Catechol-thiol-based dental adhesive inspired by underwater mussel adhesion
The critical problem associated with the underwater mussel adhesive catechol-based 3,4-dihydroxy-L-phenylalanine (DOPA) is its sensitivity to oxidation. To overcome this problem, mussels underwent etching in the presence of acidic pH conditions (
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| Veröffentlicht in: | Acta biomaterialia 2020-02, Vol.103, p.92-101 |
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| creator | Lee, Dohoon Bae, Hyogeun Ahn, Jinsoo Kang, Taegon Seo, Deog-Gyu Hwang, Dong Soo |
| description | The critical problem associated with the underwater mussel adhesive catechol-based 3,4-dihydroxy-L-phenylalanine (DOPA) is its sensitivity to oxidation. To overcome this problem, mussels underwent etching in the presence of acidic pH conditions ( |
| doi_str_mv | 10.1016/j.actbio.2019.12.002 |
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| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2322740481</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S1742706119308049</els_id><sourcerecordid>2362972096</sourcerecordid><originalsourceid>FETCH-LOGICAL-c390t-772e8d68e61759a4121adc7b389153e634051bd1775e5f6a136a58348130072b3</originalsourceid><addsrcrecordid>eNp9kE1LxDAURYMofoz-A5GCGzeteUmbpBtBBr9wwI2uQ5q8YTJ02jFpFf-9GWZ04cJNEsi59z0OIedAC6AgrpeFsUPj-4JRqAtgBaVsjxyDkiqXlVD76S1Llksq4IicxLiklCtg6pAccVAAdSWOyfPUDGgXfZsPC5_OxkR0mcNuMG1m3AKj_8DMd3HtQ_povrKxcxg-UypkqzFG_MH67pQczE0b8Wx3T8jb_d3r9DGfvTw8TW9nueU1HXIpGSonFAqQVW1KYGCclQ1XNVQcBS9pBY0DKSus5sIAF6ZSvFTAKZWs4RNyte1dh_59xDjolY8W29Z02I9RM86YLOkmMCGXf9BlP4YubZcowWrJaC0SVW4pG_oYA871OviVCV8aqN7I1ku9la03sjUwnWSn2MWufGxW6H5DP3YTcLMFMNn48Bh0tB47iy7JtIN2vf9_wjfGC4_f</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2362972096</pqid></control><display><type>article</type><title>Catechol-thiol-based dental adhesive inspired by underwater mussel adhesion</title><source>MEDLINE</source><source>ScienceDirect Journals (5 years ago - present)</source><creator>Lee, Dohoon ; Bae, Hyogeun ; Ahn, Jinsoo ; Kang, Taegon ; Seo, Deog-Gyu ; Hwang, Dong Soo</creator><creatorcontrib>Lee, Dohoon ; Bae, Hyogeun ; Ahn, Jinsoo ; Kang, Taegon ; Seo, Deog-Gyu ; Hwang, Dong Soo</creatorcontrib><description>The critical problem associated with the underwater mussel adhesive catechol-based 3,4-dihydroxy-L-phenylalanine (DOPA) is its sensitivity to oxidation. To overcome this problem, mussels underwent etching in the presence of acidic pH conditions (<3.0), and thiol chemistry was used to control the propensity of DOPA for oxidation. Similar strategies deployed by mussels are also actively utilized in dental adhesives which undergo etching in the presence of phosphoric acid derivatives to maximize the bonding strength and adapt thiol chemistries to minimize shrinkage stress. In view of the similarities between dental and underwater mussel adhesives, we employ in this study the strategy of mussel adhesion—the combination of DOPA and thiol chemistry with acid etching—to one of the most critical issues in dental adhesives, namely, the dentin bonding with zirconia. As a result, the adhesion bonding between zirconia and dentin, one of the most elusive problems in dentistry, has improved compared to the commercially available adhesive resin formulation. In addition, in view of the similar human oral and mussel adhesive environments, our findings will considerably contribute to the translation of the adhesive system inspired by mussels.
Mussels are effectively operated by creating an acidic environment when adhering with 3,4-dihydroxy-l-phenylalanine (DOPA)–thiol redox chemistry for underwater bonding. Similarly, in dental adhesives, phosphoric acid-based etching is used for dentin-bonding materials. In view of the similarity between dental adhesives and underwater mussel adhesives, the combination of DOPA and thiol chemistry with acid etching can be used to overcome one of the most critical issues in dentin medical adhesives. The proposed adhesion method produces high adhesion strengths compared to those currently used in dentin and zirconia adhesives. Here, we extend and evaluate dentin and zirconia dental adhesives by mixing with mussel (DOPA)–thiol redox chemistry and acid etching.
[Display omitted]</description><identifier>ISSN: 1742-7061</identifier><identifier>EISSN: 1878-7568</identifier><identifier>DOI: 10.1016/j.actbio.2019.12.002</identifier><identifier>PMID: 31811956</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Adhesion ; Adhesive bonding ; Adhesiveness ; Adhesives ; Animals ; Bivalvia - physiology ; Bonding strength ; Catechol ; Catechol, 3,4-Dihydroxy-l-phenylalanine (DOPA) ; Catechols - pharmacology ; Cell Survival - drug effects ; Cross-Linking Reagents - chemistry ; Dental adhesive ; Dentin ; Dentin-Bonding Agents - pharmacology ; Dentistry ; Dihydroxyphenylalanine ; Etching ; Fibroblasts - drug effects ; Humans ; Iron - chemistry ; Magnetic Resonance Spectroscopy ; Materials Testing ; Mollusks ; Mussels ; Organic chemistry ; Oxidation ; Phenylalanine ; Phosphoric acid ; Resin Cements - pharmacology ; Self-healing ; Sulfhydryl Compounds - pharmacology ; Underwater ; Zirconia ; Zirconium - chemistry ; Zirconium dioxide</subject><ispartof>Acta biomaterialia, 2020-02, Vol.103, p.92-101</ispartof><rights>2019</rights><rights>Copyright © 2019. Published by Elsevier Ltd.</rights><rights>Copyright Elsevier BV Feb 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-772e8d68e61759a4121adc7b389153e634051bd1775e5f6a136a58348130072b3</citedby><cites>FETCH-LOGICAL-c390t-772e8d68e61759a4121adc7b389153e634051bd1775e5f6a136a58348130072b3</cites><orcidid>0000-0002-2487-2255</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.actbio.2019.12.002$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3548,27922,27923,45993</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31811956$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Lee, Dohoon</creatorcontrib><creatorcontrib>Bae, Hyogeun</creatorcontrib><creatorcontrib>Ahn, Jinsoo</creatorcontrib><creatorcontrib>Kang, Taegon</creatorcontrib><creatorcontrib>Seo, Deog-Gyu</creatorcontrib><creatorcontrib>Hwang, Dong Soo</creatorcontrib><title>Catechol-thiol-based dental adhesive inspired by underwater mussel adhesion</title><title>Acta biomaterialia</title><addtitle>Acta Biomater</addtitle><description>The critical problem associated with the underwater mussel adhesive catechol-based 3,4-dihydroxy-L-phenylalanine (DOPA) is its sensitivity to oxidation. To overcome this problem, mussels underwent etching in the presence of acidic pH conditions (<3.0), and thiol chemistry was used to control the propensity of DOPA for oxidation. Similar strategies deployed by mussels are also actively utilized in dental adhesives which undergo etching in the presence of phosphoric acid derivatives to maximize the bonding strength and adapt thiol chemistries to minimize shrinkage stress. In view of the similarities between dental and underwater mussel adhesives, we employ in this study the strategy of mussel adhesion—the combination of DOPA and thiol chemistry with acid etching—to one of the most critical issues in dental adhesives, namely, the dentin bonding with zirconia. As a result, the adhesion bonding between zirconia and dentin, one of the most elusive problems in dentistry, has improved compared to the commercially available adhesive resin formulation. In addition, in view of the similar human oral and mussel adhesive environments, our findings will considerably contribute to the translation of the adhesive system inspired by mussels.
Mussels are effectively operated by creating an acidic environment when adhering with 3,4-dihydroxy-l-phenylalanine (DOPA)–thiol redox chemistry for underwater bonding. Similarly, in dental adhesives, phosphoric acid-based etching is used for dentin-bonding materials. In view of the similarity between dental adhesives and underwater mussel adhesives, the combination of DOPA and thiol chemistry with acid etching can be used to overcome one of the most critical issues in dentin medical adhesives. The proposed adhesion method produces high adhesion strengths compared to those currently used in dentin and zirconia adhesives. Here, we extend and evaluate dentin and zirconia dental adhesives by mixing with mussel (DOPA)–thiol redox chemistry and acid etching.
[Display omitted]</description><subject>Adhesion</subject><subject>Adhesive bonding</subject><subject>Adhesiveness</subject><subject>Adhesives</subject><subject>Animals</subject><subject>Bivalvia - physiology</subject><subject>Bonding strength</subject><subject>Catechol</subject><subject>Catechol, 3,4-Dihydroxy-l-phenylalanine (DOPA)</subject><subject>Catechols - pharmacology</subject><subject>Cell Survival - drug effects</subject><subject>Cross-Linking Reagents - chemistry</subject><subject>Dental adhesive</subject><subject>Dentin</subject><subject>Dentin-Bonding Agents - pharmacology</subject><subject>Dentistry</subject><subject>Dihydroxyphenylalanine</subject><subject>Etching</subject><subject>Fibroblasts - drug effects</subject><subject>Humans</subject><subject>Iron - chemistry</subject><subject>Magnetic Resonance Spectroscopy</subject><subject>Materials Testing</subject><subject>Mollusks</subject><subject>Mussels</subject><subject>Organic chemistry</subject><subject>Oxidation</subject><subject>Phenylalanine</subject><subject>Phosphoric acid</subject><subject>Resin Cements - pharmacology</subject><subject>Self-healing</subject><subject>Sulfhydryl Compounds - pharmacology</subject><subject>Underwater</subject><subject>Zirconia</subject><subject>Zirconium - chemistry</subject><subject>Zirconium dioxide</subject><issn>1742-7061</issn><issn>1878-7568</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kE1LxDAURYMofoz-A5GCGzeteUmbpBtBBr9wwI2uQ5q8YTJ02jFpFf-9GWZ04cJNEsi59z0OIedAC6AgrpeFsUPj-4JRqAtgBaVsjxyDkiqXlVD76S1Llksq4IicxLiklCtg6pAccVAAdSWOyfPUDGgXfZsPC5_OxkR0mcNuMG1m3AKj_8DMd3HtQ_povrKxcxg-UypkqzFG_MH67pQczE0b8Wx3T8jb_d3r9DGfvTw8TW9nueU1HXIpGSonFAqQVW1KYGCclQ1XNVQcBS9pBY0DKSus5sIAF6ZSvFTAKZWs4RNyte1dh_59xDjolY8W29Z02I9RM86YLOkmMCGXf9BlP4YubZcowWrJaC0SVW4pG_oYA871OviVCV8aqN7I1ku9la03sjUwnWSn2MWufGxW6H5DP3YTcLMFMNn48Bh0tB47iy7JtIN2vf9_wjfGC4_f</recordid><startdate>202002</startdate><enddate>202002</enddate><creator>Lee, Dohoon</creator><creator>Bae, Hyogeun</creator><creator>Ahn, Jinsoo</creator><creator>Kang, Taegon</creator><creator>Seo, Deog-Gyu</creator><creator>Hwang, Dong Soo</creator><general>Elsevier Ltd</general><general>Elsevier BV</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>7QF</scope><scope>7QO</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7T7</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-2487-2255</orcidid></search><sort><creationdate>202002</creationdate><title>Catechol-thiol-based dental adhesive inspired by underwater mussel adhesion</title><author>Lee, Dohoon ; 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To overcome this problem, mussels underwent etching in the presence of acidic pH conditions (<3.0), and thiol chemistry was used to control the propensity of DOPA for oxidation. Similar strategies deployed by mussels are also actively utilized in dental adhesives which undergo etching in the presence of phosphoric acid derivatives to maximize the bonding strength and adapt thiol chemistries to minimize shrinkage stress. In view of the similarities between dental and underwater mussel adhesives, we employ in this study the strategy of mussel adhesion—the combination of DOPA and thiol chemistry with acid etching—to one of the most critical issues in dental adhesives, namely, the dentin bonding with zirconia. As a result, the adhesion bonding between zirconia and dentin, one of the most elusive problems in dentistry, has improved compared to the commercially available adhesive resin formulation. In addition, in view of the similar human oral and mussel adhesive environments, our findings will considerably contribute to the translation of the adhesive system inspired by mussels.
Mussels are effectively operated by creating an acidic environment when adhering with 3,4-dihydroxy-l-phenylalanine (DOPA)–thiol redox chemistry for underwater bonding. Similarly, in dental adhesives, phosphoric acid-based etching is used for dentin-bonding materials. In view of the similarity between dental adhesives and underwater mussel adhesives, the combination of DOPA and thiol chemistry with acid etching can be used to overcome one of the most critical issues in dentin medical adhesives. The proposed adhesion method produces high adhesion strengths compared to those currently used in dentin and zirconia adhesives. Here, we extend and evaluate dentin and zirconia dental adhesives by mixing with mussel (DOPA)–thiol redox chemistry and acid etching.
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Adhesion Adhesive bonding Adhesiveness Adhesives Animals Bivalvia - physiology Bonding strength Catechol Catechol, 3,4-Dihydroxy-l-phenylalanine (DOPA) Catechols - pharmacology Cell Survival - drug effects Cross-Linking Reagents - chemistry Dental adhesive Dentin Dentin-Bonding Agents - pharmacology Dentistry Dihydroxyphenylalanine Etching Fibroblasts - drug effects Humans Iron - chemistry Magnetic Resonance Spectroscopy Materials Testing Mollusks Mussels Organic chemistry Oxidation Phenylalanine Phosphoric acid Resin Cements - pharmacology Self-healing Sulfhydryl Compounds - pharmacology Underwater Zirconia Zirconium - chemistry Zirconium dioxide |
| title | Catechol-thiol-based dental adhesive inspired by underwater mussel adhesion |
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