Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group

Chlorotrityl Chloride (CTC) resin is one of the most useful resins for the solid‐phase synthesis of C‐terminal acid peptides. CTC resin can be used for the preparation of both protected and unprotected peptides. Herein, the use of CTC resin as a reusable mild protecting group of carboxylic acids is...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:QSAR & combinatorial science 2007-10, Vol.26 (10), p.1027-1035
Hauptverfasser: García-Martín, Fayna, Bayó-Puxan, Núria, Cruz, Luis J., Bohling, James C., Albericio, Fernando
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 1035
container_issue 10
container_start_page 1027
container_title QSAR & combinatorial science
container_volume 26
creator García-Martín, Fayna
Bayó-Puxan, Núria
Cruz, Luis J.
Bohling, James C.
Albericio, Fernando
description Chlorotrityl Chloride (CTC) resin is one of the most useful resins for the solid‐phase synthesis of C‐terminal acid peptides. CTC resin can be used for the preparation of both protected and unprotected peptides. Herein, the use of CTC resin as a reusable mild protecting group of carboxylic acids is introduced. Temporary protection of carboxylic acids in solution is not a straightforward process, but the use of CTC resin is shown to be an alternative to classic solution procedures. Regeneration of the CTC resin after cleavage of the target compounds is feasible, which allows the reuse of the resin. Applications described herein encompass the preparation of noncommercial amino acids as well as complex dipeptides.
doi_str_mv 10.1002/qsar.200720015
format Article
fullrecord <record><control><sourceid>istex_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1002_qsar_200720015</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>ark_67375_WNG_8M9HSS8W_K</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3935-be6fe32ad3c882edbd542c1434ffeeaae2df4878e67661635b649a7ebdd7bfe03</originalsourceid><addsrcrecordid>eNqFkD1PwzAQhi0EEqWwMnuEIcUfie2MVQRtRflqi8pm2ckFDIEUOxXtvyelqGJjON170vvc8CB0SkmPEsIuPoPxPUaIbIcme6hDBaURYVTt7zJ5OkRHIby2fS5T1kGj7KWqfd1416wr_HO4AvBZNsvO8QSC-8AmYNPGZTC2ApwZb-tV271vKcgb9_GMB75eLo7RQWmqACe_u4sery5n2TAa3w1GWX8c5TzlSWRBlMCZKXiuFIPCFknMchrzuCwBjAFWlLGSCoQUggqeWBGnRoItCmlLILyLetu_ua9D8FDqhXfvxq81JXojQm9E6J2IFki3wJerYP1PWz9M-5O_bLRlXWhgtWONf9NCcpno-e1Aq5t0OJ2qub7m3_POclo</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>García-Martín, Fayna ; Bayó-Puxan, Núria ; Cruz, Luis J. ; Bohling, James C. ; Albericio, Fernando</creator><creatorcontrib>García-Martín, Fayna ; Bayó-Puxan, Núria ; Cruz, Luis J. ; Bohling, James C. ; Albericio, Fernando</creatorcontrib><description>Chlorotrityl Chloride (CTC) resin is one of the most useful resins for the solid‐phase synthesis of C‐terminal acid peptides. CTC resin can be used for the preparation of both protected and unprotected peptides. Herein, the use of CTC resin as a reusable mild protecting group of carboxylic acids is introduced. Temporary protection of carboxylic acids in solution is not a straightforward process, but the use of CTC resin is shown to be an alternative to classic solution procedures. Regeneration of the CTC resin after cleavage of the target compounds is feasible, which allows the reuse of the resin. Applications described herein encompass the preparation of noncommercial amino acids as well as complex dipeptides.</description><identifier>ISSN: 1611-020X</identifier><identifier>EISSN: 1611-0218</identifier><identifier>DOI: 10.1002/qsar.200720015</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Combinatorial chemistry ; Microwave energy ; Orthogonal protecting groups ; Resins ; Solid supports ; Solid-phase peptide synthesis</subject><ispartof>QSAR &amp; combinatorial science, 2007-10, Vol.26 (10), p.1027-1035</ispartof><rights>Copyright © 2007 WILEY‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3935-be6fe32ad3c882edbd542c1434ffeeaae2df4878e67661635b649a7ebdd7bfe03</citedby><cites>FETCH-LOGICAL-c3935-be6fe32ad3c882edbd542c1434ffeeaae2df4878e67661635b649a7ebdd7bfe03</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fqsar.200720015$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fqsar.200720015$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>García-Martín, Fayna</creatorcontrib><creatorcontrib>Bayó-Puxan, Núria</creatorcontrib><creatorcontrib>Cruz, Luis J.</creatorcontrib><creatorcontrib>Bohling, James C.</creatorcontrib><creatorcontrib>Albericio, Fernando</creatorcontrib><title>Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group</title><title>QSAR &amp; combinatorial science</title><addtitle>QSAR Comb. Sci</addtitle><description>Chlorotrityl Chloride (CTC) resin is one of the most useful resins for the solid‐phase synthesis of C‐terminal acid peptides. CTC resin can be used for the preparation of both protected and unprotected peptides. Herein, the use of CTC resin as a reusable mild protecting group of carboxylic acids is introduced. Temporary protection of carboxylic acids in solution is not a straightforward process, but the use of CTC resin is shown to be an alternative to classic solution procedures. Regeneration of the CTC resin after cleavage of the target compounds is feasible, which allows the reuse of the resin. Applications described herein encompass the preparation of noncommercial amino acids as well as complex dipeptides.</description><subject>Combinatorial chemistry</subject><subject>Microwave energy</subject><subject>Orthogonal protecting groups</subject><subject>Resins</subject><subject>Solid supports</subject><subject>Solid-phase peptide synthesis</subject><issn>1611-020X</issn><issn>1611-0218</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhi0EEqWwMnuEIcUfie2MVQRtRflqi8pm2ckFDIEUOxXtvyelqGJjON170vvc8CB0SkmPEsIuPoPxPUaIbIcme6hDBaURYVTt7zJ5OkRHIby2fS5T1kGj7KWqfd1416wr_HO4AvBZNsvO8QSC-8AmYNPGZTC2ApwZb-tV271vKcgb9_GMB75eLo7RQWmqACe_u4sery5n2TAa3w1GWX8c5TzlSWRBlMCZKXiuFIPCFknMchrzuCwBjAFWlLGSCoQUggqeWBGnRoItCmlLILyLetu_ua9D8FDqhXfvxq81JXojQm9E6J2IFki3wJerYP1PWz9M-5O_bLRlXWhgtWONf9NCcpno-e1Aq5t0OJ2qub7m3_POclo</recordid><startdate>200710</startdate><enddate>200710</enddate><creator>García-Martín, Fayna</creator><creator>Bayó-Puxan, Núria</creator><creator>Cruz, Luis J.</creator><creator>Bohling, James C.</creator><creator>Albericio, Fernando</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>200710</creationdate><title>Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group</title><author>García-Martín, Fayna ; Bayó-Puxan, Núria ; Cruz, Luis J. ; Bohling, James C. ; Albericio, Fernando</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3935-be6fe32ad3c882edbd542c1434ffeeaae2df4878e67661635b649a7ebdd7bfe03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2007</creationdate><topic>Combinatorial chemistry</topic><topic>Microwave energy</topic><topic>Orthogonal protecting groups</topic><topic>Resins</topic><topic>Solid supports</topic><topic>Solid-phase peptide synthesis</topic><toplevel>online_resources</toplevel><creatorcontrib>García-Martín, Fayna</creatorcontrib><creatorcontrib>Bayó-Puxan, Núria</creatorcontrib><creatorcontrib>Cruz, Luis J.</creatorcontrib><creatorcontrib>Bohling, James C.</creatorcontrib><creatorcontrib>Albericio, Fernando</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>QSAR &amp; combinatorial science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>García-Martín, Fayna</au><au>Bayó-Puxan, Núria</au><au>Cruz, Luis J.</au><au>Bohling, James C.</au><au>Albericio, Fernando</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group</atitle><jtitle>QSAR &amp; combinatorial science</jtitle><addtitle>QSAR Comb. Sci</addtitle><date>2007-10</date><risdate>2007</risdate><volume>26</volume><issue>10</issue><spage>1027</spage><epage>1035</epage><pages>1027-1035</pages><issn>1611-020X</issn><eissn>1611-0218</eissn><abstract>Chlorotrityl Chloride (CTC) resin is one of the most useful resins for the solid‐phase synthesis of C‐terminal acid peptides. CTC resin can be used for the preparation of both protected and unprotected peptides. Herein, the use of CTC resin as a reusable mild protecting group of carboxylic acids is introduced. Temporary protection of carboxylic acids in solution is not a straightforward process, but the use of CTC resin is shown to be an alternative to classic solution procedures. Regeneration of the CTC resin after cleavage of the target compounds is feasible, which allows the reuse of the resin. Applications described herein encompass the preparation of noncommercial amino acids as well as complex dipeptides.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/qsar.200720015</doi><tpages>9</tpages></addata></record>
fulltext fulltext
identifier ISSN: 1611-020X
ispartof QSAR & combinatorial science, 2007-10, Vol.26 (10), p.1027-1035
issn 1611-020X
1611-0218
language eng
recordid cdi_crossref_primary_10_1002_qsar_200720015
source Wiley Online Library Journals Frontfile Complete
subjects Combinatorial chemistry
Microwave energy
Orthogonal protecting groups
Resins
Solid supports
Solid-phase peptide synthesis
title Chlorotrityl Chloride (CTC) Resin as a Reusable Carboxyl Protecting Group
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-31T14%3A17%3A24IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-istex_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Chlorotrityl%20Chloride%20(CTC)%20Resin%20as%20a%20Reusable%20Carboxyl%20Protecting%20Group&rft.jtitle=QSAR%20&%20combinatorial%20science&rft.au=Garc%C3%ADa-Mart%C3%ADn,%20Fayna&rft.date=2007-10&rft.volume=26&rft.issue=10&rft.spage=1027&rft.epage=1035&rft.pages=1027-1035&rft.issn=1611-020X&rft.eissn=1611-0218&rft_id=info:doi/10.1002/qsar.200720015&rft_dat=%3Cistex_cross%3Eark_67375_WNG_8M9HSS8W_K%3C/istex_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true