Side chain hydroxylation of aromatic compounds by fungi. I: Products and stereochemistry
The fungus Mortierella isabellina can convert ethylbenzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses between 5 and 40% and chemical yields up to 45%. 2-Ethylnaphthalene, 2-ethylthiophene, and n-propylbenzene were si...
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| Veröffentlicht in: | Canadian journal of chemistry 1987, Vol.65 (3), p.502-507 |
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| container_title | Canadian journal of chemistry |
| container_volume | 65 |
| creator | HOLLAND, H. L BERGEN, E. J CHINNA CHENCHAIAH, P KHAN, S. H MUNOZ, B NINNISS, R. W RICHARDS, D |
| description | The fungus Mortierella isabellina can convert ethylbenzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses between 5 and 40% and chemical yields up to 45%. 2-Ethylnaphthalene, 2-ethylthiophene, and n-propylbenzene were similarly converted, as were the bicyclic compounds indane and tetralin. In most cases, the R absolute configuration of product predominated. The fungi Cunninghamella echinulata var. elegans and Helminthosporium species are also capable of performing some of these transformations. M. isabellina and C. elegans also produce 2-phenylethanols as products in some cases. |
| format | Article |
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I: Products and stereochemistry</title><source>NRC Research Press</source><source>EZB-FREE-00999 freely available EZB journals</source><source>Free Full-Text Journals in Chemistry</source><creator>HOLLAND, H. L ; BERGEN, E. J ; CHINNA CHENCHAIAH, P ; KHAN, S. H ; MUNOZ, B ; NINNISS, R. W ; RICHARDS, D</creator><creatorcontrib>HOLLAND, H. L ; BERGEN, E. J ; CHINNA CHENCHAIAH, P ; KHAN, S. H ; MUNOZ, B ; NINNISS, R. W ; RICHARDS, D</creatorcontrib><description>The fungus Mortierella isabellina can convert ethylbenzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses between 5 and 40% and chemical yields up to 45%. 2-Ethylnaphthalene, 2-ethylthiophene, and n-propylbenzene were similarly converted, as were the bicyclic compounds indane and tetralin. In most cases, the R absolute configuration of product predominated. The fungi Cunninghamella echinulata var. elegans and Helminthosporium species are also capable of performing some of these transformations. M. isabellina and C. elegans also produce 2-phenylethanols as products in some cases.</description><identifier>ISSN: 0008-4042</identifier><identifier>EISSN: 1480-3291</identifier><identifier>CODEN: CJCHAG</identifier><language>eng</language><publisher>Ottawa, ON: National Research Council of Canada</publisher><subject>Bioconversions. Hemisynthesis ; Biological and medical sciences ; Biotechnology ; Cunninghamella echinulata ; Fundamental and applied biological sciences. Psychology ; Helminthosporium ; Methods. Procedures. 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I: Products and stereochemistry</title><title>Canadian journal of chemistry</title><description>The fungus Mortierella isabellina can convert ethylbenzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses between 5 and 40% and chemical yields up to 45%. 2-Ethylnaphthalene, 2-ethylthiophene, and n-propylbenzene were similarly converted, as were the bicyclic compounds indane and tetralin. In most cases, the R absolute configuration of product predominated. The fungi Cunninghamella echinulata var. elegans and Helminthosporium species are also capable of performing some of these transformations. M. isabellina and C. elegans also produce 2-phenylethanols as products in some cases.</description><subject>Bioconversions. Hemisynthesis</subject><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>Cunninghamella echinulata</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Helminthosporium</subject><subject>Methods. Procedures. Technologies</subject><issn>0008-4042</issn><issn>1480-3291</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1987</creationdate><recordtype>article</recordtype><recordid>eNotj0tLxDAYRYMoWEf_QxbirpJX24w7GXwMDCg4C3fly6M20iY1acH-ewPO6nLgci73DBVUSFJytqXnqCCEyFIQwS7RVUrfGRvCqgJ9fjhjse7BedyvJobfdYDZBY9DhyGGMYPGOoxTWLxJWK24W_yXu8f7B_weg1n0nDB4g9Nsow26t6NLc1yv0UUHQ7I3p9yg4_PTcfdaHt5e9rvHQznVhJWVhqqhVlVabWWtOq6FAs4EGKWkZMo0gjEjLDNSEksa3nTGSgm0NvlYTfkG3f1rpxh-FpvmNs9rOwzgbVhSS0XNaHbk4u2pCEnD0EXw2qV2im6EuLZNxQhnNf8DSJZdQw</recordid><startdate>1987</startdate><enddate>1987</enddate><creator>HOLLAND, H. L</creator><creator>BERGEN, E. J</creator><creator>CHINNA CHENCHAIAH, P</creator><creator>KHAN, S. H</creator><creator>MUNOZ, B</creator><creator>NINNISS, R. W</creator><creator>RICHARDS, D</creator><general>National Research Council of Canada</general><scope>IQODW</scope><scope>M7N</scope></search><sort><creationdate>1987</creationdate><title>Side chain hydroxylation of aromatic compounds by fungi. I: Products and stereochemistry</title><author>HOLLAND, H. L ; BERGEN, E. J ; CHINNA CHENCHAIAH, P ; KHAN, S. H ; MUNOZ, B ; NINNISS, R. W ; RICHARDS, D</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p602-5ca571eb5cb986bf3c4ba324adbb882bd7422d4e2d880e0737fde88a16d329613</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1987</creationdate><topic>Bioconversions. Hemisynthesis</topic><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>Cunninghamella echinulata</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Helminthosporium</topic><topic>Methods. Procedures. Technologies</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>HOLLAND, H. L</creatorcontrib><creatorcontrib>BERGEN, E. J</creatorcontrib><creatorcontrib>CHINNA CHENCHAIAH, P</creatorcontrib><creatorcontrib>KHAN, S. H</creatorcontrib><creatorcontrib>MUNOZ, B</creatorcontrib><creatorcontrib>NINNISS, R. W</creatorcontrib><creatorcontrib>RICHARDS, D</creatorcontrib><collection>Pascal-Francis</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><jtitle>Canadian journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>HOLLAND, H. L</au><au>BERGEN, E. J</au><au>CHINNA CHENCHAIAH, P</au><au>KHAN, S. H</au><au>MUNOZ, B</au><au>NINNISS, R. W</au><au>RICHARDS, D</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Side chain hydroxylation of aromatic compounds by fungi. I: Products and stereochemistry</atitle><jtitle>Canadian journal of chemistry</jtitle><date>1987</date><risdate>1987</risdate><volume>65</volume><issue>3</issue><spage>502</spage><epage>507</epage><pages>502-507</pages><issn>0008-4042</issn><eissn>1480-3291</eissn><coden>CJCHAG</coden><abstract>The fungus Mortierella isabellina can convert ethylbenzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses between 5 and 40% and chemical yields up to 45%. 2-Ethylnaphthalene, 2-ethylthiophene, and n-propylbenzene were similarly converted, as were the bicyclic compounds indane and tetralin. In most cases, the R absolute configuration of product predominated. The fungi Cunninghamella echinulata var. elegans and Helminthosporium species are also capable of performing some of these transformations. M. isabellina and C. elegans also produce 2-phenylethanols as products in some cases.</abstract><cop>Ottawa, ON</cop><pub>National Research Council of Canada</pub><tpages>6</tpages></addata></record> |
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| ispartof | Canadian journal of chemistry, 1987, Vol.65 (3), p.502-507 |
| issn | 0008-4042 1480-3291 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_14621422 |
| source | NRC Research Press; EZB-FREE-00999 freely available EZB journals; Free Full-Text Journals in Chemistry |
| subjects | Bioconversions. Hemisynthesis Biological and medical sciences Biotechnology Cunninghamella echinulata Fundamental and applied biological sciences. Psychology Helminthosporium Methods. Procedures. Technologies |
| title | Side chain hydroxylation of aromatic compounds by fungi. I: Products and stereochemistry |
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