N‑Reacetylated Oligochitosan: pH Dependence of Self-Assembly Properties and Antibacterial Activity
Oligochitosan (short chain chitosan) is more soluble in acidic aqueous media than a high molecular weight (MW) chitosan, but its antimicrobial activity decreases with increase in degree of acetylation (DA) and increase in pH above a critical pH threshold point. In the present study, oligochitosans v...
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| Veröffentlicht in: | Biomacromolecules 2017-05, Vol.18 (5), p.1491-1498 |
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| creator | Blagodatskikh, Inesa V Kulikov, Sergey N Vyshivannaya, Oxana V Bezrodnykh, Evgeniya A Tikhonov, Vladimir E |
| description | Oligochitosan (short chain chitosan) is more soluble in acidic aqueous media than a high molecular weight (MW) chitosan, but its antimicrobial activity decreases with increase in degree of acetylation (DA) and increase in pH above a critical pH threshold point. In the present study, oligochitosans varying in MW were additionally N-acetylated and their self-assembly properties and antibacterial activity toward Staphylococcus aureus and Escherichia coli were investigated in a wide pH range as a function of MW and DA. Light scattering studies reveals that reacetyleted oligochitosan with M w ≤ 11 kDa is completely soluble in alkaline media (up to pH 12.5), if its DA is not less than 16%. Reacetylated chitosans with DA ∼ 30% are solubile in the entire pH range up to 12.5, if their M w is not higher than 25 kDa, but they aggregate and precipitate from the solution at pH ≥ 8 when their M w is above 25 kDa. Considering the influence of DA and MW, the antibacterial activity of reacetylated oligochitosans is maximal in the short interval of DA 16–28% at pH 7.4. These results are promising for expanding practical application of oligochitosan in pharmaceutical, cosmetic, and food compositions. |
| doi_str_mv | 10.1021/acs.biomac.7b00039 |
| format | Article |
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In the present study, oligochitosans varying in MW were additionally N-acetylated and their self-assembly properties and antibacterial activity toward Staphylococcus aureus and Escherichia coli were investigated in a wide pH range as a function of MW and DA. Light scattering studies reveals that reacetyleted oligochitosan with M w ≤ 11 kDa is completely soluble in alkaline media (up to pH 12.5), if its DA is not less than 16%. Reacetylated chitosans with DA ∼ 30% are solubile in the entire pH range up to 12.5, if their M w is not higher than 25 kDa, but they aggregate and precipitate from the solution at pH ≥ 8 when their M w is above 25 kDa. Considering the influence of DA and MW, the antibacterial activity of reacetylated oligochitosans is maximal in the short interval of DA 16–28% at pH 7.4. These results are promising for expanding practical application of oligochitosan in pharmaceutical, cosmetic, and food compositions.</description><identifier>ISSN: 1525-7797</identifier><identifier>EISSN: 1526-4602</identifier><identifier>DOI: 10.1021/acs.biomac.7b00039</identifier><identifier>PMID: 28375595</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Acetates - chemistry ; Anti-Bacterial Agents - chemistry ; Anti-Bacterial Agents - pharmacology ; Chitosan - analogs & derivatives ; Chitosan - chemistry ; Chitosan - pharmacology ; Escherichia coli - drug effects ; Hydrogen-Ion Concentration ; Polymerization ; Salmonella typhimurium - drug effects</subject><ispartof>Biomacromolecules, 2017-05, Vol.18 (5), p.1491-1498</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a342t-c2c374efefea6e0ccf5b31e66539e8179a1406fb80ab7b097038c35f0b4427333</citedby><cites>FETCH-LOGICAL-a342t-c2c374efefea6e0ccf5b31e66539e8179a1406fb80ab7b097038c35f0b4427333</cites><orcidid>0000-0002-0036-5873</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.biomac.7b00039$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.biomac.7b00039$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,777,781,2752,27057,27905,27906,56719,56769</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28375595$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Blagodatskikh, Inesa V</creatorcontrib><creatorcontrib>Kulikov, Sergey N</creatorcontrib><creatorcontrib>Vyshivannaya, Oxana V</creatorcontrib><creatorcontrib>Bezrodnykh, Evgeniya A</creatorcontrib><creatorcontrib>Tikhonov, Vladimir E</creatorcontrib><title>N‑Reacetylated Oligochitosan: pH Dependence of Self-Assembly Properties and Antibacterial Activity</title><title>Biomacromolecules</title><addtitle>Biomacromolecules</addtitle><description>Oligochitosan (short chain chitosan) is more soluble in acidic aqueous media than a high molecular weight (MW) chitosan, but its antimicrobial activity decreases with increase in degree of acetylation (DA) and increase in pH above a critical pH threshold point. 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These results are promising for expanding practical application of oligochitosan in pharmaceutical, cosmetic, and food compositions.</description><subject>Acetates - chemistry</subject><subject>Anti-Bacterial Agents - chemistry</subject><subject>Anti-Bacterial Agents - pharmacology</subject><subject>Chitosan - analogs & derivatives</subject><subject>Chitosan - chemistry</subject><subject>Chitosan - pharmacology</subject><subject>Escherichia coli - drug effects</subject><subject>Hydrogen-Ion Concentration</subject><subject>Polymerization</subject><subject>Salmonella typhimurium - drug effects</subject><issn>1525-7797</issn><issn>1526-4602</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMtOwzAQRS0Eorx-gAXykk2KHdtxwq7iLVWAeKwj25mAqyQOtovUHb_AL_IlpLSwRLOYWZx7pTkIHVIypiSlJ8qEsbauVWYsNSGEFRtoh4o0S3hG0s2fWyRSFnKEdkOYDUjBuNhGozRnUohC7KDq9uvj8wGUgbhoVIQK3zX2xZlXG11Q3Snur_E59NBV0BnArsaP0NTJJARodbPA99714KOFgFVX4UkXrVYmgreqwRMT7buNi320VasmwMF676Hny4uns-tkend1czaZJorxNCYmNUxyqIdRGRBjaqEZhSwTrICcykJRTrJa50Tp4eFCEpYbJmqiOU8lY2wPHa96e-_e5hBi2dpgoGlUB24eSprnnGe0EPmApivUeBeCh7rsvW2VX5SUlEu75WC3XNkt13aH0NG6f65bqP4ivzoHYLwCluGZm_tuePe_xm9-sol9</recordid><startdate>20170508</startdate><enddate>20170508</enddate><creator>Blagodatskikh, Inesa V</creator><creator>Kulikov, Sergey N</creator><creator>Vyshivannaya, Oxana V</creator><creator>Bezrodnykh, Evgeniya A</creator><creator>Tikhonov, Vladimir E</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/0000-0002-0036-5873</orcidid></search><sort><creationdate>20170508</creationdate><title>N‑Reacetylated Oligochitosan: pH Dependence of Self-Assembly Properties and Antibacterial Activity</title><author>Blagodatskikh, Inesa V ; Kulikov, Sergey N ; Vyshivannaya, Oxana V ; Bezrodnykh, Evgeniya A ; Tikhonov, Vladimir E</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a342t-c2c374efefea6e0ccf5b31e66539e8179a1406fb80ab7b097038c35f0b4427333</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Acetates - chemistry</topic><topic>Anti-Bacterial Agents - chemistry</topic><topic>Anti-Bacterial Agents - pharmacology</topic><topic>Chitosan - analogs & derivatives</topic><topic>Chitosan - chemistry</topic><topic>Chitosan - pharmacology</topic><topic>Escherichia coli - drug effects</topic><topic>Hydrogen-Ion Concentration</topic><topic>Polymerization</topic><topic>Salmonella typhimurium - drug effects</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Blagodatskikh, Inesa V</creatorcontrib><creatorcontrib>Kulikov, Sergey N</creatorcontrib><creatorcontrib>Vyshivannaya, Oxana V</creatorcontrib><creatorcontrib>Bezrodnykh, Evgeniya A</creatorcontrib><creatorcontrib>Tikhonov, Vladimir E</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>Biomacromolecules</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Blagodatskikh, Inesa V</au><au>Kulikov, Sergey N</au><au>Vyshivannaya, Oxana V</au><au>Bezrodnykh, Evgeniya A</au><au>Tikhonov, Vladimir E</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>N‑Reacetylated Oligochitosan: pH Dependence of Self-Assembly Properties and Antibacterial Activity</atitle><jtitle>Biomacromolecules</jtitle><addtitle>Biomacromolecules</addtitle><date>2017-05-08</date><risdate>2017</risdate><volume>18</volume><issue>5</issue><spage>1491</spage><epage>1498</epage><pages>1491-1498</pages><issn>1525-7797</issn><eissn>1526-4602</eissn><abstract>Oligochitosan (short chain chitosan) is more soluble in acidic aqueous media than a high molecular weight (MW) chitosan, but its antimicrobial activity decreases with increase in degree of acetylation (DA) and increase in pH above a critical pH threshold point. 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| source | MEDLINE; ACS Publications |
| subjects | Acetates - chemistry Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - pharmacology Chitosan - analogs & derivatives Chitosan - chemistry Chitosan - pharmacology Escherichia coli - drug effects Hydrogen-Ion Concentration Polymerization Salmonella typhimurium - drug effects |
| title | N‑Reacetylated Oligochitosan: pH Dependence of Self-Assembly Properties and Antibacterial Activity |
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