A novel azoanthraquinone dye made through innovative enzymatic process

The enzymatic synthesis of an azoanthraquinone by Perenniporia ochroleuca MUCL 41114 laccase was undertaken. The major product was purified and its structure identified by NMR, MS, IR analyses. In order to scale up the production of this azoanthraquinone named Laccase Acid Red 1, a commercial laccas...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Dyes and pigments 2010-05, Vol.85 (3), p.99-108
Hauptverfasser: Enaud, Estelle, Trovaslet, Marie, Bruyneel, Frédéric, Billottet, Ludovic, Karaaslan, Rezzan, Sener, Mehmet E., Coppens, Paul, Casas, Ana, Jaeger, Ismene J., Hafner, Christof, Onderwater, Rob C.A., Corbisier, Anne-Marie, Marchand-Brynaert, Jacqueline, Vanhulle, Sophie
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 108
container_issue 3
container_start_page 99
container_title Dyes and pigments
container_volume 85
creator Enaud, Estelle
Trovaslet, Marie
Bruyneel, Frédéric
Billottet, Ludovic
Karaaslan, Rezzan
Sener, Mehmet E.
Coppens, Paul
Casas, Ana
Jaeger, Ismene J.
Hafner, Christof
Onderwater, Rob C.A.
Corbisier, Anne-Marie
Marchand-Brynaert, Jacqueline
Vanhulle, Sophie
description The enzymatic synthesis of an azoanthraquinone by Perenniporia ochroleuca MUCL 41114 laccase was undertaken. The major product was purified and its structure identified by NMR, MS, IR analyses. In order to scale up the production of this azoanthraquinone named Laccase Acid Red 1, a commercial laccase from Trametes versicolor immobilised on perlite as an inexpensive carrier was used. Laccase Acid Red 1 showed lower toxicity than other commercial red dyes, was not mutagenic and displayed low ecotoxicity. In addition, its dyeing properties were assayed on polyamide and the industrial potential of the dye was demonstrated. To our knowledge, this is the first example of sulfonic azoanthraquinone production through enzymatic coupling of aromatic amine monomers. These results show promise for new, safer and environmental friendly routes to azo dye biosynthesis.
doi_str_mv 10.1016/j.dyepig.2009.10.010
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_36351641</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0143720809002101</els_id><sourcerecordid>36351641</sourcerecordid><originalsourceid>FETCH-LOGICAL-c378t-3baff56fa666dc16f8fd17842a5cb86bbff77e102d656acb2ac757430e97aa0a3</originalsourceid><addsrcrecordid>eNp9kM1qwzAQhEVpoWnaN-hBp97sSpYtOZdCCP2DQC_tWcjyKlGwpUSyA8nTV8E997TLMDvLfAg9UpJTQvnzLm9PsLebvCBkkaScUHKFZrQWLGOiZNdoRmjJMlGQ-hbdxbgjhNSsoDP0tsTOH6HD6uyVG7ZBHUbrvAOcInGvWsBJ9ONmi61LTjXYI2Bw51OfVo33wWuI8R7dGNVFePibc_Tz9vq9-sjWX--fq-U600zUQ8YaZUzFjeKct5pyU5uWirosVKWbmjeNMUIAJUXLK650UygtqlSAwEIoRRSbo6cpN_09jBAH2duooeuUAz9GyTirKC9pMpaTUQcfYwAj98H2KpwkJfICTe7kBE1eoF3UBC2dvUxnkEocLQQZtQWnobUB9CBbb_8P-AX5yHk6</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>36351641</pqid></control><display><type>article</type><title>A novel azoanthraquinone dye made through innovative enzymatic process</title><source>Elsevier ScienceDirect Journals</source><creator>Enaud, Estelle ; Trovaslet, Marie ; Bruyneel, Frédéric ; Billottet, Ludovic ; Karaaslan, Rezzan ; Sener, Mehmet E. ; Coppens, Paul ; Casas, Ana ; Jaeger, Ismene J. ; Hafner, Christof ; Onderwater, Rob C.A. ; Corbisier, Anne-Marie ; Marchand-Brynaert, Jacqueline ; Vanhulle, Sophie</creator><creatorcontrib>Enaud, Estelle ; Trovaslet, Marie ; Bruyneel, Frédéric ; Billottet, Ludovic ; Karaaslan, Rezzan ; Sener, Mehmet E. ; Coppens, Paul ; Casas, Ana ; Jaeger, Ismene J. ; Hafner, Christof ; Onderwater, Rob C.A. ; Corbisier, Anne-Marie ; Marchand-Brynaert, Jacqueline ; Vanhulle, Sophie</creatorcontrib><description>The enzymatic synthesis of an azoanthraquinone by Perenniporia ochroleuca MUCL 41114 laccase was undertaken. The major product was purified and its structure identified by NMR, MS, IR analyses. In order to scale up the production of this azoanthraquinone named Laccase Acid Red 1, a commercial laccase from Trametes versicolor immobilised on perlite as an inexpensive carrier was used. Laccase Acid Red 1 showed lower toxicity than other commercial red dyes, was not mutagenic and displayed low ecotoxicity. In addition, its dyeing properties were assayed on polyamide and the industrial potential of the dye was demonstrated. To our knowledge, this is the first example of sulfonic azoanthraquinone production through enzymatic coupling of aromatic amine monomers. These results show promise for new, safer and environmental friendly routes to azo dye biosynthesis.</description><identifier>ISSN: 0143-7208</identifier><identifier>EISSN: 1873-3743</identifier><identifier>DOI: 10.1016/j.dyepig.2009.10.010</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Anthraquinone ; Azo dye ; Biosynthesis ; Laccase ; Sustainable process</subject><ispartof>Dyes and pigments, 2010-05, Vol.85 (3), p.99-108</ispartof><rights>2009 Elsevier ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c378t-3baff56fa666dc16f8fd17842a5cb86bbff77e102d656acb2ac757430e97aa0a3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0143720809002101$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids></links><search><creatorcontrib>Enaud, Estelle</creatorcontrib><creatorcontrib>Trovaslet, Marie</creatorcontrib><creatorcontrib>Bruyneel, Frédéric</creatorcontrib><creatorcontrib>Billottet, Ludovic</creatorcontrib><creatorcontrib>Karaaslan, Rezzan</creatorcontrib><creatorcontrib>Sener, Mehmet E.</creatorcontrib><creatorcontrib>Coppens, Paul</creatorcontrib><creatorcontrib>Casas, Ana</creatorcontrib><creatorcontrib>Jaeger, Ismene J.</creatorcontrib><creatorcontrib>Hafner, Christof</creatorcontrib><creatorcontrib>Onderwater, Rob C.A.</creatorcontrib><creatorcontrib>Corbisier, Anne-Marie</creatorcontrib><creatorcontrib>Marchand-Brynaert, Jacqueline</creatorcontrib><creatorcontrib>Vanhulle, Sophie</creatorcontrib><title>A novel azoanthraquinone dye made through innovative enzymatic process</title><title>Dyes and pigments</title><description>The enzymatic synthesis of an azoanthraquinone by Perenniporia ochroleuca MUCL 41114 laccase was undertaken. The major product was purified and its structure identified by NMR, MS, IR analyses. In order to scale up the production of this azoanthraquinone named Laccase Acid Red 1, a commercial laccase from Trametes versicolor immobilised on perlite as an inexpensive carrier was used. Laccase Acid Red 1 showed lower toxicity than other commercial red dyes, was not mutagenic and displayed low ecotoxicity. In addition, its dyeing properties were assayed on polyamide and the industrial potential of the dye was demonstrated. To our knowledge, this is the first example of sulfonic azoanthraquinone production through enzymatic coupling of aromatic amine monomers. These results show promise for new, safer and environmental friendly routes to azo dye biosynthesis.</description><subject>Anthraquinone</subject><subject>Azo dye</subject><subject>Biosynthesis</subject><subject>Laccase</subject><subject>Sustainable process</subject><issn>0143-7208</issn><issn>1873-3743</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9kM1qwzAQhEVpoWnaN-hBp97sSpYtOZdCCP2DQC_tWcjyKlGwpUSyA8nTV8E997TLMDvLfAg9UpJTQvnzLm9PsLebvCBkkaScUHKFZrQWLGOiZNdoRmjJMlGQ-hbdxbgjhNSsoDP0tsTOH6HD6uyVG7ZBHUbrvAOcInGvWsBJ9ONmi61LTjXYI2Bw51OfVo33wWuI8R7dGNVFePibc_Tz9vq9-sjWX--fq-U600zUQ8YaZUzFjeKct5pyU5uWirosVKWbmjeNMUIAJUXLK650UygtqlSAwEIoRRSbo6cpN_09jBAH2duooeuUAz9GyTirKC9pMpaTUQcfYwAj98H2KpwkJfICTe7kBE1eoF3UBC2dvUxnkEocLQQZtQWnobUB9CBbb_8P-AX5yHk6</recordid><startdate>20100501</startdate><enddate>20100501</enddate><creator>Enaud, Estelle</creator><creator>Trovaslet, Marie</creator><creator>Bruyneel, Frédéric</creator><creator>Billottet, Ludovic</creator><creator>Karaaslan, Rezzan</creator><creator>Sener, Mehmet E.</creator><creator>Coppens, Paul</creator><creator>Casas, Ana</creator><creator>Jaeger, Ismene J.</creator><creator>Hafner, Christof</creator><creator>Onderwater, Rob C.A.</creator><creator>Corbisier, Anne-Marie</creator><creator>Marchand-Brynaert, Jacqueline</creator><creator>Vanhulle, Sophie</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20100501</creationdate><title>A novel azoanthraquinone dye made through innovative enzymatic process</title><author>Enaud, Estelle ; Trovaslet, Marie ; Bruyneel, Frédéric ; Billottet, Ludovic ; Karaaslan, Rezzan ; Sener, Mehmet E. ; Coppens, Paul ; Casas, Ana ; Jaeger, Ismene J. ; Hafner, Christof ; Onderwater, Rob C.A. ; Corbisier, Anne-Marie ; Marchand-Brynaert, Jacqueline ; Vanhulle, Sophie</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c378t-3baff56fa666dc16f8fd17842a5cb86bbff77e102d656acb2ac757430e97aa0a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Anthraquinone</topic><topic>Azo dye</topic><topic>Biosynthesis</topic><topic>Laccase</topic><topic>Sustainable process</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Enaud, Estelle</creatorcontrib><creatorcontrib>Trovaslet, Marie</creatorcontrib><creatorcontrib>Bruyneel, Frédéric</creatorcontrib><creatorcontrib>Billottet, Ludovic</creatorcontrib><creatorcontrib>Karaaslan, Rezzan</creatorcontrib><creatorcontrib>Sener, Mehmet E.</creatorcontrib><creatorcontrib>Coppens, Paul</creatorcontrib><creatorcontrib>Casas, Ana</creatorcontrib><creatorcontrib>Jaeger, Ismene J.</creatorcontrib><creatorcontrib>Hafner, Christof</creatorcontrib><creatorcontrib>Onderwater, Rob C.A.</creatorcontrib><creatorcontrib>Corbisier, Anne-Marie</creatorcontrib><creatorcontrib>Marchand-Brynaert, Jacqueline</creatorcontrib><creatorcontrib>Vanhulle, Sophie</creatorcontrib><collection>CrossRef</collection><collection>Ceramic Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Dyes and pigments</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Enaud, Estelle</au><au>Trovaslet, Marie</au><au>Bruyneel, Frédéric</au><au>Billottet, Ludovic</au><au>Karaaslan, Rezzan</au><au>Sener, Mehmet E.</au><au>Coppens, Paul</au><au>Casas, Ana</au><au>Jaeger, Ismene J.</au><au>Hafner, Christof</au><au>Onderwater, Rob C.A.</au><au>Corbisier, Anne-Marie</au><au>Marchand-Brynaert, Jacqueline</au><au>Vanhulle, Sophie</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A novel azoanthraquinone dye made through innovative enzymatic process</atitle><jtitle>Dyes and pigments</jtitle><date>2010-05-01</date><risdate>2010</risdate><volume>85</volume><issue>3</issue><spage>99</spage><epage>108</epage><pages>99-108</pages><issn>0143-7208</issn><eissn>1873-3743</eissn><abstract>The enzymatic synthesis of an azoanthraquinone by Perenniporia ochroleuca MUCL 41114 laccase was undertaken. The major product was purified and its structure identified by NMR, MS, IR analyses. In order to scale up the production of this azoanthraquinone named Laccase Acid Red 1, a commercial laccase from Trametes versicolor immobilised on perlite as an inexpensive carrier was used. Laccase Acid Red 1 showed lower toxicity than other commercial red dyes, was not mutagenic and displayed low ecotoxicity. In addition, its dyeing properties were assayed on polyamide and the industrial potential of the dye was demonstrated. To our knowledge, this is the first example of sulfonic azoanthraquinone production through enzymatic coupling of aromatic amine monomers. These results show promise for new, safer and environmental friendly routes to azo dye biosynthesis.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.dyepig.2009.10.010</doi><tpages>10</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0143-7208
ispartof Dyes and pigments, 2010-05, Vol.85 (3), p.99-108
issn 0143-7208
1873-3743
language eng
recordid cdi_proquest_miscellaneous_36351641
source Elsevier ScienceDirect Journals
subjects Anthraquinone
Azo dye
Biosynthesis
Laccase
Sustainable process
title A novel azoanthraquinone dye made through innovative enzymatic process
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-09T16%3A38%3A48IST&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=A%20novel%20azoanthraquinone%20dye%20made%20through%20innovative%20enzymatic%20process&rft.jtitle=Dyes%20and%20pigments&rft.au=Enaud,%20Estelle&rft.date=2010-05-01&rft.volume=85&rft.issue=3&rft.spage=99&rft.epage=108&rft.pages=99-108&rft.issn=0143-7208&rft.eissn=1873-3743&rft_id=info:doi/10.1016/j.dyepig.2009.10.010&rft_dat=%3Cproquest_cross%3E36351641%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=36351641&rft_id=info:pmid/&rft_els_id=S0143720809002101&rfr_iscdi=true