Bioinspired Photoredox Oxidation of Alcohols with Copper‐Containing Galactose Oxidase Analog
Enzyme mimic studies are driven by a variety of factors, including understanding the function of the active site, replicating enzyme activity, and constructing bio‐inspired catalysts. In this study, we present a ferrocene‐conjugated copper complex (FcTrpCOO)Cu(bpy) that not only serves as a structur...
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Veröffentlicht in: | European journal of inorganic chemistry 2024-01, Vol.27 (3), p.n/a |
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creator | Chiang, Chien‐Wei Chou, Yi‐Hsien Chou, Chih‐Hui Chen, Hung‐Chi Chen, Jeng‐Lung Hsu, Liang‐Ching Huang, Wei‐Hsiang Li, Hung‐Li Liu, Yu‐Hao |
description | Enzyme mimic studies are driven by a variety of factors, including understanding the function of the active site, replicating enzyme activity, and constructing bio‐inspired catalysts. In this study, we present a ferrocene‐conjugated copper complex (FcTrpCOO)Cu(bpy) that not only serves as a structural analog of Galactose oxidase (GOase) but also demonstrates impressive catalytic efficiency for alcohol oxidation via a photoredox process. Mechanistic investigations of the reaction were carried out using a range of spectroscopic techniques, including UV‐Vis, IR, CV, LC‐MS, XAS, and EPR. These findings offer valuable insights into the mechanism of alcohol oxidation in biological systems and provide a promising approach for developing efficient and eco‐friendly catalysts for chemical synthesis.
The study introduces a dual catalysis method using photoredox and copper catalyst, enabling aldehyde formation. A newly designed ferrocene‐conjugated copper complex, (FcTrpCOO)Cu(bpy), demonstrates effective catalytic alcohol oxidation via a photoredox mechanism. Mechanistic insights are gained through UV‐Vis, IR, CV, LC‐MS, XAS, and EPR spectroscopic techniques. |
doi_str_mv | 10.1002/ejic.202300516 |
format | Article |
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The study introduces a dual catalysis method using photoredox and copper catalyst, enabling aldehyde formation. A newly designed ferrocene‐conjugated copper complex, (FcTrpCOO)Cu(bpy), demonstrates effective catalytic alcohol oxidation via a photoredox mechanism. Mechanistic insights are gained through UV‐Vis, IR, CV, LC‐MS, XAS, and EPR spectroscopic techniques.</description><identifier>ISSN: 1434-1948</identifier><identifier>EISSN: 1099-0682</identifier><identifier>DOI: 10.1002/ejic.202300516</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>alcohol oxidation ; Alcohols ; Biomimetics ; Catalysts ; Chemical synthesis ; Copper ; Copper compounds ; C−H activation ; Enzyme activity ; Galactose ; galactose oxidase mimic ; Oxidase ; Oxidation ; photoredox catalysis</subject><ispartof>European journal of inorganic chemistry, 2024-01, Vol.27 (3), p.n/a</ispartof><rights>2023 Wiley‐VCH GmbH</rights><rights>2024 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2726-6a1cd4e97011ff3629f515606bd3a0ed1b41c8dcf458cf78bfa480fa865f1c933</cites><orcidid>0000-0001-9399-8284</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejic.202300516$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejic.202300516$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,780,784,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Chiang, Chien‐Wei</creatorcontrib><creatorcontrib>Chou, Yi‐Hsien</creatorcontrib><creatorcontrib>Chou, Chih‐Hui</creatorcontrib><creatorcontrib>Chen, Hung‐Chi</creatorcontrib><creatorcontrib>Chen, Jeng‐Lung</creatorcontrib><creatorcontrib>Hsu, Liang‐Ching</creatorcontrib><creatorcontrib>Huang, Wei‐Hsiang</creatorcontrib><creatorcontrib>Li, Hung‐Li</creatorcontrib><creatorcontrib>Liu, Yu‐Hao</creatorcontrib><title>Bioinspired Photoredox Oxidation of Alcohols with Copper‐Containing Galactose Oxidase Analog</title><title>European journal of inorganic chemistry</title><description>Enzyme mimic studies are driven by a variety of factors, including understanding the function of the active site, replicating enzyme activity, and constructing bio‐inspired catalysts. In this study, we present a ferrocene‐conjugated copper complex (FcTrpCOO)Cu(bpy) that not only serves as a structural analog of Galactose oxidase (GOase) but also demonstrates impressive catalytic efficiency for alcohol oxidation via a photoredox process. Mechanistic investigations of the reaction were carried out using a range of spectroscopic techniques, including UV‐Vis, IR, CV, LC‐MS, XAS, and EPR. These findings offer valuable insights into the mechanism of alcohol oxidation in biological systems and provide a promising approach for developing efficient and eco‐friendly catalysts for chemical synthesis.
The study introduces a dual catalysis method using photoredox and copper catalyst, enabling aldehyde formation. A newly designed ferrocene‐conjugated copper complex, (FcTrpCOO)Cu(bpy), demonstrates effective catalytic alcohol oxidation via a photoredox mechanism. Mechanistic insights are gained through UV‐Vis, IR, CV, LC‐MS, XAS, and EPR spectroscopic techniques.</description><subject>alcohol oxidation</subject><subject>Alcohols</subject><subject>Biomimetics</subject><subject>Catalysts</subject><subject>Chemical synthesis</subject><subject>Copper</subject><subject>Copper compounds</subject><subject>C−H activation</subject><subject>Enzyme activity</subject><subject>Galactose</subject><subject>galactose oxidase mimic</subject><subject>Oxidase</subject><subject>Oxidation</subject><subject>photoredox catalysis</subject><issn>1434-1948</issn><issn>1099-0682</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkL1OwzAUhSMEEqWwMkdiTrn-iROPJSqlqFIZYMVyHbt1FeJgp2q78Qg8I09CqiAYmc4Zvu_q6kTRNYIRAsC3emPVCAMmACliJ9EAAecJsByfdp0SmiBO8_PoIoQNABAgbBC93lln69BYr8v4ae1a1xW3jxd7W8rWujp2Jh5Xyq1dFeKdbddx4ZpG-6-Pz8LVrbS1rVfxVFZStS7oXuxyXMvKrS6jMyOroK9-chi93E-ei4dkvpjOivE8UTjDLGESqZJqngFCxhCGuUlRyoAtSyJBl2hJkcpLZWiaK5PlSyNpDkbmLDVIcUKG0U1_t_HufatDKzZu67sXgsAcZZQhDKyjRj2lvAvBayMab9-kPwgE4rihOG4ofjfsBN4LO1vpwz-0mDzOij_3G5IQd3I</recordid><startdate>20240122</startdate><enddate>20240122</enddate><creator>Chiang, Chien‐Wei</creator><creator>Chou, Yi‐Hsien</creator><creator>Chou, Chih‐Hui</creator><creator>Chen, Hung‐Chi</creator><creator>Chen, Jeng‐Lung</creator><creator>Hsu, Liang‐Ching</creator><creator>Huang, Wei‐Hsiang</creator><creator>Li, Hung‐Li</creator><creator>Liu, Yu‐Hao</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><orcidid>https://orcid.org/0000-0001-9399-8284</orcidid></search><sort><creationdate>20240122</creationdate><title>Bioinspired Photoredox Oxidation of Alcohols with Copper‐Containing Galactose Oxidase Analog</title><author>Chiang, Chien‐Wei ; Chou, Yi‐Hsien ; Chou, Chih‐Hui ; Chen, Hung‐Chi ; Chen, Jeng‐Lung ; Hsu, Liang‐Ching ; Huang, Wei‐Hsiang ; Li, Hung‐Li ; Liu, Yu‐Hao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2726-6a1cd4e97011ff3629f515606bd3a0ed1b41c8dcf458cf78bfa480fa865f1c933</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>alcohol oxidation</topic><topic>Alcohols</topic><topic>Biomimetics</topic><topic>Catalysts</topic><topic>Chemical synthesis</topic><topic>Copper</topic><topic>Copper compounds</topic><topic>C−H activation</topic><topic>Enzyme activity</topic><topic>Galactose</topic><topic>galactose oxidase mimic</topic><topic>Oxidase</topic><topic>Oxidation</topic><topic>photoredox catalysis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chiang, Chien‐Wei</creatorcontrib><creatorcontrib>Chou, Yi‐Hsien</creatorcontrib><creatorcontrib>Chou, Chih‐Hui</creatorcontrib><creatorcontrib>Chen, Hung‐Chi</creatorcontrib><creatorcontrib>Chen, Jeng‐Lung</creatorcontrib><creatorcontrib>Hsu, Liang‐Ching</creatorcontrib><creatorcontrib>Huang, Wei‐Hsiang</creatorcontrib><creatorcontrib>Li, Hung‐Li</creatorcontrib><creatorcontrib>Liu, Yu‐Hao</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>European journal of inorganic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Chiang, Chien‐Wei</au><au>Chou, Yi‐Hsien</au><au>Chou, Chih‐Hui</au><au>Chen, Hung‐Chi</au><au>Chen, Jeng‐Lung</au><au>Hsu, Liang‐Ching</au><au>Huang, Wei‐Hsiang</au><au>Li, Hung‐Li</au><au>Liu, Yu‐Hao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bioinspired Photoredox Oxidation of Alcohols with Copper‐Containing Galactose Oxidase Analog</atitle><jtitle>European journal of inorganic chemistry</jtitle><date>2024-01-22</date><risdate>2024</risdate><volume>27</volume><issue>3</issue><epage>n/a</epage><issn>1434-1948</issn><eissn>1099-0682</eissn><abstract>Enzyme mimic studies are driven by a variety of factors, including understanding the function of the active site, replicating enzyme activity, and constructing bio‐inspired catalysts. In this study, we present a ferrocene‐conjugated copper complex (FcTrpCOO)Cu(bpy) that not only serves as a structural analog of Galactose oxidase (GOase) but also demonstrates impressive catalytic efficiency for alcohol oxidation via a photoredox process. Mechanistic investigations of the reaction were carried out using a range of spectroscopic techniques, including UV‐Vis, IR, CV, LC‐MS, XAS, and EPR. These findings offer valuable insights into the mechanism of alcohol oxidation in biological systems and provide a promising approach for developing efficient and eco‐friendly catalysts for chemical synthesis.
The study introduces a dual catalysis method using photoredox and copper catalyst, enabling aldehyde formation. A newly designed ferrocene‐conjugated copper complex, (FcTrpCOO)Cu(bpy), demonstrates effective catalytic alcohol oxidation via a photoredox mechanism. Mechanistic insights are gained through UV‐Vis, IR, CV, LC‐MS, XAS, and EPR spectroscopic techniques.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejic.202300516</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0001-9399-8284</orcidid></addata></record> |
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subjects | alcohol oxidation Alcohols Biomimetics Catalysts Chemical synthesis Copper Copper compounds C−H activation Enzyme activity Galactose galactose oxidase mimic Oxidase Oxidation photoredox catalysis |
title | Bioinspired Photoredox Oxidation of Alcohols with Copper‐Containing Galactose Oxidase Analog |
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