Total Synthesis and Determination of the Absolute Configuration of Vinylamycin
The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S.
Gespeichert in:
Veröffentlicht in: | Organic letters 2015-12, Vol.17 (23), p.5725-5727 |
---|---|
Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 5727 |
---|---|
container_issue | 23 |
container_start_page | 5725 |
container_title | Organic letters |
container_volume | 17 |
creator | Yang, Zhantao Yang, Guang Ma, Meiyan Li, Jiangnan Liu, Jianwei Wang, Jinghan Jiang, Shende Zhang, Quan Chen, Yue |
description | The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S. |
doi_str_mv | 10.1021/acs.orglett.5b02809 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1744662308</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1744662308</sourcerecordid><originalsourceid>FETCH-LOGICAL-a345t-e87edc12b09e0691d80210a20c11b45ed5c65780fd40f059faa322fec22d9b103</originalsourceid><addsrcrecordid>eNp9kMtOwzAQRS0EoqXwBUgoSzZpx06cx7IqT6mCBYVt5Dh2cZXYxXYW-XtcNXTJakZz753RHIRuMcwxELxg3M2N3bbC-zmtgRRQnqEppiSJc6Dk_NRnMEFXzu0AcJiUl2hCsqCkRTZFbxvjWRt9DNp_C6dcxHQTPQgvbKc088royMgoaNGydqbtvYhWRku17e1J_VJ6aFk3cKWv0YVkrRM3Y52hz6fHzeolXr8_v66W65glKfWxKHLRcExqKAVkJW6K8BAwAhzjOqWioTyjeQGySUECLSVjCSFScEKassaQzND9ce_emp9eOF91ynHRtkwL07sK52maZSSBIliTo5Vb45wVstpb1TE7VBiqA8gqgKxGkNUIMqTuxgN93YnmlPkjFwyLo-GQ3pne6vDvvyt_ATjTgmE</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1744662308</pqid></control><display><type>article</type><title>Total Synthesis and Determination of the Absolute Configuration of Vinylamycin</title><source>MEDLINE</source><source>American Chemical Society Publications</source><creator>Yang, Zhantao ; Yang, Guang ; Ma, Meiyan ; Li, Jiangnan ; Liu, Jianwei ; Wang, Jinghan ; Jiang, Shende ; Zhang, Quan ; Chen, Yue</creator><creatorcontrib>Yang, Zhantao ; Yang, Guang ; Ma, Meiyan ; Li, Jiangnan ; Liu, Jianwei ; Wang, Jinghan ; Jiang, Shende ; Zhang, Quan ; Chen, Yue</creatorcontrib><description>The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.5b02809</identifier><identifier>PMID: 26523486</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Bacterial Proteins - chemical synthesis ; Bacterial Proteins - chemistry ; Depsipeptides - chemical synthesis ; Depsipeptides - chemistry ; Lipopeptides - chemical synthesis ; Lipopeptides - chemistry ; Molecular Structure ; Peptides, Cyclic - chemical synthesis ; Peptides, Cyclic - chemistry ; Stereoisomerism</subject><ispartof>Organic letters, 2015-12, Vol.17 (23), p.5725-5727</ispartof><rights>Copyright © 2015 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a345t-e87edc12b09e0691d80210a20c11b45ed5c65780fd40f059faa322fec22d9b103</citedby><cites>FETCH-LOGICAL-a345t-e87edc12b09e0691d80210a20c11b45ed5c65780fd40f059faa322fec22d9b103</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.orglett.5b02809$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.5b02809$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2751,27055,27903,27904,56716,56766</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/26523486$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Zhantao</creatorcontrib><creatorcontrib>Yang, Guang</creatorcontrib><creatorcontrib>Ma, Meiyan</creatorcontrib><creatorcontrib>Li, Jiangnan</creatorcontrib><creatorcontrib>Liu, Jianwei</creatorcontrib><creatorcontrib>Wang, Jinghan</creatorcontrib><creatorcontrib>Jiang, Shende</creatorcontrib><creatorcontrib>Zhang, Quan</creatorcontrib><creatorcontrib>Chen, Yue</creatorcontrib><title>Total Synthesis and Determination of the Absolute Configuration of Vinylamycin</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S.</description><subject>Bacterial Proteins - chemical synthesis</subject><subject>Bacterial Proteins - chemistry</subject><subject>Depsipeptides - chemical synthesis</subject><subject>Depsipeptides - chemistry</subject><subject>Lipopeptides - chemical synthesis</subject><subject>Lipopeptides - chemistry</subject><subject>Molecular Structure</subject><subject>Peptides, Cyclic - chemical synthesis</subject><subject>Peptides, Cyclic - chemistry</subject><subject>Stereoisomerism</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp9kMtOwzAQRS0EoqXwBUgoSzZpx06cx7IqT6mCBYVt5Dh2cZXYxXYW-XtcNXTJakZz753RHIRuMcwxELxg3M2N3bbC-zmtgRRQnqEppiSJc6Dk_NRnMEFXzu0AcJiUl2hCsqCkRTZFbxvjWRt9DNp_C6dcxHQTPQgvbKc088royMgoaNGydqbtvYhWRku17e1J_VJ6aFk3cKWv0YVkrRM3Y52hz6fHzeolXr8_v66W65glKfWxKHLRcExqKAVkJW6K8BAwAhzjOqWioTyjeQGySUECLSVjCSFScEKassaQzND9ce_emp9eOF91ynHRtkwL07sK52maZSSBIliTo5Vb45wVstpb1TE7VBiqA8gqgKxGkNUIMqTuxgN93YnmlPkjFwyLo-GQ3pne6vDvvyt_ATjTgmE</recordid><startdate>20151204</startdate><enddate>20151204</enddate><creator>Yang, Zhantao</creator><creator>Yang, Guang</creator><creator>Ma, Meiyan</creator><creator>Li, Jiangnan</creator><creator>Liu, Jianwei</creator><creator>Wang, Jinghan</creator><creator>Jiang, Shende</creator><creator>Zhang, Quan</creator><creator>Chen, Yue</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20151204</creationdate><title>Total Synthesis and Determination of the Absolute Configuration of Vinylamycin</title><author>Yang, Zhantao ; Yang, Guang ; Ma, Meiyan ; Li, Jiangnan ; Liu, Jianwei ; Wang, Jinghan ; Jiang, Shende ; Zhang, Quan ; Chen, Yue</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a345t-e87edc12b09e0691d80210a20c11b45ed5c65780fd40f059faa322fec22d9b103</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>Bacterial Proteins - chemical synthesis</topic><topic>Bacterial Proteins - chemistry</topic><topic>Depsipeptides - chemical synthesis</topic><topic>Depsipeptides - chemistry</topic><topic>Lipopeptides - chemical synthesis</topic><topic>Lipopeptides - chemistry</topic><topic>Molecular Structure</topic><topic>Peptides, Cyclic - chemical synthesis</topic><topic>Peptides, Cyclic - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Zhantao</creatorcontrib><creatorcontrib>Yang, Guang</creatorcontrib><creatorcontrib>Ma, Meiyan</creatorcontrib><creatorcontrib>Li, Jiangnan</creatorcontrib><creatorcontrib>Liu, Jianwei</creatorcontrib><creatorcontrib>Wang, Jinghan</creatorcontrib><creatorcontrib>Jiang, Shende</creatorcontrib><creatorcontrib>Zhang, Quan</creatorcontrib><creatorcontrib>Chen, Yue</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Zhantao</au><au>Yang, Guang</au><au>Ma, Meiyan</au><au>Li, Jiangnan</au><au>Liu, Jianwei</au><au>Wang, Jinghan</au><au>Jiang, Shende</au><au>Zhang, Quan</au><au>Chen, Yue</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Total Synthesis and Determination of the Absolute Configuration of Vinylamycin</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2015-12-04</date><risdate>2015</risdate><volume>17</volume><issue>23</issue><spage>5725</spage><epage>5727</epage><pages>5725-5727</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>The absolute configurations of the three unknown chiral centers in vinylamycin were predicted according to the structural comparison with microtermolide A and rakicidin A, and then total syntheses of vinylamycin were applied to determine the three unknown chiral centers as 14R, 15R, and 16S.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>26523486</pmid><doi>10.1021/acs.orglett.5b02809</doi><tpages>3</tpages></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1523-7060 |
ispartof | Organic letters, 2015-12, Vol.17 (23), p.5725-5727 |
issn | 1523-7060 1523-7052 |
language | eng |
recordid | cdi_proquest_miscellaneous_1744662308 |
source | MEDLINE; American Chemical Society Publications |
subjects | Bacterial Proteins - chemical synthesis Bacterial Proteins - chemistry Depsipeptides - chemical synthesis Depsipeptides - chemistry Lipopeptides - chemical synthesis Lipopeptides - chemistry Molecular Structure Peptides, Cyclic - chemical synthesis Peptides, Cyclic - chemistry Stereoisomerism |
title | Total Synthesis and Determination of the Absolute Configuration of Vinylamycin |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T17%3A36%3A31IST&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=Total%20Synthesis%20and%20Determination%20of%20the%20Absolute%20Configuration%20of%20Vinylamycin&rft.jtitle=Organic%20letters&rft.au=Yang,%20Zhantao&rft.date=2015-12-04&rft.volume=17&rft.issue=23&rft.spage=5725&rft.epage=5727&rft.pages=5725-5727&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.5b02809&rft_dat=%3Cproquest_cross%3E1744662308%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=1744662308&rft_id=info:pmid/26523486&rfr_iscdi=true |