Schiff base complex conjugates of bovine serum albumin as artificial metalloenzymes for eco-friendly enantioselective sulfoxidation
Artificial metalloenzymes (BSA-ML) have been prepared by non-covalent insertion of transition metal Schiff-base complexes, ML (L = 2-hydroxynaphthalen-1-naphthaldehyde and 3,4-diaminobenzenesulfonic acid; M = Co, Mn, V, Fe, Cr), into bovine serum albumin (BSA) as the host protein and were characteri...
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| creator | Tang, Jie Yao, Pengfei Wang, Lina Bian, Hedong Luo, Meiyi Huang, Fuping |
| description | Artificial metalloenzymes (BSA-ML) have been prepared by non-covalent insertion of transition metal Schiff-base complexes, ML (L = 2-hydroxynaphthalen-1-naphthaldehyde and 3,4-diaminobenzenesulfonic acid; M = Co, Mn, V, Fe, Cr), into bovine serum albumin (BSA) as the host protein and were characterized by UV-visible spectroscopy, ESI-TOF mass spectrometry and molecular docking studies. The catalytic activities of the BSA-ML in the selective oxidation of various prochiral sulfides in aqueous media, using H
O
as oxidant, have been evaluated. During the optimization process, pH and the concentrations of catalyst and oxidant were found to have a remarkable influence on both yield and enantioselectivity. In certain cases, BSA-ML gave satisfactory results in the oxidation of organic sulfides to sulfoxides (up to 100% conversion, 100% chemoselectivity, 96% ee and 500 h
turnover frequency). |
| doi_str_mv | 10.1039/C8RA07113F |
| format | Article |
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O
as oxidant, have been evaluated. During the optimization process, pH and the concentrations of catalyst and oxidant were found to have a remarkable influence on both yield and enantioselectivity. In certain cases, BSA-ML gave satisfactory results in the oxidation of organic sulfides to sulfoxides (up to 100% conversion, 100% chemoselectivity, 96% ee and 500 h
turnover frequency).</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C8RA07113F</identifier><identifier>PMID: 35557885</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Aqueous solutions ; Catalysis ; Chemistry ; Coordination compounds ; Crystallography ; Enantiomers ; Hydrogen peroxide ; Imines ; Manganese ; Mass spectrometry ; Molecular docking ; Oxidation ; Proteins ; Serum albumin ; Sulfides ; Transition metals</subject><ispartof>RSC advances, 2018-01, Vol.8 (71), p.40720-40730</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2018</rights><rights>This journal is © The Royal Society of Chemistry 2018 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c406t-eba008134d88e1c42c449c705ad8f7ab518dfb88439f9cc47643195a17faeae43</citedby><cites>FETCH-LOGICAL-c406t-eba008134d88e1c42c449c705ad8f7ab518dfb88439f9cc47643195a17faeae43</cites><orcidid>0000-0003-4654-9085</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091609/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9091609/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,315,728,781,785,865,886,27929,27930,53796,53798</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35557885$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Tang, Jie</creatorcontrib><creatorcontrib>Yao, Pengfei</creatorcontrib><creatorcontrib>Wang, Lina</creatorcontrib><creatorcontrib>Bian, Hedong</creatorcontrib><creatorcontrib>Luo, Meiyi</creatorcontrib><creatorcontrib>Huang, Fuping</creatorcontrib><title>Schiff base complex conjugates of bovine serum albumin as artificial metalloenzymes for eco-friendly enantioselective sulfoxidation</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>Artificial metalloenzymes (BSA-ML) have been prepared by non-covalent insertion of transition metal Schiff-base complexes, ML (L = 2-hydroxynaphthalen-1-naphthaldehyde and 3,4-diaminobenzenesulfonic acid; M = Co, Mn, V, Fe, Cr), into bovine serum albumin (BSA) as the host protein and were characterized by UV-visible spectroscopy, ESI-TOF mass spectrometry and molecular docking studies. The catalytic activities of the BSA-ML in the selective oxidation of various prochiral sulfides in aqueous media, using H
O
as oxidant, have been evaluated. During the optimization process, pH and the concentrations of catalyst and oxidant were found to have a remarkable influence on both yield and enantioselectivity. In certain cases, BSA-ML gave satisfactory results in the oxidation of organic sulfides to sulfoxides (up to 100% conversion, 100% chemoselectivity, 96% ee and 500 h
turnover frequency).</description><subject>Aqueous solutions</subject><subject>Catalysis</subject><subject>Chemistry</subject><subject>Coordination compounds</subject><subject>Crystallography</subject><subject>Enantiomers</subject><subject>Hydrogen peroxide</subject><subject>Imines</subject><subject>Manganese</subject><subject>Mass spectrometry</subject><subject>Molecular docking</subject><subject>Oxidation</subject><subject>Proteins</subject><subject>Serum albumin</subject><subject>Sulfides</subject><subject>Transition metals</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpdkV1rFTEQhoMottTe-AMk4I0Iq8luspvcCOXQqlAQ_LgOs9lJm0M2OSa7hx5v_eNGWmt1bmaYeeZlhpeQ55y94azTbzfq8xkbOO8uHpHjlom-aVmvHz-oj8hpKVtWo5e87flTctRJKQel5DH5-cVee-foCAWpTfMu4E3NcbtewYKFpjpKex-RFszrTCGM6-wjhUIhL9556yHQGRcIIWH8cZjrkkuZok2Nyx7jFA4UI8TFp4IB7eL3VWwNLt34CWo3PiNPHISCp3f5hHy7OP-6-dBcfnr_cXN22VjB-qXBERhTvBOTUsitaK0Q2g5MwqTcAKPkanKjUqLTTlsrhl50XEvggwMEFN0JeXeru1vHGSeLcckQzC77GfLBJPDm30n01-Yq7Y1mmvdMV4FXdwI5fV-xLGb2xWIIEDGtxbR9LwbdMskq-vI_dJvWHOt7puVSsKGrplXq9S1lcyolo7s_hjPz217z194Kv3h4_j36x8zuFwGMo4o</recordid><startdate>20180101</startdate><enddate>20180101</enddate><creator>Tang, Jie</creator><creator>Yao, Pengfei</creator><creator>Wang, Lina</creator><creator>Bian, Hedong</creator><creator>Luo, Meiyi</creator><creator>Huang, Fuping</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0003-4654-9085</orcidid></search><sort><creationdate>20180101</creationdate><title>Schiff base complex conjugates of bovine serum albumin as artificial metalloenzymes for eco-friendly enantioselective sulfoxidation</title><author>Tang, Jie ; Yao, Pengfei ; Wang, Lina ; Bian, Hedong ; Luo, Meiyi ; Huang, Fuping</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c406t-eba008134d88e1c42c449c705ad8f7ab518dfb88439f9cc47643195a17faeae43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aqueous solutions</topic><topic>Catalysis</topic><topic>Chemistry</topic><topic>Coordination compounds</topic><topic>Crystallography</topic><topic>Enantiomers</topic><topic>Hydrogen peroxide</topic><topic>Imines</topic><topic>Manganese</topic><topic>Mass spectrometry</topic><topic>Molecular docking</topic><topic>Oxidation</topic><topic>Proteins</topic><topic>Serum albumin</topic><topic>Sulfides</topic><topic>Transition metals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tang, Jie</creatorcontrib><creatorcontrib>Yao, Pengfei</creatorcontrib><creatorcontrib>Wang, Lina</creatorcontrib><creatorcontrib>Bian, Hedong</creatorcontrib><creatorcontrib>Luo, Meiyi</creatorcontrib><creatorcontrib>Huang, Fuping</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tang, Jie</au><au>Yao, Pengfei</au><au>Wang, Lina</au><au>Bian, Hedong</au><au>Luo, Meiyi</au><au>Huang, Fuping</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Schiff base complex conjugates of bovine serum albumin as artificial metalloenzymes for eco-friendly enantioselective sulfoxidation</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2018-01-01</date><risdate>2018</risdate><volume>8</volume><issue>71</issue><spage>40720</spage><epage>40730</epage><pages>40720-40730</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>Artificial metalloenzymes (BSA-ML) have been prepared by non-covalent insertion of transition metal Schiff-base complexes, ML (L = 2-hydroxynaphthalen-1-naphthaldehyde and 3,4-diaminobenzenesulfonic acid; M = Co, Mn, V, Fe, Cr), into bovine serum albumin (BSA) as the host protein and were characterized by UV-visible spectroscopy, ESI-TOF mass spectrometry and molecular docking studies. The catalytic activities of the BSA-ML in the selective oxidation of various prochiral sulfides in aqueous media, using H
O
as oxidant, have been evaluated. During the optimization process, pH and the concentrations of catalyst and oxidant were found to have a remarkable influence on both yield and enantioselectivity. In certain cases, BSA-ML gave satisfactory results in the oxidation of organic sulfides to sulfoxides (up to 100% conversion, 100% chemoselectivity, 96% ee and 500 h
turnover frequency).</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35557885</pmid><doi>10.1039/C8RA07113F</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0003-4654-9085</orcidid><oa>free_for_read</oa></addata></record> |
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| source | DOAJ Directory of Open Access Journals; Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; PubMed Central Open Access; PubMed Central |
| subjects | Aqueous solutions Catalysis Chemistry Coordination compounds Crystallography Enantiomers Hydrogen peroxide Imines Manganese Mass spectrometry Molecular docking Oxidation Proteins Serum albumin Sulfides Transition metals |
| title | Schiff base complex conjugates of bovine serum albumin as artificial metalloenzymes for eco-friendly enantioselective sulfoxidation |
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