Transglycosylation activity of β- N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier
Penicillium oxalicum β- N-acetylhexosaminidase was found to have transglycosylation activity in addition to hydrolytic activity. The enzyme effectively transferred N-acetylglucosamine to various alcohols in the presence of N-acetylchitooligomers as donors. The enzyme also transferred N-acetylglucosa...
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Veröffentlicht in: | Journal of fermentation and bioengineering 1997-01, Vol.83 (4), p.341-345 |
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container_title | Journal of fermentation and bioengineering |
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creator | Kadowaki, Setsu Saskiawan, Iwan Watanabe, Jun Yamamoto, Kenji Bunno, Masayasu Ichihara, Yoshihiro Kumagai, Hidehiko |
description | Penicillium oxalicum β-
N-acetylhexosaminidase was found to have transglycosylation activity in addition to hydrolytic activity. The enzyme effectively transferred
N-acetylglucosamine to various alcohols in the presence of
N-acetylchitooligomers as donors. The enzyme also transferred
N-acetylglucosamine to diol-derivatives. Using this transglycosylation activity, a drug carrier, 6-benzyloxyhexyl-β-
N-acetylglucosaminide, was synthesized by incubating the enzyme with 6-benzyloxyhexan-1-ol and
N-acetylchitotriose. The product was isolated by silica gel column chromatography and was analyzed by mass-spectrometry and
1H-NMR. |
doi_str_mv | 10.1016/S0922-338X(97)80139-0 |
format | Article |
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N-acetylhexosaminidase was found to have transglycosylation activity in addition to hydrolytic activity. The enzyme effectively transferred
N-acetylglucosamine to various alcohols in the presence of
N-acetylchitooligomers as donors. The enzyme also transferred
N-acetylglucosamine to diol-derivatives. Using this transglycosylation activity, a drug carrier, 6-benzyloxyhexyl-β-
N-acetylglucosaminide, was synthesized by incubating the enzyme with 6-benzyloxyhexan-1-ol and
N-acetylchitotriose. The product was isolated by silica gel column chromatography and was analyzed by mass-spectrometry and
1H-NMR.</description><identifier>ISSN: 0922-338X</identifier><identifier>DOI: 10.1016/S0922-338X(97)80139-0</identifier><identifier>CODEN: JFBIEX</identifier><language>eng</language><publisher>Osaka: Elsevier B.V</publisher><subject>Biological and medical sciences ; Biotechnology ; drug carrier ; DRUGS ; Fundamental and applied biological sciences. Psychology ; Health. Pharmaceutical industry ; HIDROLASAS ; HYDROLASE ; HYDROLASES ; Industrial applications and implications. Economical aspects ; MEDICAMENT ; MEDICAMENTOS ; Miscellaneous ; N-acetylchitooligomer ; PENICILLIUM OXALICUM ; transglycosylation ; β- N-acetylhexosaminidase</subject><ispartof>Journal of fermentation and bioengineering, 1997-01, Vol.83 (4), p.341-345</ispartof><rights>1997</rights><rights>1997 INIST-CNRS</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c486t-c35c258db61a2d7c6f11778aa5446ccbfe1114d81f2c043ac5081eec7e84da373</citedby><cites>FETCH-LOGICAL-c486t-c35c258db61a2d7c6f11778aa5446ccbfe1114d81f2c043ac5081eec7e84da373</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=2682423$$DView record in Pascal Francis$$Hfree_for_read</backlink></links><search><creatorcontrib>Kadowaki, Setsu</creatorcontrib><creatorcontrib>Saskiawan, Iwan</creatorcontrib><creatorcontrib>Watanabe, Jun</creatorcontrib><creatorcontrib>Yamamoto, Kenji</creatorcontrib><creatorcontrib>Bunno, Masayasu</creatorcontrib><creatorcontrib>Ichihara, Yoshihiro</creatorcontrib><creatorcontrib>Kumagai, Hidehiko</creatorcontrib><title>Transglycosylation activity of β- N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier</title><title>Journal of fermentation and bioengineering</title><description>Penicillium oxalicum β-
N-acetylhexosaminidase was found to have transglycosylation activity in addition to hydrolytic activity. The enzyme effectively transferred
N-acetylglucosamine to various alcohols in the presence of
N-acetylchitooligomers as donors. The enzyme also transferred
N-acetylglucosamine to diol-derivatives. Using this transglycosylation activity, a drug carrier, 6-benzyloxyhexyl-β-
N-acetylglucosaminide, was synthesized by incubating the enzyme with 6-benzyloxyhexan-1-ol and
N-acetylchitotriose. The product was isolated by silica gel column chromatography and was analyzed by mass-spectrometry and
1H-NMR.</description><subject>Biological and medical sciences</subject><subject>Biotechnology</subject><subject>drug carrier</subject><subject>DRUGS</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Health. Pharmaceutical industry</subject><subject>HIDROLASAS</subject><subject>HYDROLASE</subject><subject>HYDROLASES</subject><subject>Industrial applications and implications. Economical aspects</subject><subject>MEDICAMENT</subject><subject>MEDICAMENTOS</subject><subject>Miscellaneous</subject><subject>N-acetylchitooligomer</subject><subject>PENICILLIUM OXALICUM</subject><subject>transglycosylation</subject><subject>β- N-acetylhexosaminidase</subject><issn>0922-338X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1997</creationdate><recordtype>article</recordtype><recordid>eNqNkc1u1TAQhbMAidLyCJW8QAgWAf8ksbNCqCpQVEElisTOmk4mt0ZOfLF9q-YFeCAehGfCt6m6hdWMZr45ts6pqmPBXwsuujdfeS9lrZT5_rLXrwwXqq_5o-rgYfykeprSD8654pIfVL8uI8xp4xcMafGQXZgZYHY3Li8sjOzP75p9rgEpL_6abkOCyc1ugERsjGFiFzQ7dN673cTCLXiHpYF5YC4nBtttGayiObC0zPmakkt7YWBD3G0YQoyO4lH1eASf6Nl9Pay-vT-9PPlYn3_5cHby7rzGxnS5RtWibM1w1QmQg8ZuFEJrA9A2TYd4NZIQohmMGCXyRgG23Agi1GSaAZRWh9WLVXcbw88dpWwnl5C8h5nCLlnRKdlw0f8HKKQ0WhSwXUGMIaVIo91GN0FcrOB2H4m9i8Tuvbe9tneRWF7unt8_AAnBjyUGdOnhWHZGNlIV7HjFRggWNrEgny5E32vOtWj3-7frnoprN8VJm9DRjDS4SJjtENw_PvIXOJyvMw</recordid><startdate>19970101</startdate><enddate>19970101</enddate><creator>Kadowaki, Setsu</creator><creator>Saskiawan, Iwan</creator><creator>Watanabe, Jun</creator><creator>Yamamoto, Kenji</creator><creator>Bunno, Masayasu</creator><creator>Ichihara, Yoshihiro</creator><creator>Kumagai, Hidehiko</creator><general>Elsevier B.V</general><general>Society for Fermentation and Bioengineering</general><scope>FBQ</scope><scope>IQODW</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7T7</scope><scope>C1K</scope></search><sort><creationdate>19970101</creationdate><title>Transglycosylation activity of β- N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier</title><author>Kadowaki, Setsu ; Saskiawan, Iwan ; Watanabe, Jun ; Yamamoto, Kenji ; Bunno, Masayasu ; Ichihara, Yoshihiro ; Kumagai, Hidehiko</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c486t-c35c258db61a2d7c6f11778aa5446ccbfe1114d81f2c043ac5081eec7e84da373</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1997</creationdate><topic>Biological and medical sciences</topic><topic>Biotechnology</topic><topic>drug carrier</topic><topic>DRUGS</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Health. Pharmaceutical industry</topic><topic>HIDROLASAS</topic><topic>HYDROLASE</topic><topic>HYDROLASES</topic><topic>Industrial applications and implications. Economical aspects</topic><topic>MEDICAMENT</topic><topic>MEDICAMENTOS</topic><topic>Miscellaneous</topic><topic>N-acetylchitooligomer</topic><topic>PENICILLIUM OXALICUM</topic><topic>transglycosylation</topic><topic>β- N-acetylhexosaminidase</topic><toplevel>online_resources</toplevel><creatorcontrib>Kadowaki, Setsu</creatorcontrib><creatorcontrib>Saskiawan, Iwan</creatorcontrib><creatorcontrib>Watanabe, Jun</creatorcontrib><creatorcontrib>Yamamoto, Kenji</creatorcontrib><creatorcontrib>Bunno, Masayasu</creatorcontrib><creatorcontrib>Ichihara, Yoshihiro</creatorcontrib><creatorcontrib>Kumagai, Hidehiko</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Environmental Sciences and Pollution Management</collection><jtitle>Journal of fermentation and bioengineering</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kadowaki, Setsu</au><au>Saskiawan, Iwan</au><au>Watanabe, Jun</au><au>Yamamoto, Kenji</au><au>Bunno, Masayasu</au><au>Ichihara, Yoshihiro</au><au>Kumagai, Hidehiko</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Transglycosylation activity of β- N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier</atitle><jtitle>Journal of fermentation and bioengineering</jtitle><date>1997-01-01</date><risdate>1997</risdate><volume>83</volume><issue>4</issue><spage>341</spage><epage>345</epage><pages>341-345</pages><issn>0922-338X</issn><coden>JFBIEX</coden><abstract>Penicillium oxalicum β-
N-acetylhexosaminidase was found to have transglycosylation activity in addition to hydrolytic activity. The enzyme effectively transferred
N-acetylglucosamine to various alcohols in the presence of
N-acetylchitooligomers as donors. The enzyme also transferred
N-acetylglucosamine to diol-derivatives. Using this transglycosylation activity, a drug carrier, 6-benzyloxyhexyl-β-
N-acetylglucosaminide, was synthesized by incubating the enzyme with 6-benzyloxyhexan-1-ol and
N-acetylchitotriose. The product was isolated by silica gel column chromatography and was analyzed by mass-spectrometry and
1H-NMR.</abstract><cop>Osaka</cop><pub>Elsevier B.V</pub><doi>10.1016/S0922-338X(97)80139-0</doi><tpages>5</tpages></addata></record> |
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language | eng |
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subjects | Biological and medical sciences Biotechnology drug carrier DRUGS Fundamental and applied biological sciences. Psychology Health. Pharmaceutical industry HIDROLASAS HYDROLASE HYDROLASES Industrial applications and implications. Economical aspects MEDICAMENT MEDICAMENTOS Miscellaneous N-acetylchitooligomer PENICILLIUM OXALICUM transglycosylation β- N-acetylhexosaminidase |
title | Transglycosylation activity of β- N-acetylhexosaminidase from Penicillium oxalicum and its application to synthesis of a drug carrier |
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