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Synthesis of 2-deoxygalactopyranoside derivatives of benzyl alcohols with β-galactosidase from Aspergillus oryzae
Abstract The stereoselective synthesis of 2-deoxyglycosides is a challenge. Glycosidases are capable of catalyzing the synthesis of glycosidic linkages by the absolute stereoselectivity of the anomeric center. We report on an efficient stereoselective synthesis of benzyl β-D-2-deoxygalactopyranoside...
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Published in: | Biocatalysis and biotransformation 2014-12, Vol.32 (5-6), p.290-294 |
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cites | cdi_FETCH-LOGICAL-c395t-fba8e868ae0a7d0c5eee92ec8be6b6c32a5ac4b5c260b6dd4b0cb67eeb754c023 |
container_end_page | 294 |
container_issue | 5-6 |
container_start_page | 290 |
container_title | Biocatalysis and biotransformation |
container_volume | 32 |
creator | Hahn, Przemys aw Kasprzycka, Anna Szeja, Wies aw |
description | Abstract
The stereoselective synthesis of 2-deoxyglycosides is a challenge. Glycosidases are capable of catalyzing the synthesis of glycosidic linkages by the absolute stereoselectivity of the anomeric center. We report on an efficient stereoselective synthesis of benzyl β-D-2-deoxygalactopyranosides in the reaction of galactal with alcohols catalyzed using β-galactosidase from Aspergillus oryzae. |
doi_str_mv | 10.3109/10242422.2014.975216 |
format | article |
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The stereoselective synthesis of 2-deoxyglycosides is a challenge. Glycosidases are capable of catalyzing the synthesis of glycosidic linkages by the absolute stereoselectivity of the anomeric center. We report on an efficient stereoselective synthesis of benzyl β-D-2-deoxygalactopyranosides in the reaction of galactal with alcohols catalyzed using β-galactosidase from Aspergillus oryzae.</description><identifier>ISSN: 1024-2422</identifier><identifier>EISSN: 1029-2446</identifier><identifier>DOI: 10.3109/10242422.2014.975216</identifier><language>eng</language><publisher>Informa Healthcare</publisher><subject>2-deoxygalactosyl derivatives ; Aspergillus oryzae ; enzymatic synthesis ; β-galactosidase</subject><ispartof>Biocatalysis and biotransformation, 2014-12, Vol.32 (5-6), p.290-294</ispartof><rights>2014 Informa UK, Ltd. 2014</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c395t-fba8e868ae0a7d0c5eee92ec8be6b6c32a5ac4b5c260b6dd4b0cb67eeb754c023</citedby><cites>FETCH-LOGICAL-c395t-fba8e868ae0a7d0c5eee92ec8be6b6c32a5ac4b5c260b6dd4b0cb67eeb754c023</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Hahn, Przemys aw</creatorcontrib><creatorcontrib>Kasprzycka, Anna</creatorcontrib><creatorcontrib>Szeja, Wies aw</creatorcontrib><title>Synthesis of 2-deoxygalactopyranoside derivatives of benzyl alcohols with β-galactosidase from Aspergillus oryzae</title><title>Biocatalysis and biotransformation</title><description>Abstract
The stereoselective synthesis of 2-deoxyglycosides is a challenge. Glycosidases are capable of catalyzing the synthesis of glycosidic linkages by the absolute stereoselectivity of the anomeric center. We report on an efficient stereoselective synthesis of benzyl β-D-2-deoxygalactopyranosides in the reaction of galactal with alcohols catalyzed using β-galactosidase from Aspergillus oryzae.</description><subject>2-deoxygalactosyl derivatives</subject><subject>Aspergillus oryzae</subject><subject>enzymatic synthesis</subject><subject>β-galactosidase</subject><issn>1024-2422</issn><issn>1029-2446</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNp9kE1OwzAQRiMEElC4AYss2aTYjuMkGxBC_EmVWABra-xMGiMnLnYKpMfiIJyJtIUFGzQLj6zvfRq9KDqhZJpSUp5Rwvg4bMoI5dMyzxgVO9HB-F0mjHOxu9l5ss7sR4chvBBCU1bmB5F_HLq-wWBC7OqYJRW6j2EOFnTvFoOHzgVTYVyhN2_Qmzfc5BR2q8HGYLVrnA3xu-mb-Osz-QFHBALGtXdtfBkW6OfG2uVI-mEFeBTt1WADHv-8k-j55vrp6i6ZPdzeX13OEp2WWZ_UCgosRAFIIK-IzhCxZKgLhUIJnTLIQHOVaSaIElXFFdFK5Igqz7gmLJ1Ep9vehXevSwy9bE3QaC106JZB0pzlIudUpGOUb6PauxA81nLhTQt-kJTItWL5q1iuFcut4hG72GKmq51v4d15W8keBut8PbrTJqzpfxvO_zQ0CLZvNHiUL27pu9HP_yd8AwGZmvI</recordid><startdate>20141201</startdate><enddate>20141201</enddate><creator>Hahn, Przemys aw</creator><creator>Kasprzycka, Anna</creator><creator>Szeja, Wies aw</creator><general>Informa Healthcare</general><general>Taylor & Francis</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>20141201</creationdate><title>Synthesis of 2-deoxygalactopyranoside derivatives of benzyl alcohols with β-galactosidase from Aspergillus oryzae</title><author>Hahn, Przemys aw ; Kasprzycka, Anna ; Szeja, Wies aw</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c395t-fba8e868ae0a7d0c5eee92ec8be6b6c32a5ac4b5c260b6dd4b0cb67eeb754c023</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>2-deoxygalactosyl derivatives</topic><topic>Aspergillus oryzae</topic><topic>enzymatic synthesis</topic><topic>β-galactosidase</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hahn, Przemys aw</creatorcontrib><creatorcontrib>Kasprzycka, Anna</creatorcontrib><creatorcontrib>Szeja, Wies aw</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Biocatalysis and biotransformation</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hahn, Przemys aw</au><au>Kasprzycka, Anna</au><au>Szeja, Wies aw</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of 2-deoxygalactopyranoside derivatives of benzyl alcohols with β-galactosidase from Aspergillus oryzae</atitle><jtitle>Biocatalysis and biotransformation</jtitle><date>2014-12-01</date><risdate>2014</risdate><volume>32</volume><issue>5-6</issue><spage>290</spage><epage>294</epage><pages>290-294</pages><issn>1024-2422</issn><eissn>1029-2446</eissn><abstract>Abstract
The stereoselective synthesis of 2-deoxyglycosides is a challenge. Glycosidases are capable of catalyzing the synthesis of glycosidic linkages by the absolute stereoselectivity of the anomeric center. We report on an efficient stereoselective synthesis of benzyl β-D-2-deoxygalactopyranosides in the reaction of galactal with alcohols catalyzed using β-galactosidase from Aspergillus oryzae.</abstract><pub>Informa Healthcare</pub><doi>10.3109/10242422.2014.975216</doi><tpages>5</tpages></addata></record> |
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subjects | 2-deoxygalactosyl derivatives Aspergillus oryzae enzymatic synthesis β-galactosidase |
title | Synthesis of 2-deoxygalactopyranoside derivatives of benzyl alcohols with β-galactosidase from Aspergillus oryzae |
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