Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine
The high sensitivity that can be attained using an enzymatic system and mediated by 4- tert-butylcatechol (4-TBC) has been verified by on-line interfacing of a rotating biosensor and continuous flow/stopped-flow/continuous-flow processing. Horseradish peroxidase, HRP, [EC 1.11.1.7], immobilized on a...
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creator | Torriero, Angel A.J. Piola, Hugo D. Martínez, Noelia A. Panini, Nancy V. Raba, Julio Silber, Juana J. |
description | The high sensitivity that can be attained using an enzymatic system and mediated by 4-
tert-butylcatechol (4-TBC) has been verified by on-line interfacing of a rotating biosensor and continuous flow/stopped-flow/continuous-flow processing. Horseradish peroxidase, HRP, [EC 1.11.1.7], immobilized on a rotating disk, in presence of hydrogen peroxide catalyzed the oxidation of 4-TBC, whose back electrochemical reduction was detected on glassy carbon electrode surface at −150
mV. Thus, when penicillamine (PA) was added to the solution, these thiol-containing compounds participate in Michael type addition reactions with 4-TBC to form the corresponding thioquinone derivatives, decreasing the peak current obtained proportionally to the increase of its concentration. The highest response for PA was obtained around pH 7. This method could be used to determine PA concentration in the range 0.02–80
μM (
r
=
0.998). The determination of PA was possible with a limit of detection of 7
nM, in the processing of as many as 50 samples per hour. The HRP-rotating biosensor was successfully applied to the determination of PA in pharmaceutical formulations. |
doi_str_mv | 10.1016/j.talanta.2006.06.027 |
format | Article |
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tert-butylcatechol (4-TBC) has been verified by on-line interfacing of a rotating biosensor and continuous flow/stopped-flow/continuous-flow processing. Horseradish peroxidase, HRP, [EC 1.11.1.7], immobilized on a rotating disk, in presence of hydrogen peroxide catalyzed the oxidation of 4-TBC, whose back electrochemical reduction was detected on glassy carbon electrode surface at −150
mV. Thus, when penicillamine (PA) was added to the solution, these thiol-containing compounds participate in Michael type addition reactions with 4-TBC to form the corresponding thioquinone derivatives, decreasing the peak current obtained proportionally to the increase of its concentration. The highest response for PA was obtained around pH 7. This method could be used to determine PA concentration in the range 0.02–80
μM (
r
=
0.998). The determination of PA was possible with a limit of detection of 7
nM, in the processing of as many as 50 samples per hour. The HRP-rotating biosensor was successfully applied to the determination of PA in pharmaceutical formulations.</description><identifier>ISSN: 0039-9140</identifier><identifier>EISSN: 1873-3573</identifier><identifier>DOI: 10.1016/j.talanta.2006.06.027</identifier><identifier>PMID: 19071433</identifier><identifier>CODEN: TLNTA2</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>4- tert-Butylcatechol ; Analytical chemistry ; Biological and medical sciences ; Biosensor ; Biosensors ; Biotechnology ; Chemistry ; Electrochemical methods ; Exact sciences and technology ; Fundamental and applied biological sciences. Psychology ; General, instrumentation ; Glassy carbon ; Horseradish peroxidase ; Methods. Procedures. Technologies ; Penicillamine ; Various methods and equipments</subject><ispartof>Talanta (Oxford), 2007-02, Vol.71 (3), p.1198-1204</ispartof><rights>2006 Elsevier B.V.</rights><rights>2007 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c460t-bc8a359d5ed8c14958f9974e197ffeb620756446ae5c7de8b1b38921e12a560c3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.talanta.2006.06.027$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=18509343$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19071433$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Torriero, Angel A.J.</creatorcontrib><creatorcontrib>Piola, Hugo D.</creatorcontrib><creatorcontrib>Martínez, Noelia A.</creatorcontrib><creatorcontrib>Panini, Nancy V.</creatorcontrib><creatorcontrib>Raba, Julio</creatorcontrib><creatorcontrib>Silber, Juana J.</creatorcontrib><title>Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine</title><title>Talanta (Oxford)</title><addtitle>Talanta</addtitle><description>The high sensitivity that can be attained using an enzymatic system and mediated by 4-
tert-butylcatechol (4-TBC) has been verified by on-line interfacing of a rotating biosensor and continuous flow/stopped-flow/continuous-flow processing. Horseradish peroxidase, HRP, [EC 1.11.1.7], immobilized on a rotating disk, in presence of hydrogen peroxide catalyzed the oxidation of 4-TBC, whose back electrochemical reduction was detected on glassy carbon electrode surface at −150
mV. Thus, when penicillamine (PA) was added to the solution, these thiol-containing compounds participate in Michael type addition reactions with 4-TBC to form the corresponding thioquinone derivatives, decreasing the peak current obtained proportionally to the increase of its concentration. The highest response for PA was obtained around pH 7. This method could be used to determine PA concentration in the range 0.02–80
μM (
r
=
0.998). The determination of PA was possible with a limit of detection of 7
nM, in the processing of as many as 50 samples per hour. The HRP-rotating biosensor was successfully applied to the determination of PA in pharmaceutical formulations.</description><subject>4- tert-Butylcatechol</subject><subject>Analytical chemistry</subject><subject>Biological and medical sciences</subject><subject>Biosensor</subject><subject>Biosensors</subject><subject>Biotechnology</subject><subject>Chemistry</subject><subject>Electrochemical methods</subject><subject>Exact sciences and technology</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>General, instrumentation</subject><subject>Glassy carbon</subject><subject>Horseradish peroxidase</subject><subject>Methods. Procedures. Technologies</subject><subject>Penicillamine</subject><subject>Various methods and equipments</subject><issn>0039-9140</issn><issn>1873-3573</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkU-L1TAUxYMoznP0IyjdiKs-k6ZpGjcyDOMfGHCj65Amt7w80qQmqVi_g9_Z1FeZpXAhWfzOvYdzEHpJ8JFg0r09H7Nyymd1bDDujts0_BE6kJ7TmjJOH6MDxlTUgrT4Cj1L6YwxbiimT9EVEZiTltID-n3nf62TylZX4ac15RN8FcYqQ8z1sOTVaZVBn4KrrK_yCao5QgKvYaPS4sbTauLqKh2mOSzepHfVzTw7qy-rcvgrUtMMMUyQYzlkoGz8d2gGb7V1Tk3Ww3P0ZFQuwYv9vUbfPtx9vf1U33_5-Pn25r7WbYeLL90ryoRhYHpNWsH6UQjeAhF8HGHoGsxZ17adAqa5gX4gA-1FQ4A0inVY02v05rJ3juH7AinLySYNxYWHsCTJKe05F5gVkl1IHUNKEUY5RzupuEqC5VaEPMu9CLkVIbdpeNG92i8swwTmQbUnX4DXO6CSVm6MymubHrieYUHbjXt_4aDk8cNClEnbLX9jY0lRmmD_Y-UPDx6tBw</recordid><startdate>20070228</startdate><enddate>20070228</enddate><creator>Torriero, Angel A.J.</creator><creator>Piola, Hugo D.</creator><creator>Martínez, Noelia A.</creator><creator>Panini, Nancy V.</creator><creator>Raba, Julio</creator><creator>Silber, Juana J.</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20070228</creationdate><title>Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine</title><author>Torriero, Angel A.J. ; Piola, Hugo D. ; Martínez, Noelia A. ; Panini, Nancy V. ; Raba, Julio ; Silber, Juana J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c460t-bc8a359d5ed8c14958f9974e197ffeb620756446ae5c7de8b1b38921e12a560c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>4- tert-Butylcatechol</topic><topic>Analytical chemistry</topic><topic>Biological and medical sciences</topic><topic>Biosensor</topic><topic>Biosensors</topic><topic>Biotechnology</topic><topic>Chemistry</topic><topic>Electrochemical methods</topic><topic>Exact sciences and technology</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>General, instrumentation</topic><topic>Glassy carbon</topic><topic>Horseradish peroxidase</topic><topic>Methods. Procedures. Technologies</topic><topic>Penicillamine</topic><topic>Various methods and equipments</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Torriero, Angel A.J.</creatorcontrib><creatorcontrib>Piola, Hugo D.</creatorcontrib><creatorcontrib>Martínez, Noelia A.</creatorcontrib><creatorcontrib>Panini, Nancy V.</creatorcontrib><creatorcontrib>Raba, Julio</creatorcontrib><creatorcontrib>Silber, Juana J.</creatorcontrib><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Talanta (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Torriero, Angel A.J.</au><au>Piola, Hugo D.</au><au>Martínez, Noelia A.</au><au>Panini, Nancy V.</au><au>Raba, Julio</au><au>Silber, Juana J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine</atitle><jtitle>Talanta (Oxford)</jtitle><addtitle>Talanta</addtitle><date>2007-02-28</date><risdate>2007</risdate><volume>71</volume><issue>3</issue><spage>1198</spage><epage>1204</epage><pages>1198-1204</pages><issn>0039-9140</issn><eissn>1873-3573</eissn><coden>TLNTA2</coden><abstract>The high sensitivity that can be attained using an enzymatic system and mediated by 4-
tert-butylcatechol (4-TBC) has been verified by on-line interfacing of a rotating biosensor and continuous flow/stopped-flow/continuous-flow processing. Horseradish peroxidase, HRP, [EC 1.11.1.7], immobilized on a rotating disk, in presence of hydrogen peroxide catalyzed the oxidation of 4-TBC, whose back electrochemical reduction was detected on glassy carbon electrode surface at −150
mV. Thus, when penicillamine (PA) was added to the solution, these thiol-containing compounds participate in Michael type addition reactions with 4-TBC to form the corresponding thioquinone derivatives, decreasing the peak current obtained proportionally to the increase of its concentration. The highest response for PA was obtained around pH 7. This method could be used to determine PA concentration in the range 0.02–80
μM (
r
=
0.998). The determination of PA was possible with a limit of detection of 7
nM, in the processing of as many as 50 samples per hour. The HRP-rotating biosensor was successfully applied to the determination of PA in pharmaceutical formulations.</abstract><cop>Amsterdam</cop><cop>Oxford</cop><pub>Elsevier B.V</pub><pmid>19071433</pmid><doi>10.1016/j.talanta.2006.06.027</doi><tpages>7</tpages></addata></record> |
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subjects | 4- tert-Butylcatechol Analytical chemistry Biological and medical sciences Biosensor Biosensors Biotechnology Chemistry Electrochemical methods Exact sciences and technology Fundamental and applied biological sciences. Psychology General, instrumentation Glassy carbon Horseradish peroxidase Methods. Procedures. Technologies Penicillamine Various methods and equipments |
title | Enzymatic oxidation of tert-butylcatechol in the presence of sulfhydryl compounds: Application to the amperometric detection of penicillamine |
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