Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis

Abstract The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe.

Saved in:
Bibliographic Details
Published in:Synlett 2008-07, Vol.2008 (12), p.1907-1909
Main Authors: Tang, Guo, Ji, Tao, Hu, An-Fu, Zhao, Yu-Fen
Format: Article
Language:English
Subjects:
letter
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c277t-bfe293a6ff094e4621d17165b1da0ba3fac89fea9091eee85c61041bae6ba3e03
cites
container_end_page 1909
container_issue 12
container_start_page 1907
container_title Synlett
container_volume 2008
creator Tang, Guo
Ji, Tao
Hu, An-Fu
Zhao, Yu-Fen
description Abstract The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe.
doi_str_mv 10.1055/s-2008-1077887
format article
fullrecord <record><control><sourceid>thieme_cross</sourceid><recordid>TN_cdi_crossref_primary_10_1055_s_2008_1077887</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1055_s_2008_1077887</sourcerecordid><originalsourceid>FETCH-LOGICAL-c277t-bfe293a6ff094e4621d17165b1da0ba3fac89fea9091eee85c61041bae6ba3e03</originalsourceid><addsrcrecordid>eNp1kM9KAzEQh4MoWKtXz3kAU2f2f46laC2UtlA9h-zuxKZsd5ckFfpQvoRP5kp79fSD-c03DB9jjwgThDR99iICKARCnhdFfsVGmMT5MJPZNRuBjDORRpjcsjvv9wCYFBJGbL3qvqjhq6et2Oyo1dWp4RvXBaqCbT_53HXHnuu25ovg-bTvG1vpYLuWm87xDfXB1sR_vrenNuzIW3_PboxuPD1ccsw-Xl_eZ29iuZ4vZtOlqKI8D6I0FMlYZ8aATCjJIqwxxywtsdZQ6tjoqpCGtASJRFSkVYaQYKkpG1qCeMwm57uV67x3ZFTv7EG7k0JQfzqUV3861EXHAIgzEHaWDqT23dG1w4f_7f8C0YtiOQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis</title><source>Thieme Connect Journals</source><creator>Tang, Guo ; Ji, Tao ; Hu, An-Fu ; Zhao, Yu-Fen</creator><creatorcontrib>Tang, Guo ; Ji, Tao ; Hu, An-Fu ; Zhao, Yu-Fen</creatorcontrib><description>Abstract The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2008-1077887</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2008-07, Vol.2008 (12), p.1907-1909</ispartof><rights>Georg Thieme Verlag Stuttgart ˙ New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c277t-bfe293a6ff094e4621d17165b1da0ba3fac89fea9091eee85c61041bae6ba3e03</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2008-1077887.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2008-1077887$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,780,784,3017,3018,27924,27925,54559,54560</link.rule.ids></links><search><creatorcontrib>Tang, Guo</creatorcontrib><creatorcontrib>Ji, Tao</creatorcontrib><creatorcontrib>Hu, An-Fu</creatorcontrib><creatorcontrib>Zhao, Yu-Fen</creatorcontrib><title>Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><recordid>eNp1kM9KAzEQh4MoWKtXz3kAU2f2f46laC2UtlA9h-zuxKZsd5ckFfpQvoRP5kp79fSD-c03DB9jjwgThDR99iICKARCnhdFfsVGmMT5MJPZNRuBjDORRpjcsjvv9wCYFBJGbL3qvqjhq6et2Oyo1dWp4RvXBaqCbT_53HXHnuu25ovg-bTvG1vpYLuWm87xDfXB1sR_vrenNuzIW3_PboxuPD1ccsw-Xl_eZ29iuZ4vZtOlqKI8D6I0FMlYZ8aATCjJIqwxxywtsdZQ6tjoqpCGtASJRFSkVYaQYKkpG1qCeMwm57uV67x3ZFTv7EG7k0JQfzqUV3861EXHAIgzEHaWDqT23dG1w4f_7f8C0YtiOQ</recordid><startdate>20080716</startdate><enddate>20080716</enddate><creator>Tang, Guo</creator><creator>Ji, Tao</creator><creator>Hu, An-Fu</creator><creator>Zhao, Yu-Fen</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20080716</creationdate><title>Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis</title><author>Tang, Guo ; Ji, Tao ; Hu, An-Fu ; Zhao, Yu-Fen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c277t-bfe293a6ff094e4621d17165b1da0ba3fac89fea9091eee85c61041bae6ba3e03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tang, Guo</creatorcontrib><creatorcontrib>Ji, Tao</creatorcontrib><creatorcontrib>Hu, An-Fu</creatorcontrib><creatorcontrib>Zhao, Yu-Fen</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tang, Guo</au><au>Ji, Tao</au><au>Hu, An-Fu</au><au>Zhao, Yu-Fen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2008-07-16</date><risdate>2008</risdate><volume>2008</volume><issue>12</issue><spage>1907</spage><epage>1909</epage><pages>1907-1909</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract The phenacyl group can be introduced onto amino and thio groups by N,S-alkylation reactions. Conversely, these groups are removed rapidly by employing magnesium in acetic acid. This protecting group was successfully applied to a short peptide synthesis of Boc-L-Cys-Gly-OMe.</abstract><doi>10.1055/s-2008-1077887</doi><tpages>3</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0936-5214
ispartof Synlett, 2008-07, Vol.2008 (12), p.1907-1909
issn 0936-5214
1437-2096
language eng
recordid cdi_crossref_primary_10_1055_s_2008_1077887
source Thieme Connect Journals
subjects letter
title Novel N,S-Phenacyl Protecting Group and Its Application for Peptide ­Synthesis
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T11%3A28%3A32IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-thieme_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Novel%20N,S-Phenacyl%20Protecting%20Group%20and%20Its%20Application%20for%20Peptide%20%C2%ADSynthesis&rft.jtitle=Synlett&rft.au=Tang,%20Guo&rft.date=2008-07-16&rft.volume=2008&rft.issue=12&rft.spage=1907&rft.epage=1909&rft.pages=1907-1909&rft.issn=0936-5214&rft.eissn=1437-2096&rft_id=info:doi/10.1055/s-2008-1077887&rft_dat=%3Cthieme_cross%3E10_1055_s_2008_1077887%3C/thieme_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c277t-bfe293a6ff094e4621d17165b1da0ba3fac89fea9091eee85c61041bae6ba3e03%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true