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Biocatalytic production of chiral epichlorohydrin in organic solvents
Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents w...
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| Published in: | Journal of bioscience and bioengineering 1999, Vol.88 (3), p.339-341 |
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| Main Authors: | , , , , |
| Format: | Article |
| Language: | English |
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| cited_by | cdi_FETCH-LOGICAL-c534t-d36eb5f3681fd345e8c02b4e141320c320db5b7f737f0120a95acd63a8330f0d3 |
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| cites | cdi_FETCH-LOGICAL-c534t-d36eb5f3681fd345e8c02b4e141320c320db5b7f737f0120a95acd63a8330f0d3 |
| container_end_page | 341 |
| container_issue | 3 |
| container_start_page | 339 |
| container_title | Journal of bioscience and bioengineering |
| container_volume | 88 |
| creator | Choi, Won Jae Lee, Eun Yeol Yoon, Sung Jun Yang, Seung-Taek Choi, Cha Yong |
| description | Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated
Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents were employed in the reaction medium. The enantioselectivity was highly dependent on the solvent structure, water content of the medium, and the initial epichlorohydrin concentration. (
S)-Epichlorohydrin could be obtained from its racemates (60 mM) with an optical purity of 100% enantiomeric excess (ee) and 20% yield in cyclohexane supplemented with 2.0% (v/v) water. |
| doi_str_mv | 10.1016/S1389-1723(00)80022-5 |
| format | article |
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Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents were employed in the reaction medium. The enantioselectivity was highly dependent on the solvent structure, water content of the medium, and the initial epichlorohydrin concentration. (
S)-Epichlorohydrin could be obtained from its racemates (60 mM) with an optical purity of 100% enantiomeric excess (ee) and 20% yield in cyclohexane supplemented with 2.0% (v/v) water.</description><identifier>ISSN: 1389-1723</identifier><identifier>EISSN: 1347-4421</identifier><identifier>DOI: 10.1016/S1389-1723(00)80022-5</identifier><identifier>PMID: 16232624</identifier><language>eng</language><publisher>Amsterdarm: Elsevier B.V</publisher><subject>( S)-epichlorohydrin ; ASPERGILLUS NIGER ; BIOCATALIZADOR ; BIOCATALYSEUR ; BIOCATALYSTS ; Bioconversions. Hemisynthesis ; Biodegradation ; Biological and medical sciences ; BIOLOGICAL PRODUCTION ; Biotechnology ; Catalysis ; Composition effects ; enantioselective hydrolysis ; Fundamental and applied biological sciences. Psychology ; Fungi ; HIDROLISIS ; HYDROLYSE ; HYDROLYSIS ; Methods. Procedures. Technologies ; organic solvent ; Organic solvents ; Paraffins ; PRODUCCION BIOLOGICA ; PRODUCTION BIOLOGIQUE ; SOLVANT ; SOLVENTES ; SOLVENTS ; Water</subject><ispartof>Journal of bioscience and bioengineering, 1999, Vol.88 (3), p.339-341</ispartof><rights>1999</rights><rights>1999 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c534t-d36eb5f3681fd345e8c02b4e141320c320db5b7f737f0120a95acd63a8330f0d3</citedby><cites>FETCH-LOGICAL-c534t-d36eb5f3681fd345e8c02b4e141320c320db5b7f737f0120a95acd63a8330f0d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4024,27923,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=1992489$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16232624$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Choi, Won Jae</creatorcontrib><creatorcontrib>Lee, Eun Yeol</creatorcontrib><creatorcontrib>Yoon, Sung Jun</creatorcontrib><creatorcontrib>Yang, Seung-Taek</creatorcontrib><creatorcontrib>Choi, Cha Yong</creatorcontrib><title>Biocatalytic production of chiral epichlorohydrin in organic solvents</title><title>Journal of bioscience and bioengineering</title><addtitle>J Biosci Bioeng</addtitle><description>Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated
Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents were employed in the reaction medium. The enantioselectivity was highly dependent on the solvent structure, water content of the medium, and the initial epichlorohydrin concentration. (
S)-Epichlorohydrin could be obtained from its racemates (60 mM) with an optical purity of 100% enantiomeric excess (ee) and 20% yield in cyclohexane supplemented with 2.0% (v/v) water.</description><subject>( S)-epichlorohydrin</subject><subject>ASPERGILLUS NIGER</subject><subject>BIOCATALIZADOR</subject><subject>BIOCATALYSEUR</subject><subject>BIOCATALYSTS</subject><subject>Bioconversions. Hemisynthesis</subject><subject>Biodegradation</subject><subject>Biological and medical sciences</subject><subject>BIOLOGICAL PRODUCTION</subject><subject>Biotechnology</subject><subject>Catalysis</subject><subject>Composition effects</subject><subject>enantioselective hydrolysis</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Fungi</subject><subject>HIDROLISIS</subject><subject>HYDROLYSE</subject><subject>HYDROLYSIS</subject><subject>Methods. Procedures. Technologies</subject><subject>organic solvent</subject><subject>Organic solvents</subject><subject>Paraffins</subject><subject>PRODUCCION BIOLOGICA</subject><subject>PRODUCTION BIOLOGIQUE</subject><subject>SOLVANT</subject><subject>SOLVENTES</subject><subject>SOLVENTS</subject><subject>Water</subject><issn>1389-1723</issn><issn>1347-4421</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><recordid>eNqFkEtr3DAQgEVJaR7NT0jwIZT04HZGD8s-hTakLwIttDkLWY-sgtfaSN7A_vvKWUOOESNGMN-Mho-QM4RPCNh8_ous7WqUlF0CfGwBKK3FG3KEjMuac4oH83tBDslxzg8AKEHiO3KIDWW0ofyI3HwN0ehJD7spmGqTot2aKcSxir4yq5D0ULlNMKshprja2RTGqkRM93osfI7Dkxun_J689XrI7nTJJ-Tu282_6x_17e_vP6-_3NZGMD7VljWuF541LXrLuHCtAdpzhxwZBVOu7UUvvWTSA1LQndDGNky3jIEHy07Ih_3csujj1uVJrUM2bhj06OI2KwltA43EV0GKnEInRAHFHjQp5pycV5sU1jrtFIKaRatn0Wq2qADUs2g1950vH2z7tbMvXYvZAlwsgM5GDz7p0YT8wnUd5W1XsLM95nVU-j4V5NcfCvOhspvHXO3rrmh9Ci6pbIIbjbMhOTMpG8Mrm_4HAUaiGw</recordid><startdate>1999</startdate><enddate>1999</enddate><creator>Choi, Won Jae</creator><creator>Lee, Eun Yeol</creator><creator>Yoon, Sung Jun</creator><creator>Yang, Seung-Taek</creator><creator>Choi, Cha Yong</creator><general>Elsevier B.V</general><general>Elsevier Science</general><scope>FBQ</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>1999</creationdate><title>Biocatalytic production of chiral epichlorohydrin in organic solvents</title><author>Choi, Won Jae ; Lee, Eun Yeol ; Yoon, Sung Jun ; Yang, Seung-Taek ; Choi, Cha Yong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c534t-d36eb5f3681fd345e8c02b4e141320c320db5b7f737f0120a95acd63a8330f0d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>( S)-epichlorohydrin</topic><topic>ASPERGILLUS NIGER</topic><topic>BIOCATALIZADOR</topic><topic>BIOCATALYSEUR</topic><topic>BIOCATALYSTS</topic><topic>Bioconversions. Hemisynthesis</topic><topic>Biodegradation</topic><topic>Biological and medical sciences</topic><topic>BIOLOGICAL PRODUCTION</topic><topic>Biotechnology</topic><topic>Catalysis</topic><topic>Composition effects</topic><topic>enantioselective hydrolysis</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Fungi</topic><topic>HIDROLISIS</topic><topic>HYDROLYSE</topic><topic>HYDROLYSIS</topic><topic>Methods. Procedures. Technologies</topic><topic>organic solvent</topic><topic>Organic solvents</topic><topic>Paraffins</topic><topic>PRODUCCION BIOLOGICA</topic><topic>PRODUCTION BIOLOGIQUE</topic><topic>SOLVANT</topic><topic>SOLVENTES</topic><topic>SOLVENTS</topic><topic>Water</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Choi, Won Jae</creatorcontrib><creatorcontrib>Lee, Eun Yeol</creatorcontrib><creatorcontrib>Yoon, Sung Jun</creatorcontrib><creatorcontrib>Yang, Seung-Taek</creatorcontrib><creatorcontrib>Choi, Cha Yong</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of bioscience and bioengineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Choi, Won Jae</au><au>Lee, Eun Yeol</au><au>Yoon, Sung Jun</au><au>Yang, Seung-Taek</au><au>Choi, Cha Yong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Biocatalytic production of chiral epichlorohydrin in organic solvents</atitle><jtitle>Journal of bioscience and bioengineering</jtitle><addtitle>J Biosci Bioeng</addtitle><date>1999</date><risdate>1999</risdate><volume>88</volume><issue>3</issue><spage>339</spage><epage>341</epage><pages>339-341</pages><issn>1389-1723</issn><eissn>1347-4421</eissn><abstract>Enantioselective hydrolysis of racemic epichlorohydrin was accomplished for the production of enantiopure epichlorohydrin using the whole cells of an isolated
Aspergillus niger spps. To overcome the spontaneous chemical degradation of epichlorohydrin that occurs in aqueous buffer, organic solvents were employed in the reaction medium. The enantioselectivity was highly dependent on the solvent structure, water content of the medium, and the initial epichlorohydrin concentration. (
S)-Epichlorohydrin could be obtained from its racemates (60 mM) with an optical purity of 100% enantiomeric excess (ee) and 20% yield in cyclohexane supplemented with 2.0% (v/v) water.</abstract><cop>Amsterdarm</cop><pub>Elsevier B.V</pub><pmid>16232624</pmid><doi>10.1016/S1389-1723(00)80022-5</doi><tpages>3</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1389-1723 |
| ispartof | Journal of bioscience and bioengineering, 1999, Vol.88 (3), p.339-341 |
| issn | 1389-1723 1347-4421 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70860671 |
| source | ScienceDirect Freedom Collection |
| subjects | ( S)-epichlorohydrin ASPERGILLUS NIGER BIOCATALIZADOR BIOCATALYSEUR BIOCATALYSTS Bioconversions. Hemisynthesis Biodegradation Biological and medical sciences BIOLOGICAL PRODUCTION Biotechnology Catalysis Composition effects enantioselective hydrolysis Fundamental and applied biological sciences. Psychology Fungi HIDROLISIS HYDROLYSE HYDROLYSIS Methods. Procedures. Technologies organic solvent Organic solvents Paraffins PRODUCCION BIOLOGICA PRODUCTION BIOLOGIQUE SOLVANT SOLVENTES SOLVENTS Water |
| title | Biocatalytic production of chiral epichlorohydrin in organic solvents |
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