Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants

A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several struct...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of surfactants and detergents 1999-07, Vol.2 (3), p.293-302
Hauptverfasser: Gao, Chunli, Millqvist‐Fureby, Anna, Whitcombe, Michael J., Vulfson, Evgeny N.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 302
container_issue 3
container_start_page 293
container_title Journal of surfactants and detergents
container_volume 2
creator Gao, Chunli
Millqvist‐Fureby, Anna
Whitcombe, Michael J.
Vulfson, Evgeny N.
description A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2‐hydroxytet‐radecanoic acid used as a hydrophobic moiety for the surfactant.
doi_str_mv 10.1007/s11743-999-0080-9
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_923387651</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2594607961</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3189-93b5a6774a3a18600e89e6c5271f69a7acb9cdeab3434a96ce8c685770961f233</originalsourceid><addsrcrecordid>eNqFkEtOwzAQhi0EEqVwAHYRK1gY7Dh-zBKV8lIlJApry3Gc4qpNip2CuuMInJGT4JLuWc3r_2c0H0KnlFxSQuRVpFQWDAMAJkQRDHtoQDlXGHJg-yknIDEDrg7RUYxzQnJacD5A02c38210C2c7_-GyuGm6Nxd9zNo6q_zSBW-z85lb-sZfZKapsi7sunE9M-Hn67s00VWpCrWxnWm6eIwOarOI7mQXh-j1dvwyuseTp7uH0fUEW0YVYGAlN0LKwjBDlSDEKXDC8lzSWoCRxpZgK2dKVrDCgLBOWaG4lAQErXPGhuis37sK7fvaxU7P23Vo0kkNaayk4DSJaC-yoY0xuFqv0gMmbDQleotO9-h0Qqe36DQkj-w9n37hNv8b9OP0Zvzn_AWH-XM9</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>923387651</pqid></control><display><type>article</type><title>Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Gao, Chunli ; Millqvist‐Fureby, Anna ; Whitcombe, Michael J. ; Vulfson, Evgeny N.</creator><creatorcontrib>Gao, Chunli ; Millqvist‐Fureby, Anna ; Whitcombe, Michael J. ; Vulfson, Evgeny N.</creatorcontrib><description>A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2‐hydroxytet‐radecanoic acid used as a hydrophobic moiety for the surfactant.</description><identifier>ISSN: 1097-3958</identifier><identifier>EISSN: 1558-9293</identifier><identifier>DOI: 10.1007/s11743-999-0080-9</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer-Verlag</publisher><subject>Enzyme ; gemini ; lipase ; regioselectivity ; Sugar ; sugar ester ; surfactant ; Surfactants ; synthesis</subject><ispartof>Journal of surfactants and detergents, 1999-07, Vol.2 (3), p.293-302</ispartof><rights>1999 American Oil Chemists' Society (AOCS)</rights><rights>AOCS Press 1999</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3189-93b5a6774a3a18600e89e6c5271f69a7acb9cdeab3434a96ce8c685770961f233</citedby><cites>FETCH-LOGICAL-c3189-93b5a6774a3a18600e89e6c5271f69a7acb9cdeab3434a96ce8c685770961f233</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1007%2Fs11743-999-0080-9$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1007%2Fs11743-999-0080-9$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Gao, Chunli</creatorcontrib><creatorcontrib>Millqvist‐Fureby, Anna</creatorcontrib><creatorcontrib>Whitcombe, Michael J.</creatorcontrib><creatorcontrib>Vulfson, Evgeny N.</creatorcontrib><title>Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants</title><title>Journal of surfactants and detergents</title><description>A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2‐hydroxytet‐radecanoic acid used as a hydrophobic moiety for the surfactant.</description><subject>Enzyme</subject><subject>gemini</subject><subject>lipase</subject><subject>regioselectivity</subject><subject>Sugar</subject><subject>sugar ester</subject><subject>surfactant</subject><subject>Surfactants</subject><subject>synthesis</subject><issn>1097-3958</issn><issn>1558-9293</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1999</creationdate><recordtype>article</recordtype><sourceid>BENPR</sourceid><recordid>eNqFkEtOwzAQhi0EEqVwAHYRK1gY7Dh-zBKV8lIlJApry3Gc4qpNip2CuuMInJGT4JLuWc3r_2c0H0KnlFxSQuRVpFQWDAMAJkQRDHtoQDlXGHJg-yknIDEDrg7RUYxzQnJacD5A02c38210C2c7_-GyuGm6Nxd9zNo6q_zSBW-z85lb-sZfZKapsi7sunE9M-Hn67s00VWpCrWxnWm6eIwOarOI7mQXh-j1dvwyuseTp7uH0fUEW0YVYGAlN0LKwjBDlSDEKXDC8lzSWoCRxpZgK2dKVrDCgLBOWaG4lAQErXPGhuis37sK7fvaxU7P23Vo0kkNaayk4DSJaC-yoY0xuFqv0gMmbDQleotO9-h0Qqe36DQkj-w9n37hNv8b9OP0Zvzn_AWH-XM9</recordid><startdate>199907</startdate><enddate>199907</enddate><creator>Gao, Chunli</creator><creator>Millqvist‐Fureby, Anna</creator><creator>Whitcombe, Michael J.</creator><creator>Vulfson, Evgeny N.</creator><general>Springer-Verlag</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>4T-</scope><scope>7QH</scope><scope>7UA</scope><scope>7XB</scope><scope>88I</scope><scope>8AO</scope><scope>8FE</scope><scope>8FG</scope><scope>8FK</scope><scope>ABJCF</scope><scope>ABUWG</scope><scope>AEUYN</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>BGLVJ</scope><scope>BHPHI</scope><scope>BKSAR</scope><scope>C1K</scope><scope>CCPQU</scope><scope>D1I</scope><scope>DWQXO</scope><scope>F1W</scope><scope>GNUQQ</scope><scope>H97</scope><scope>HCIFZ</scope><scope>KB.</scope><scope>L.G</scope><scope>M2P</scope><scope>PCBAR</scope><scope>PDBOC</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>Q9U</scope></search><sort><creationdate>199907</creationdate><title>Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants</title><author>Gao, Chunli ; Millqvist‐Fureby, Anna ; Whitcombe, Michael J. ; Vulfson, Evgeny N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3189-93b5a6774a3a18600e89e6c5271f69a7acb9cdeab3434a96ce8c685770961f233</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1999</creationdate><topic>Enzyme</topic><topic>gemini</topic><topic>lipase</topic><topic>regioselectivity</topic><topic>Sugar</topic><topic>sugar ester</topic><topic>surfactant</topic><topic>Surfactants</topic><topic>synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gao, Chunli</creatorcontrib><creatorcontrib>Millqvist‐Fureby, Anna</creatorcontrib><creatorcontrib>Whitcombe, Michael J.</creatorcontrib><creatorcontrib>Vulfson, Evgeny N.</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Central (Corporate)</collection><collection>Docstoc</collection><collection>Aqualine</collection><collection>Water Resources Abstracts</collection><collection>ProQuest Central (purchase pre-March 2016)</collection><collection>Science Database (Alumni Edition)</collection><collection>ProQuest Pharma Collection</collection><collection>ProQuest SciTech Collection</collection><collection>ProQuest Technology Collection</collection><collection>ProQuest Central (Alumni) (purchase pre-March 2016)</collection><collection>Materials Science &amp; Engineering Collection</collection><collection>ProQuest Central (Alumni Edition)</collection><collection>ProQuest One Sustainability</collection><collection>ProQuest Central UK/Ireland</collection><collection>ProQuest Central Essentials</collection><collection>ProQuest Central</collection><collection>Technology Collection</collection><collection>Natural Science Collection</collection><collection>Earth, Atmospheric &amp; Aquatic Science Collection</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ProQuest One Community College</collection><collection>ProQuest Materials Science Collection</collection><collection>ProQuest Central Korea</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>ProQuest Central Student</collection><collection>Aquatic Science &amp; Fisheries Abstracts (ASFA) 3: Aquatic Pollution &amp; Environmental Quality</collection><collection>SciTech Premium Collection</collection><collection>Materials Science Database</collection><collection>Aquatic Science &amp; Fisheries Abstracts (ASFA) Professional</collection><collection>Science Database</collection><collection>Earth, Atmospheric &amp; Aquatic Science Database</collection><collection>Materials Science Collection</collection><collection>ProQuest One Academic Eastern Edition (DO NOT USE)</collection><collection>ProQuest One Academic</collection><collection>ProQuest One Academic UKI Edition</collection><collection>ProQuest Central Basic</collection><jtitle>Journal of surfactants and detergents</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gao, Chunli</au><au>Millqvist‐Fureby, Anna</au><au>Whitcombe, Michael J.</au><au>Vulfson, Evgeny N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants</atitle><jtitle>Journal of surfactants and detergents</jtitle><date>1999-07</date><risdate>1999</risdate><volume>2</volume><issue>3</issue><spage>293</spage><epage>302</epage><pages>293-302</pages><issn>1097-3958</issn><eissn>1558-9293</eissn><abstract>A simple and flexible chemoenzymatic route for the preparation of a wide range of dimeric (gemini) and trimeric mono‐ and disaccharide‐based surfactants was developed. The synthesis relies on the use of enzymes for regioselective introduction of fatty acids into carbohydrate moieties. Several structures were prepared containing xylose, glucose, galactose, and lactose, connected via different hydroxyl groups in the sugar molecules or, alternatively, via the OH group of 2‐hydroxytet‐radecanoic acid used as a hydrophobic moiety for the surfactant.</abstract><cop>Berlin/Heidelberg</cop><pub>Springer-Verlag</pub><doi>10.1007/s11743-999-0080-9</doi><tpages>10</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1097-3958
ispartof Journal of surfactants and detergents, 1999-07, Vol.2 (3), p.293-302
issn 1097-3958
1558-9293
language eng
recordid cdi_proquest_journals_923387651
source Wiley Online Library Journals Frontfile Complete
subjects Enzyme
gemini
lipase
regioselectivity
Sugar
sugar ester
surfactant
Surfactants
synthesis
title Regioselective synthesis of dimeric (gemini) and trimeric sugar‐based surfactants
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-02T22%3A40%3A33IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Regioselective%20synthesis%20of%20dimeric%20(gemini)%20and%20trimeric%20sugar%E2%80%90based%20surfactants&rft.jtitle=Journal%20of%20surfactants%20and%20detergents&rft.au=Gao,%20Chunli&rft.date=1999-07&rft.volume=2&rft.issue=3&rft.spage=293&rft.epage=302&rft.pages=293-302&rft.issn=1097-3958&rft.eissn=1558-9293&rft_id=info:doi/10.1007/s11743-999-0080-9&rft_dat=%3Cproquest_cross%3E2594607961%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=923387651&rft_id=info:pmid/&rfr_iscdi=true