialdehyde β-cyclodextrin with broad-spectrum antibacterial activity</title><author>Ren, He ; Lyu, Yongbo ; Li, Xinying ; Zhang, Shuxiao ; Ye, Yusong ; Li, Defu ; Mu, Changdao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c365t-aeb78eb7c935ce84fe0994425e82c35509f5e0ecd1a5e7e566bf3ee50cd6f3303</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Antibacterial activity</topic><topic>Aqueous solubility</topic><topic>Dialdehyde β-cyclodextrin</topic><topic>Periodate oxidation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ren, He</creatorcontrib><creatorcontrib>Lyu, Yongbo</creatorcontrib><creatorcontrib>Li, Xinying</creatorcontrib><creatorcontrib>Zhang, Shuxiao</creatorcontrib><creatorcontrib>Ye, Yusong</creatorcontrib><creatorcontrib>Li, Defu</creatorcontrib><creatorcontrib>Mu, Changdao</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Food research international</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ren, He</au><au>Lyu, Yongbo</au><au>Li, Xinying</au><au>Zhang, Shuxiao</au><au>Ye, Yusong</au><au>Li, Defu</au><au>Mu, Changdao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Preparation and characterization of dialdehyde β-cyclodextrin with broad-spectrum antibacterial activity</atitle><jtitle>Food research international</jtitle><addtitle>Food Res Int</addtitle><date>2018-09</date><risdate>2018</risdate><volume>111</volume><spage>237</spage><epage>243</epage><pages>237-243</pages><issn>0963-9969</issn><eissn>1873-7145</eissn><abstract>Consumers demand more alternatives of riskless antibacterial agents to prevent microbial contamination in food industry. Oxidized carbohydrate may be a potential option as new antibacterial agent. However, the relatively weak antibacterial property of oxidized carbohydrate is not satisfactory. In this paper, dialdehyde β-cyclodextrins with different oxidation degree were prepared by periodate oxidation and their antibacterial properties were systematically studied. The results showed that multi-aldehyde groups were successfully introduced into β-cyclodextrin molecules by periodate oxidation. The aqueous solubility and stability of dialdehyde β-cyclodextrins were improved as expected. It is interesting that dialdehyde β-cyclodextrins possessed outstanding antibacterial activity against both Gram-positive and Gram-negative bacteria. The minimal inhibitory concentrations against E. coli, S. aureus and B. subtilis reached 0.63, 1.25 and 0.63 mg/mL, respectively. Moreover, dialdehyde β-cyclodextrins effectively inhibited bacterial growth on the surface of apples. The results demonstrated that oxidized oligosaccharide with multi-aldehyde groups and good dispersibility in aqueous solution possessed satisfactory antibacterial activity, which can be used as new antibacterial agent in food industry.
[Display omitted]
•Dialdehyde β-cyclodextrins with different oxidation degree were synthesized.•Aqueous dispersibility of β-cyclodextrin was highly improved by oxidation.•Dialdehyde β-cyclodextrin possessed outstanding antibacterial activity.•Dialdehyde β-cyclodextrin could effectively extend the storage time of apple.•Dialdehyde β-cyclodextrin could be used as new antibacterial agent in food industry.</abstract><cop>Canada</cop><pub>Elsevier Ltd</pub><pmid>30007682</pmid><doi>10.1016/j.foodres.2018.05.039</doi><tpages>7</tpages></addata></record> |
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subjects | Antibacterial activity Aqueous solubility Dialdehyde β-cyclodextrin Periodate oxidation |
title | Preparation and characterization of dialdehyde β-cyclodextrin with broad-spectrum antibacterial activity |
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