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Artificial Light‐Harvesting Complexes Enable Rieske Oxygenase Catalyzed Hydroxylations in Non‐Photosynthetic cells
In this study, we coupled a well‐established whole‐cell system based on E. coli via light‐harvesting complexes to Rieske oxygenase (RO)‐catalyzed hydroxylations in vivo. Although these enzymes represent very promising biocatalysts, their practical applicability is hampered by their dependency on NAD...
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Published in: | Angewandte Chemie International Edition 2020-03, Vol.59 (10), p.3982-3987 |
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description | In this study, we coupled a well‐established whole‐cell system based on E. coli via light‐harvesting complexes to Rieske oxygenase (RO)‐catalyzed hydroxylations in vivo. Although these enzymes represent very promising biocatalysts, their practical applicability is hampered by their dependency on NAD(P)H as well as their multicomponent nature and intrinsic instability in cell‐free systems. In order to explore the boundaries of E. coli as chassis for artificial photosynthesis, and due to the reported instability of ROs, we used these challenging enzymes as a model system. The light‐driven approach relies on light‐harvesting complexes such as eosin Y, 5(6)‐carboxyeosin, and rose bengal and sacrificial electron donors (EDTA, MOPS, and MES) that were easily taken up by the cells. The obtained product formations of up to 1.3 g L−1 and rates of up to 1.6 mm h−1 demonstrate that this is a comparable approach to typical whole‐cell transformations in E. coli. The applicability of this photocatalytic synthesis has been demonstrated and represents the first example of a photoinduced RO system.
Illuminate me! The photoactivation of Rieske dioxygenases in the absence of glucose or any cofactor was successfully conducted using several photosensitizers for the bioconversion of three different substrates, which represents the first example of a photoinduced Rieske system. |
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Illuminate me! The photoactivation of Rieske dioxygenases in the absence of glucose or any cofactor was successfully conducted using several photosensitizers for the bioconversion of three different substrates, which represents the first example of a photoinduced Rieske system.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.201914519</identifier><identifier>PMID: 31850622</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Biocatalysis ; Biocatalysts ; Chassis ; Communication ; Communications ; E coli ; Enzymes ; Escherichia coli - cytology ; Escherichia coli - metabolism ; Ethylenediaminetetraacetic acids ; Hydroxylation ; Light-Harvesting Protein Complexes - metabolism ; Mopping ; NAD ; oxyfunctionalization ; Oxygenase ; Oxygenases - metabolism ; photocatalysis ; photoinduced electron transfer ; Photosynthesis ; Rieske dioxygenases</subject><ispartof>Angewandte Chemie International Edition, 2020-03, Vol.59 (10), p.3982-3987</ispartof><rights>2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.</rights><rights>2019. This article is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5719-9b11e63bb829a1af93d88326e7d0648cd91c904eb7584612f4735157d1666a3a3</citedby><cites>FETCH-LOGICAL-c5719-9b11e63bb829a1af93d88326e7d0648cd91c904eb7584612f4735157d1666a3a3</cites><orcidid>0000-0001-5114-8644 ; 0000-0002-8443-8805</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,314,780,784,885,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/31850622$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Feyza Özgen, F.</creatorcontrib><creatorcontrib>Runda, Michael E.</creatorcontrib><creatorcontrib>Burek, Bastien O.</creatorcontrib><creatorcontrib>Wied, Peter</creatorcontrib><creatorcontrib>Bloh, Jonathan Z.</creatorcontrib><creatorcontrib>Kourist, Robert</creatorcontrib><creatorcontrib>Schmidt, Sandy</creatorcontrib><title>Artificial Light‐Harvesting Complexes Enable Rieske Oxygenase Catalyzed Hydroxylations in Non‐Photosynthetic cells</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>In this study, we coupled a well‐established whole‐cell system based on E. coli via light‐harvesting complexes to Rieske oxygenase (RO)‐catalyzed hydroxylations in vivo. Although these enzymes represent very promising biocatalysts, their practical applicability is hampered by their dependency on NAD(P)H as well as their multicomponent nature and intrinsic instability in cell‐free systems. In order to explore the boundaries of E. coli as chassis for artificial photosynthesis, and due to the reported instability of ROs, we used these challenging enzymes as a model system. The light‐driven approach relies on light‐harvesting complexes such as eosin Y, 5(6)‐carboxyeosin, and rose bengal and sacrificial electron donors (EDTA, MOPS, and MES) that were easily taken up by the cells. The obtained product formations of up to 1.3 g L−1 and rates of up to 1.6 mm h−1 demonstrate that this is a comparable approach to typical whole‐cell transformations in E. coli. The applicability of this photocatalytic synthesis has been demonstrated and represents the first example of a photoinduced RO system.
Illuminate me! The photoactivation of Rieske dioxygenases in the absence of glucose or any cofactor was successfully conducted using several photosensitizers for the bioconversion of three different substrates, which represents the first example of a photoinduced Rieske system.</description><subject>Biocatalysis</subject><subject>Biocatalysts</subject><subject>Chassis</subject><subject>Communication</subject><subject>Communications</subject><subject>E coli</subject><subject>Enzymes</subject><subject>Escherichia coli - cytology</subject><subject>Escherichia coli - metabolism</subject><subject>Ethylenediaminetetraacetic acids</subject><subject>Hydroxylation</subject><subject>Light-Harvesting Protein Complexes - metabolism</subject><subject>Mopping</subject><subject>NAD</subject><subject>oxyfunctionalization</subject><subject>Oxygenase</subject><subject>Oxygenases - metabolism</subject><subject>photocatalysis</subject><subject>photoinduced electron transfer</subject><subject>Photosynthesis</subject><subject>Rieske dioxygenases</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><recordid>eNqFkctuEzEUhkcIREvLliWyxKabSX0ZezwbpCgKpFLUIlTWlmfmTOLi2MGehAwrHqHP2Cepo5Rw2bDykfz50_n9Z9kbgkcEY3qpnYERxaQiBSfVs-yUcEpyVpbseZoLxvJScnKSvYrxLvFSYvEyO2FEciwoPc2249CbzjRGWzQ3i2X_8PN-psMWYm_cAk38am1hBxFNna4toM8G4ldAN7thAU5HQBPdazv8gBbNhjb43WB1b7yLyDh07V3SfVr63sfB9UvoTYMasDaeZy86bSO8fjrPsi8fpreTWT6_-Xg1Gc_zhpekyquaEBCsriWtNNFdxVopGRVQtlgUsmkr0lS4gLrkshCEdkXJOOFlS4QQmml2lr0_eNebegVtA64P2qp1MCsdBuW1UX_fOLNUC79VJRZJxJPg4kkQ_LdN-hW1MnEfQTvwm6goo5IVBWE0oe_-Qe_8JrgUL1GSck45w4kaHagm-BgDdMdlCFb7StW-UnWsND14-2eEI_6rwwRUB-C7sTD8R6fG11fT3_JH7iKxdg</recordid><startdate>20200302</startdate><enddate>20200302</enddate><creator>Feyza Özgen, F.</creator><creator>Runda, Michael E.</creator><creator>Burek, Bastien O.</creator><creator>Wied, Peter</creator><creator>Bloh, Jonathan Z.</creator><creator>Kourist, Robert</creator><creator>Schmidt, Sandy</creator><general>Wiley Subscription Services, Inc</general><general>John Wiley and Sons Inc</general><scope>24P</scope><scope>WIN</scope><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>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-5114-8644</orcidid><orcidid>https://orcid.org/0000-0002-8443-8805</orcidid></search><sort><creationdate>20200302</creationdate><title>Artificial Light‐Harvesting Complexes Enable Rieske Oxygenase Catalyzed Hydroxylations in Non‐Photosynthetic cells</title><author>Feyza Özgen, F. ; Runda, Michael E. ; Burek, Bastien O. ; Wied, Peter ; Bloh, Jonathan Z. ; Kourist, Robert ; Schmidt, Sandy</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5719-9b11e63bb829a1af93d88326e7d0648cd91c904eb7584612f4735157d1666a3a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Biocatalysis</topic><topic>Biocatalysts</topic><topic>Chassis</topic><topic>Communication</topic><topic>Communications</topic><topic>E coli</topic><topic>Enzymes</topic><topic>Escherichia coli - cytology</topic><topic>Escherichia coli - metabolism</topic><topic>Ethylenediaminetetraacetic acids</topic><topic>Hydroxylation</topic><topic>Light-Harvesting Protein Complexes - metabolism</topic><topic>Mopping</topic><topic>NAD</topic><topic>oxyfunctionalization</topic><topic>Oxygenase</topic><topic>Oxygenases - metabolism</topic><topic>photocatalysis</topic><topic>photoinduced electron transfer</topic><topic>Photosynthesis</topic><topic>Rieske dioxygenases</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Feyza Özgen, F.</creatorcontrib><creatorcontrib>Runda, Michael E.</creatorcontrib><creatorcontrib>Burek, Bastien O.</creatorcontrib><creatorcontrib>Wied, Peter</creatorcontrib><creatorcontrib>Bloh, Jonathan Z.</creatorcontrib><creatorcontrib>Kourist, Robert</creatorcontrib><creatorcontrib>Schmidt, Sandy</creatorcontrib><collection>Wiley_OA刊</collection><collection>Wiley-Blackwell Free Backfiles(OpenAccess)</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Feyza Özgen, F.</au><au>Runda, Michael E.</au><au>Burek, Bastien O.</au><au>Wied, Peter</au><au>Bloh, Jonathan Z.</au><au>Kourist, Robert</au><au>Schmidt, Sandy</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Artificial Light‐Harvesting Complexes Enable Rieske Oxygenase Catalyzed Hydroxylations in Non‐Photosynthetic cells</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew Chem Int Ed Engl</addtitle><date>2020-03-02</date><risdate>2020</risdate><volume>59</volume><issue>10</issue><spage>3982</spage><epage>3987</epage><pages>3982-3987</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>In this study, we coupled a well‐established whole‐cell system based on E. coli via light‐harvesting complexes to Rieske oxygenase (RO)‐catalyzed hydroxylations in vivo. Although these enzymes represent very promising biocatalysts, their practical applicability is hampered by their dependency on NAD(P)H as well as their multicomponent nature and intrinsic instability in cell‐free systems. In order to explore the boundaries of E. coli as chassis for artificial photosynthesis, and due to the reported instability of ROs, we used these challenging enzymes as a model system. The light‐driven approach relies on light‐harvesting complexes such as eosin Y, 5(6)‐carboxyeosin, and rose bengal and sacrificial electron donors (EDTA, MOPS, and MES) that were easily taken up by the cells. The obtained product formations of up to 1.3 g L−1 and rates of up to 1.6 mm h−1 demonstrate that this is a comparable approach to typical whole‐cell transformations in E. coli. The applicability of this photocatalytic synthesis has been demonstrated and represents the first example of a photoinduced RO system.
Illuminate me! The photoactivation of Rieske dioxygenases in the absence of glucose or any cofactor was successfully conducted using several photosensitizers for the bioconversion of three different substrates, which represents the first example of a photoinduced Rieske system.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>31850622</pmid><doi>10.1002/anie.201914519</doi><tpages>6</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0001-5114-8644</orcidid><orcidid>https://orcid.org/0000-0002-8443-8805</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Biocatalysis Biocatalysts Chassis Communication Communications E coli Enzymes Escherichia coli - cytology Escherichia coli - metabolism Ethylenediaminetetraacetic acids Hydroxylation Light-Harvesting Protein Complexes - metabolism Mopping NAD oxyfunctionalization Oxygenase Oxygenases - metabolism photocatalysis photoinduced electron transfer Photosynthesis Rieske dioxygenases |
title | Artificial Light‐Harvesting Complexes Enable Rieske Oxygenase Catalyzed Hydroxylations in Non‐Photosynthetic cells |
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