Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module
Identifieur interne : 002F32 ( Istex/Corpus ); précédent : 002F31; suivant : 002F33Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module
Auteurs : Uwe Ackermann ; Lucie Plougastel ; Christian Wichmann ; Yit Wooi Goh ; Shinn Dee Yeoh ; Stan S. Poniger ; Henri J. Tochon-Danguy ; Andrew M. ScottSource :
- Journal of Labelled Compounds and Radiopharmaceuticals [ 0362-4803 ] ; 2014-02.
Abstract
Site‐specific radiolabelling of peptides or antibodies using [18F]FBEM is often preferred over non‐site‐specific radiolabelling with [18F]SFB because it does not affect the affinity of the antibody to its target. Unfortunately, the synthesis of [18F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [18F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [18F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; n = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [18F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.
Url:
DOI: 10.1002/jlcr.3175
Links to Exploration step
ISTEX:FAD176FE142460D065335ACE6CCC532B6F08FBAELe document en format XML
<record><TEI wicri:istexFullTextTei="biblStruct"><teiHeader><fileDesc><titleStmt><title xml:lang="en">Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module</title><author><name sortKey="Ackermann, Uwe" sort="Ackermann, Uwe" uniqKey="Ackermann U" first="Uwe" last="Ackermann">Uwe Ackermann</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia.E‐mail:</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: ackerman@petnm.unimelb.edu.au</mods:affiliation></affiliation></author><author><name sortKey="Plougastel, Lucie" sort="Plougastel, Lucie" uniqKey="Plougastel L" first="Lucie" last="Plougastel">Lucie Plougastel</name><affiliation><mods:affiliation>Ecole National Supérior de Chimie de Rennes, Avenue du Général Leclerc ‐ CS50837, 35700, Rennes, France</mods:affiliation></affiliation></author><author><name sortKey="Wichmann, Christian" sort="Wichmann, Christian" uniqKey="Wichmann C" first="Christian" last="Wichmann">Christian Wichmann</name><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Goh, Yit Wooi" sort="Goh, Yit Wooi" uniqKey="Goh Y" first="Yit Wooi" last="Goh">Yit Wooi Goh</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Yeoh, Shinn Dee" sort="Yeoh, Shinn Dee" uniqKey="Yeoh S" first="Shinn Dee" last="Yeoh">Shinn Dee Yeoh</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Poniger, Stan S" sort="Poniger, Stan S" uniqKey="Poniger S" first="Stan S." last="Poniger">Stan S. Poniger</name><affiliation><mods:affiliation>iPHASE Technologies, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Tochon Anguy, Henri J" sort="Tochon Anguy, Henri J" uniqKey="Tochon Anguy H" first="Henri J." last="Tochon-Danguy">Henri J. Tochon-Danguy</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>iPHASE Technologies, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Scott, Andrew M" sort="Scott, Andrew M" uniqKey="Scott A" first="Andrew M." last="Scott">Andrew M. Scott</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">ISTEX</idno><idno type="RBID">ISTEX:FAD176FE142460D065335ACE6CCC532B6F08FBAE</idno><date when="2014" year="2014">2014</date><idno type="doi">10.1002/jlcr.3175</idno><idno type="url">https://api.istex.fr/document/FAD176FE142460D065335ACE6CCC532B6F08FBAE/fulltext/pdf</idno><idno type="wicri:Area/Istex/Corpus">002F32</idno><idno type="wicri:explorRef" wicri:stream="Istex" wicri:step="Corpus" wicri:corpus="ISTEX">002F32</idno></publicationStmt><sourceDesc><biblStruct><analytic><title level="a" type="main">Fully automated synthesis and coupling of [<hi rend="superscript">18</hi>F]FBEM to glutathione using the iPHASE FlexLab module</title><author><name sortKey="Ackermann, Uwe" sort="Ackermann, Uwe" uniqKey="Ackermann U" first="Uwe" last="Ackermann">Uwe Ackermann</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia.E‐mail:</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: ackerman@petnm.unimelb.edu.au</mods:affiliation></affiliation></author><author><name sortKey="Plougastel, Lucie" sort="Plougastel, Lucie" uniqKey="Plougastel L" first="Lucie" last="Plougastel">Lucie Plougastel</name><affiliation><mods:affiliation>Ecole National Supérior de Chimie de Rennes, Avenue du Général Leclerc ‐ CS50837, 35700, Rennes, France</mods:affiliation></affiliation></author><author><name sortKey="Wichmann, Christian" sort="Wichmann, Christian" uniqKey="Wichmann C" first="Christian" last="Wichmann">Christian Wichmann</name><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Goh, Yit Wooi" sort="Goh, Yit Wooi" uniqKey="Goh Y" first="Yit Wooi" last="Goh">Yit Wooi Goh</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Yeoh, Shinn Dee" sort="Yeoh, Shinn Dee" uniqKey="Yeoh S" first="Shinn Dee" last="Yeoh">Shinn Dee Yeoh</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Poniger, Stan S" sort="Poniger, Stan S" uniqKey="Poniger S" first="Stan S." last="Poniger">Stan S. Poniger</name><affiliation><mods:affiliation>iPHASE Technologies, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Tochon Anguy, Henri J" sort="Tochon Anguy, Henri J" uniqKey="Tochon Anguy H" first="Henri J." last="Tochon-Danguy">Henri J. Tochon-Danguy</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>iPHASE Technologies, Melbourne, Australia</mods:affiliation></affiliation></author><author><name sortKey="Scott, Andrew M" sort="Scott, Andrew M" uniqKey="Scott A" first="Andrew M." last="Scott">Andrew M. Scott</name><affiliation><mods:affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>The University of Melbourne, Parkville, Melbourne, Australia</mods:affiliation></affiliation><affiliation><mods:affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j" type="main">Journal of Labelled Compounds and Radiopharmaceuticals</title><title level="j" type="alt">JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS</title><idno type="ISSN">0362-4803</idno><idno type="eISSN">1099-1344</idno><imprint><biblScope unit="vol">57</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="115">115</biblScope><biblScope unit="page" to="120">120</biblScope><biblScope unit="page-count">6</biblScope><date type="published" when="2014-02">2014-02</date></imprint><idno type="ISSN">0362-4803</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0362-4803</idno></seriesStmt></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract">Site‐specific radiolabelling of peptides or antibodies using [18F]FBEM is often preferred over non‐site‐specific radiolabelling with [18F]SFB because it does not affect the affinity of the antibody to its target. Unfortunately, the synthesis of [18F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [18F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [18F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; n = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [18F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.</div></front></TEI><istex><corpusName>wiley</corpusName><author><json:item><name>Uwe Ackermann</name><affiliations><json:string>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</json:string><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string><json:string>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</json:string><json:string>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia.E‐mail:</json:string><json:string>E-mail: ackerman@petnm.unimelb.edu.au</json:string></affiliations></json:item><json:item><name>Lucie Plougastel</name><affiliations><json:string>Ecole National Supérior de Chimie de Rennes, Avenue du Général Leclerc ‐ CS50837, 35700, Rennes, France</json:string></affiliations></json:item><json:item><name>Christian Wichmann</name><affiliations><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string></affiliations></json:item><json:item><name>Yit Wooi Goh</name><affiliations><json:string>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</json:string><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string></affiliations></json:item><json:item><name>Shinn Dee Yeoh</name><affiliations><json:string>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</json:string><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string></affiliations></json:item><json:item><name>Stan S. Poniger</name><affiliations><json:string>iPHASE Technologies, Melbourne, Australia</json:string></affiliations></json:item><json:item><name>Henri J. Tochon‐Danguy</name><affiliations><json:string>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</json:string><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string><json:string>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</json:string><json:string>iPHASE Technologies, Melbourne, Australia</json:string></affiliations></json:item><json:item><name>Andrew M. Scott</name><affiliations><json:string>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</json:string><json:string>The University of Melbourne, Parkville, Melbourne, Australia</json:string><json:string>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>peptide labelling</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>FBEM</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>radiolabelled synthons</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>PET</value></json:item></subject><articleId><json:string>JLCR3175</json:string></articleId><arkIstex>ark:/67375/WNG-XTKQ3F08-X</arkIstex><language><json:string>eng</json:string></language><originalGenre><json:string>miscellaneous</json:string></originalGenre><abstract>Site‐specific radiolabelling of peptides or antibodies using [18F]FBEM is often preferred over non‐site‐specific radiolabelling with [18F]SFB because it does not affect the affinity of the antibody to its target. Unfortunately, the synthesis of [18F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [18F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [18F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; n = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [18F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.</abstract><qualityIndicators><score>6.704</score><pdfWordCount>2976</pdfWordCount><pdfCharCount>18499</pdfCharCount><pdfVersion>1.4</pdfVersion><pdfPageCount>6</pdfPageCount><pdfPageSize>595.276 x 790.866 pts</pdfPageSize><refBibsNative>true</refBibsNative><abstractWordCount>144</abstractWordCount><abstractCharCount>1081</abstractCharCount><keywordCount>4</keywordCount></qualityIndicators><title>Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module</title><genre><json:string>article</json:string></genre><host><title>Journal of Labelled Compounds and Radiopharmaceuticals</title><language><json:string>unknown</json:string></language><doi><json:string>10.1002/(ISSN)1099-1344</json:string></doi><issn><json:string>0362-4803</json:string></issn><eissn><json:string>1099-1344</json:string></eissn><publisherId><json:string>JLCR</json:string></publisherId><volume>57</volume><issue>2</issue><pages><first>115</first><last>120</last><total>6</total></pages><genre><json:string>journal</json:string></genre><subject><json:item><value>Note</value></json:item></subject></host><ark><json:string>ark:/67375/WNG-XTKQ3F08-X</json:string></ark><publicationDate>2014</publicationDate><copyrightDate>2014</copyrightDate><doi><json:string>10.1002/jlcr.3175</json:string></doi><id>FAD176FE142460D065335ACE6CCC532B6F08FBAE</id><score>1</score><fulltext><json:item><extension>pdf</extension><original>true</original><mimetype>application/pdf</mimetype><uri>https://api.istex.fr/document/FAD176FE142460D065335ACE6CCC532B6F08FBAE/fulltext/pdf</uri></json:item><json:item><extension>zip</extension><original>false</original><mimetype>application/zip</mimetype><uri>https://api.istex.fr/document/FAD176FE142460D065335ACE6CCC532B6F08FBAE/fulltext/zip</uri></json:item><istex:fulltextTEI uri="https://api.istex.fr/document/FAD176FE142460D065335ACE6CCC532B6F08FBAE/fulltext/tei"><teiHeader><fileDesc><titleStmt><title level="a" type="main">Fully automated synthesis and coupling of [<hi rend="superscript">18</hi>F]FBEM to glutathione using the iPHASE FlexLab module</title></titleStmt><publicationStmt><authority>ISTEX</authority><publisher>Wiley Publishing Ltd</publisher><availability><licence>Copyright © 2014 John Wiley & Sons, Ltd.</licence></availability><date type="published" when="2014-02"></date></publicationStmt><notesStmt><note type="content-type" subtype="other" source="miscellaneous" scheme="https://content-type.data.istex.fr/ark:/67375/XTP-7474895G-0">other</note><note type="publication-type" subtype="journal" scheme="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</note></notesStmt><sourceDesc><biblStruct type="other"><analytic><title level="a" type="main">Fully automated synthesis and coupling of [<hi rend="superscript">18</hi>F]FBEM to glutathione using the iPHASE FlexLab module</title><title level="a" type="short">Fully automated F‐18 FBEM production and coupling</title><author xml:id="author-0000" role="corresp"><persName><forename type="first">Uwe</forename><surname>Ackermann</surname></persName><affiliation><orgName>Department of Nuclear Medicine and Centre for PET</orgName><orgName>Austin Health</orgName><address><street>Heidelberg</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>Ludwig Institute for Cancer Research</orgName><address><street>Melbourne Branch</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia. E‐mail: ackerman@petnm.unimelb.edu.au</affiliation></author><author xml:id="author-0001"><persName><forename type="first">Lucie</forename><surname>Plougastel</surname></persName><affiliation><orgName>Ecole National Supérior de Chimie de Rennes</orgName><address><street>Avenue du Général Leclerc ‐ CS50837</street><settlement type="city">Rennes</settlement><postCode>35700</postCode><country key="FR">France</country></address></affiliation></author><author xml:id="author-0002"><persName><forename type="first">Christian</forename><surname>Wichmann</surname></persName><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><author xml:id="author-0003"><persName><forename type="first">Yit Wooi</forename><surname>Goh</surname></persName><affiliation><orgName>Department of Nuclear Medicine and Centre for PET</orgName><orgName>Austin Health</orgName><address><street>Heidelberg</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><author xml:id="author-0004"><persName><forename type="first">Shinn Dee</forename><surname>Yeoh</surname></persName><affiliation><orgName>Department of Nuclear Medicine and Centre for PET</orgName><orgName>Austin Health</orgName><address><street>Heidelberg</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><author xml:id="author-0005"><persName><forename type="first">Stan S.</forename><surname>Poniger</surname></persName><affiliation><orgName>iPHASE Technologies</orgName><address><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><author xml:id="author-0006"><persName><forename type="first">Henri J.</forename><surname>Tochon‐Danguy</surname></persName><affiliation><orgName>Department of Nuclear Medicine and Centre for PET</orgName><orgName>Austin Health</orgName><address><street>Heidelberg</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>Ludwig Institute for Cancer Research</orgName><address><street>Melbourne Branch</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>iPHASE Technologies</orgName><address><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><author xml:id="author-0007"><persName><forename type="first">Andrew M.</forename><surname>Scott</surname></persName><affiliation><orgName>Department of Nuclear Medicine and Centre for PET</orgName><orgName>Austin Health</orgName><address><street>Heidelberg</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>The University of Melbourne</orgName><address><street>Parkville</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation><affiliation><orgName>Ludwig Institute for Cancer Research</orgName><address><street>Melbourne Branch</street><settlement type="city">Melbourne</settlement><country key="AU">Australia</country></address></affiliation></author><idno type="istex">FAD176FE142460D065335ACE6CCC532B6F08FBAE</idno><idno type="ark">ark:/67375/WNG-XTKQ3F08-X</idno><idno type="DOI">10.1002/jlcr.3175</idno><idno type="unit">JLCR3175</idno><idno type="society">JLCR-13-0173.R1</idno><idno type="toTypesetVersion">file:JLCR.JLCR3175.pdf</idno></analytic><monogr><title level="j" type="main">Journal of Labelled Compounds and Radiopharmaceuticals</title><title level="j" type="alt">JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS</title><idno type="pISSN">0362-4803</idno><idno type="eISSN">1099-1344</idno><idno type="book-DOI">10.1002/(ISSN)1099-1344</idno><idno type="book-part-DOI">10.1002/jlcr.v57.2</idno><idno type="product">JLCR</idno><imprint><biblScope unit="vol">57</biblScope><biblScope unit="issue">2</biblScope><biblScope unit="page" from="115">115</biblScope><biblScope unit="page" to="120">120</biblScope><biblScope unit="page-count">6</biblScope><date type="published" when="2014-02"></date></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><abstract style="main"><p>Site‐specific radiolabelling of peptides or antibodies using [<hi rend="superscript">18</hi>F]FBEM is often preferred over non‐site‐specific radiolabelling with [<hi rend="superscript">18</hi>F]SFB because it does not affect the affinity of the antibody to its target.</p><p>Unfortunately, the synthesis of [<hi rend="superscript">18</hi>F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [<hi rend="superscript">18</hi>F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [<hi rend="superscript">18</hi>F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; <hi rend="italic">n</hi> = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [<hi rend="superscript">18</hi>F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.</p></abstract><abstract style="graphical"><p>A fully automated synthesis of [<hi rend="superscript">18</hi>F]FBEM and coupling to glutathione using the Flexlab module was developed. FBEM was synthesised in a heated HPLC loop vial from [<hi rend="superscript">18</hi>F]fluorobenzoic acid and N‐(2‐aminoethyl)maleimide using <hi rend="italic">N</hi>,<hi rend="italic">N</hi>′‐dicyclohexylcarbodiimide as a coupling agent. The prosthetic group was purified by semi‐preparative HPLC, followed by SPE workup and coupling to glutathione in a second reactor vial.
<figure type="box"><media mimeType="image" url="urn:x-wiley:03624803:media:jlcr3175:jlcr3175-toc-0001"></media></figure></p></abstract><textClass><keywords><term xml:id="jlcr3175-kwd-0001">peptide labelling</term><term xml:id="jlcr3175-kwd-0002">FBEM</term><term xml:id="jlcr3175-kwd-0003">radiolabelled synthons</term><term xml:id="jlcr3175-kwd-0004">PET</term></keywords><keywords rend="articleCategory"><term>Note</term></keywords><keywords rend="tocHeading1"><term>Notes</term></keywords></textClass><langUsage><language ident="en"></language></langUsage></profileDesc></teiHeader></istex:fulltextTEI></fulltext><metadata><istex:metadataXml wicri:clean="Wiley, elements deleted: body"><istex:xmlDeclaration>version="1.0" encoding="UTF-8" standalone="yes"</istex:xmlDeclaration><istex:document><component type="serialArticle" version="2.0" xml:lang="en" xml:id="jlcr3175"><header><publicationMeta level="product"><doi>10.1002/(ISSN)1099-1344</doi><issn type="print">0362-4803</issn><issn type="electronic">1099-1344</issn><idGroup><id type="product" value="JLCR"></id></idGroup><titleGroup><title type="main" sort="JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS">Journal of Labelled Compounds and Radiopharmaceuticals</title><title type="short">J. Label Compd. Radiopharm</title></titleGroup></publicationMeta><publicationMeta level="part" position="20"><doi>10.1002/jlcr.v57.2</doi><copyright ownership="publisher">Copyright © 2014 John Wiley & Sons, Ltd.</copyright><numberingGroup><numbering type="journalVolume" number="57">57</numbering><numbering type="journalIssue">2</numbering></numberingGroup><coverDate startDate="2014-02">February 2014</coverDate></publicationMeta><publicationMeta level="unit" position="120" type="miscellaneous" status="forIssue"><doi>10.1002/jlcr.3175</doi><idGroup><id type="unit" value="JLCR3175"></id><id type="society" value="JLCR-13-0173.R1"></id></idGroup><countGroup><count type="pageTotal" number="6"></count></countGroup><titleGroup><title type="articleCategory">Note</title><title type="tocHeading1">Notes</title></titleGroup><copyright ownership="publisher">Copyright © 2014 John Wiley & Sons, Ltd.</copyright><eventGroup><event type="manuscriptReceived" date="2013-10-22"></event><event type="manuscriptRevised" date="2013-11-26"></event><event type="manuscriptAccepted" date="2013-11-27"></event><event type="xmlCreated" agent="SPi Global" date="2013-12-10"></event><event type="publishedOnlineEarlyUnpaginated" date="2014-01-07"></event><event type="firstOnline" date="2014-01-07"></event><event type="publishedOnlineFinalForm" date="2014-02-13"></event><event type="xmlConverted" agent="Converter:WML3G_To_WML3G version:4.6.4 mode:FullText" date="2015-10-06"></event></eventGroup><numberingGroup><numbering type="pageFirst">115</numbering><numbering type="pageLast">120</numbering></numberingGroup><correspondenceTo>
<lineatedText><line>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia.</line><line>E‐mail: <email>ackerman@petnm.unimelb.edu.au</email></line></lineatedText></correspondenceTo><linkGroup><link type="toTypesetVersion" href="file:JLCR.JLCR3175.pdf"></link></linkGroup></publicationMeta><contentMeta><titleGroup><title type="main">Fully automated synthesis and coupling of [<sup>18</sup>F]FBEM to glutathione using the iPHASE FlexLab module</title><title type="short">Fully automated F‐18 FBEM production and coupling</title><title type="shortAuthors">U. Ackermann <i>et al</i>.</title></titleGroup><creators><creator creatorRole="author" xml:id="jlcr3175-cr-0001" affiliationRef="#jlcr3175-aff-0001 #jlcr3175-aff-0002 #jlcr3175-aff-0003" corresponding="yes"><personName><givenNames>Uwe</givenNames><familyName>Ackermann</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0002" affiliationRef="#jlcr3175-aff-0004"><personName><givenNames>Lucie</givenNames><familyName>Plougastel</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0003" affiliationRef="#jlcr3175-aff-0002"><personName><givenNames>Christian</givenNames><familyName>Wichmann</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0004" affiliationRef="#jlcr3175-aff-0001 #jlcr3175-aff-0002"><personName><givenNames>Yit Wooi</givenNames><familyName>Goh</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0005" affiliationRef="#jlcr3175-aff-0001 #jlcr3175-aff-0002"><personName><givenNames>Shinn Dee</givenNames><familyName>Yeoh</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0006" affiliationRef="#jlcr3175-aff-0005"><personName><givenNames>Stan S.</givenNames><familyName>Poniger</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0007" affiliationRef="#jlcr3175-aff-0001 #jlcr3175-aff-0002 #jlcr3175-aff-0003 #jlcr3175-aff-0005"><personName><givenNames>Henri J.</givenNames><familyName>Tochon‐Danguy</familyName></personName></creator><creator creatorRole="author" xml:id="jlcr3175-cr-0008" affiliationRef="#jlcr3175-aff-0001 #jlcr3175-aff-0002 #jlcr3175-aff-0003"><personName><givenNames>Andrew M.</givenNames><familyName>Scott</familyName></personName></creator></creators><affiliationGroup><affiliation countryCode="AU" type="organization" xml:id="jlcr3175-aff-0001"><orgDiv>Department of Nuclear Medicine and Centre for PET</orgDiv><orgName>Austin Health</orgName><address><street>Heidelberg</street><city>Melbourne</city><country>Australia</country></address></affiliation><affiliation countryCode="AU" type="organization" xml:id="jlcr3175-aff-0002"><orgName>The University of Melbourne</orgName><address><street>Parkville</street><city>Melbourne</city><country>Australia</country></address></affiliation><affiliation countryCode="AU" type="organization" xml:id="jlcr3175-aff-0003"><orgName>Ludwig Institute for Cancer Research</orgName><address><street>Melbourne Branch</street><city>Melbourne</city><country>Australia</country></address></affiliation><affiliation countryCode="FR" type="organization" xml:id="jlcr3175-aff-0004"><orgName>Ecole National Supérior de Chimie de Rennes</orgName><address><street>Avenue du Général Leclerc ‐ CS50837</street><postCode>35700</postCode><city>Rennes</city><country>France</country></address></affiliation><affiliation countryCode="AU" type="organization" xml:id="jlcr3175-aff-0005"><orgName>iPHASE Technologies</orgName><address><city>Melbourne</city><country>Australia</country></address></affiliation></affiliationGroup><keywordGroup type="author"><keyword xml:id="jlcr3175-kwd-0001">peptide labelling</keyword><keyword xml:id="jlcr3175-kwd-0002">FBEM</keyword><keyword xml:id="jlcr3175-kwd-0003">radiolabelled synthons</keyword><keyword xml:id="jlcr3175-kwd-0004">PET</keyword></keywordGroup><fundingInfo><fundingAgency>NHMRC</fundingAgency><fundingNumber>1011418</fundingNumber><fundingNumber>1029249</fundingNumber></fundingInfo><abstractGroup><abstract type="main"><p>Site‐specific radiolabelling of peptides or antibodies using [<sup>18</sup>F]FBEM is often preferred over non‐site‐specific radiolabelling with [<sup>18</sup>F]SFB because it does not affect the affinity of the antibody to its target.</p><p>Unfortunately, the synthesis of [<sup>18</sup>F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [<sup>18</sup>F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [<sup>18</sup>F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; <i>n</i> = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [<sup>18</sup>F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.</p></abstract><abstract type="graphical"><p>A fully automated synthesis of [<sup>18</sup>F]FBEM and coupling to glutathione using the Flexlab module was developed. FBEM was synthesised in a heated HPLC loop vial from [<sup>18</sup>F]fluorobenzoic acid and N‐(2‐aminoethyl)maleimide using <i>N</i>,<i>N</i>′‐dicyclohexylcarbodiimide as a coupling agent. The prosthetic group was purified by semi‐preparative HPLC, followed by SPE workup and coupling to glutathione in a second reactor vial.
<blockFixed type="graphic" xml:id="jlcr3175-blkfxd-0001"><mediaResourceGroup><mediaResource alt="image" href="urn:x-wiley:03624803:media:jlcr3175:jlcr3175-toc-0001"></mediaResource></mediaResourceGroup></blockFixed></p></abstract></abstractGroup></contentMeta></header></component></istex:document></istex:metadataXml><mods version="3.6"><titleInfo lang="en"><title>Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module</title></titleInfo><titleInfo type="abbreviated" lang="en"><title>Fully automated F‐18 FBEM production and coupling</title></titleInfo><titleInfo type="alternative" contentType="CDATA" lang="en"><title>Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module</title></titleInfo><name type="personal"><namePart type="given">Uwe</namePart><namePart type="family">Ackermann</namePart><affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</affiliation><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</affiliation><affiliation>Correspondence to: Uwe Ackermann, Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia.E‐mail:</affiliation><affiliation>E-mail: ackerman@petnm.unimelb.edu.au</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Lucie</namePart><namePart type="family">Plougastel</namePart><affiliation>Ecole National Supérior de Chimie de Rennes, Avenue du Général Leclerc ‐ CS50837, 35700, Rennes, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Christian</namePart><namePart type="family">Wichmann</namePart><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Yit Wooi</namePart><namePart type="family">Goh</namePart><affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</affiliation><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Shinn Dee</namePart><namePart type="family">Yeoh</namePart><affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</affiliation><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Stan S.</namePart><namePart type="family">Poniger</namePart><affiliation>iPHASE Technologies, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Henri J.</namePart><namePart type="family">Tochon‐Danguy</namePart><affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</affiliation><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</affiliation><affiliation>iPHASE Technologies, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">Andrew M.</namePart><namePart type="family">Scott</namePart><affiliation>Department of Nuclear Medicine and Centre for PET, Austin Health, Heidelberg, Melbourne, Australia</affiliation><affiliation>The University of Melbourne, Parkville, Melbourne, Australia</affiliation><affiliation>Ludwig Institute for Cancer Research, Melbourne Branch, Melbourne, Australia</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="article" displayLabel="miscellaneous" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-6N5SZHKN-D">article</genre><originInfo><publisher>Blackwell Publishing Ltd</publisher><dateIssued encoding="w3cdtf">2014-02</dateIssued><dateCreated encoding="w3cdtf">2013-12-10</dateCreated><dateCaptured encoding="w3cdtf">2013-10-22</dateCaptured><dateValid encoding="w3cdtf">2013-11-27</dateValid><copyrightDate encoding="w3cdtf">2014</copyrightDate></originInfo><language><languageTerm type="code" authority="rfc3066">en</languageTerm><languageTerm type="code" authority="iso639-2b">eng</languageTerm></language><abstract>Site‐specific radiolabelling of peptides or antibodies using [18F]FBEM is often preferred over non‐site‐specific radiolabelling with [18F]SFB because it does not affect the affinity of the antibody to its target. Unfortunately, the synthesis of [18F]FBEM and its conjugation to thiol containing macromolecules requires some manual intervention, which leads to radiation exposure of the radiochemist. In this publication, we report on the complete automation of [18F]FBEM production and its subsequent conjugation to glutathione using a slightly modified iPHASE FlexLab module. [18F]FBEM was produced in 1.185 ± 0.168 GBq (15–20%; n = 10; 0.75 ± 0.106 GBq non‐decay corrected) with a specific activity of 57 ± 10 GBq/µmol. Radiochemical purity was 97 ± 1% and the synthesis time including HPLC purification and reformulation was 70 min. After evaporation to dryness, [18F]FBEM was conjugated to glutathione in PBS buffer pH 7.4 in quantitative yields. This fully automated method does not require any manual intervention and therefore reduces the radiation exposure to the operator.</abstract><abstract type="graphical">A fully automated synthesis of [18F]FBEM and coupling to glutathione using the Flexlab module was developed. FBEM was synthesised in a heated HPLC loop vial from [18F]fluorobenzoic acid and N‐(2‐aminoethyl)maleimide using N,N′‐dicyclohexylcarbodiimide as a coupling agent. The prosthetic group was purified by semi‐preparative HPLC, followed by SPE workup and coupling to glutathione in a second reactor vial.</abstract><note type="funding">NHMRC - No. 1011418; No. 1029249; </note><subject><genre>keywords</genre><topic>peptide labelling</topic><topic>FBEM</topic><topic>radiolabelled synthons</topic><topic>PET</topic></subject><relatedItem type="host"><titleInfo><title>Journal of Labelled Compounds and Radiopharmaceuticals</title></titleInfo><titleInfo type="abbreviated"><title>J. Label Compd. Radiopharm</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><subject><genre>article-category</genre><topic>Note</topic></subject><identifier type="ISSN">0362-4803</identifier><identifier type="eISSN">1099-1344</identifier><identifier type="DOI">10.1002/(ISSN)1099-1344</identifier><identifier type="PublisherID">JLCR</identifier><part><date>2014</date><detail type="volume"><caption>vol.</caption><number>57</number></detail><detail type="issue"><caption>no.</caption><number>2</number></detail><extent unit="pages"><start>115</start><end>120</end><total>6</total></extent></part></relatedItem><identifier type="istex">FAD176FE142460D065335ACE6CCC532B6F08FBAE</identifier><identifier type="ark">ark:/67375/WNG-XTKQ3F08-X</identifier><identifier type="DOI">10.1002/jlcr.3175</identifier><identifier type="ArticleID">JLCR3175</identifier><accessCondition type="use and reproduction" contentType="copyright">Copyright © 2014 John Wiley & Sons, Ltd.Copyright © 2014 John Wiley & Sons, Ltd.</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-L0C46X92-X">wiley</recordContentSource></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/document/FAD176FE142460D065335ACE6CCC532B6F08FBAE/metadata/json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Wicri/Asie/explor/AustralieFrV1/Data/Istex/Corpus
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 002F32 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/Istex/Corpus/biblio.hfd -nk 002F32 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Wicri/Asie
|area= AustralieFrV1
|flux= Istex
|étape= Corpus
|type= RBID
|clé= ISTEX:FAD176FE142460D065335ACE6CCC532B6F08FBAE
|texte= Fully automated synthesis and coupling of [18F]FBEM to glutathione using the iPHASE FlexLab module
}}
| This area was generated with Dilib version V0.6.33. |  |