Loading…
Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain
The preparation and characterization of a novel nitroxide spin probe based on a steroidal anti-estrogen is described. The probe 5 demonstrated very high binding affinity for both the alpha and beta isoforms of the estrogen receptor–ligand binding domain. EPR spectrometric studies demonstrate conform...
Saved in:
| Published in: | Bioorganic & medicinal chemistry letters 2012-02, Vol.22 (4), p.1743-1746 |
|---|---|
| Main Authors: | , , , |
| Format: | Article |
| Language: | English |
| Subjects: | |
| Citations: | Items that this one cites 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-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3 |
|---|---|
| cites | cdi_FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3 |
| container_end_page | 1746 |
| container_issue | 4 |
| container_start_page | 1743 |
| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 22 |
| creator | Adam Hendricks, J. Gullà, Stefano V. Budil, David E. Hanson, Robert N. |
| description | The preparation and characterization of a novel nitroxide spin probe based on a steroidal anti-estrogen is described. The probe 5 demonstrated very high binding affinity for both the alpha and beta isoforms of the estrogen receptor–ligand binding domain. EPR spectrometric studies demonstrate conformational constraints for the ligand, consistent with the nitroxyl moiety occupying a position just beyond the receptor-solvent interface. |
| doi_str_mv | 10.1016/j.bmcl.2011.12.091 |
| format | article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_923194824</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0960894X11017720</els_id><sourcerecordid>920366312</sourcerecordid><originalsourceid>FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3</originalsourceid><addsrcrecordid>eNqNkUuLFDEURoMoTs_oH3Ch2cisqr1JpR4BN8PgCwZcjAPuQh43bZqqpE2qhf73pul23ImrQO65Xz5yCHnFYM2A9e-2azPbac2BsTXja5DsCVkx0YumFdA9JSuQPTSjFN8vyGUpWwAmQIjn5IJz3g11sCLl_hCXH1hCoclTTcsuxGbSBid0VMclNFiWnDYYqS517g5Rz8HSOS0hRbrLySD1KdMaQh_RjBZ3S72dwkZHR02ILsQNdWnWIb4gz7yeCr48n1fk4eOHb7efm7uvn77c3tw1toNhaQwbvdforXGDlL30YHyHrTQWvDfWDwMgWGG9dgK89J55LoUcYRRDC4Ntr8j1Kbe2_Lmv5dQcisVp0hHTvijJWybFyMV_kND2fct4JfmJtDmVktGrXQ6zzgfFQB2tqK06WlFHK4pxVa3Updfn-L2Z0T2u_NFQgbdnQBerJ591tKH85bqeD5z1lXtz4rxOSm9yZR7u60tdVdv2wNtKvD8RWD_2V8Csig0YLbpQpSzKpfCvpr8BJCm2Ew</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>920366312</pqid></control><display><type>article</type><title>Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain</title><source>ScienceDirect Journals</source><creator>Adam Hendricks, J. ; Gullà, Stefano V. ; Budil, David E. ; Hanson, Robert N.</creator><creatorcontrib>Adam Hendricks, J. ; Gullà, Stefano V. ; Budil, David E. ; Hanson, Robert N.</creatorcontrib><description>The preparation and characterization of a novel nitroxide spin probe based on a steroidal anti-estrogen is described. The probe 5 demonstrated very high binding affinity for both the alpha and beta isoforms of the estrogen receptor–ligand binding domain. EPR spectrometric studies demonstrate conformational constraints for the ligand, consistent with the nitroxyl moiety occupying a position just beyond the receptor-solvent interface.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2011.12.091</identifier><identifier>PMID: 22257894</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Anti-estrogen ; binding capacity ; Biological and medical sciences ; chemistry ; Dynamic motion probe ; Electron Spin Resonance Spectroscopy ; Estrogen Antagonists - chemical synthesis ; Estrogen Antagonists - chemistry ; Estrogen Antagonists - pharmacology ; Estrogen Receptor alpha - drug effects ; Estrogen Receptor alpha - metabolism ; Estrogen receptor-ligand binding domain ; estrogen receptors ; Ligands ; Medical sciences ; Models, Molecular ; Molecular Structure ; Nitrogen Oxides - chemistry ; Nitroxide spin label ; Pharmacology. Drug treatments ; Protein Binding - drug effects ; Protein Isoforms - metabolism ; Protein Structure, Tertiary ; Receptors, Estrogen - drug effects ; Receptors, Estrogen - metabolism ; Selective estrogen receptor modulator</subject><ispartof>Bioorganic & medicinal chemistry letters, 2012-02, Vol.22 (4), p.1743-1746</ispartof><rights>2012 Elsevier Ltd</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2012 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3</citedby><cites>FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=25627216$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/22257894$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Adam Hendricks, J.</creatorcontrib><creatorcontrib>Gullà, Stefano V.</creatorcontrib><creatorcontrib>Budil, David E.</creatorcontrib><creatorcontrib>Hanson, Robert N.</creatorcontrib><title>Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The preparation and characterization of a novel nitroxide spin probe based on a steroidal anti-estrogen is described. The probe 5 demonstrated very high binding affinity for both the alpha and beta isoforms of the estrogen receptor–ligand binding domain. EPR spectrometric studies demonstrate conformational constraints for the ligand, consistent with the nitroxyl moiety occupying a position just beyond the receptor-solvent interface.</description><subject>Anti-estrogen</subject><subject>binding capacity</subject><subject>Biological and medical sciences</subject><subject>chemistry</subject><subject>Dynamic motion probe</subject><subject>Electron Spin Resonance Spectroscopy</subject><subject>Estrogen Antagonists - chemical synthesis</subject><subject>Estrogen Antagonists - chemistry</subject><subject>Estrogen Antagonists - pharmacology</subject><subject>Estrogen Receptor alpha - drug effects</subject><subject>Estrogen Receptor alpha - metabolism</subject><subject>Estrogen receptor-ligand binding domain</subject><subject>estrogen receptors</subject><subject>Ligands</subject><subject>Medical sciences</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Nitrogen Oxides - chemistry</subject><subject>Nitroxide spin label</subject><subject>Pharmacology. Drug treatments</subject><subject>Protein Binding - drug effects</subject><subject>Protein Isoforms - metabolism</subject><subject>Protein Structure, Tertiary</subject><subject>Receptors, Estrogen - drug effects</subject><subject>Receptors, Estrogen - metabolism</subject><subject>Selective estrogen receptor modulator</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNqNkUuLFDEURoMoTs_oH3Ch2cisqr1JpR4BN8PgCwZcjAPuQh43bZqqpE2qhf73pul23ImrQO65Xz5yCHnFYM2A9e-2azPbac2BsTXja5DsCVkx0YumFdA9JSuQPTSjFN8vyGUpWwAmQIjn5IJz3g11sCLl_hCXH1hCoclTTcsuxGbSBid0VMclNFiWnDYYqS517g5Rz8HSOS0hRbrLySD1KdMaQh_RjBZ3S72dwkZHR02ILsQNdWnWIb4gz7yeCr48n1fk4eOHb7efm7uvn77c3tw1toNhaQwbvdforXGDlL30YHyHrTQWvDfWDwMgWGG9dgK89J55LoUcYRRDC4Ntr8j1Kbe2_Lmv5dQcisVp0hHTvijJWybFyMV_kND2fct4JfmJtDmVktGrXQ6zzgfFQB2tqK06WlFHK4pxVa3Updfn-L2Z0T2u_NFQgbdnQBerJ591tKH85bqeD5z1lXtz4rxOSm9yZR7u60tdVdv2wNtKvD8RWD_2V8Csig0YLbpQpSzKpfCvpr8BJCm2Ew</recordid><startdate>20120215</startdate><enddate>20120215</enddate><creator>Adam Hendricks, J.</creator><creator>Gullà, Stefano V.</creator><creator>Budil, David E.</creator><creator>Hanson, Robert N.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>FBQ</scope><scope>IQODW</scope><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><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope></search><sort><creationdate>20120215</creationdate><title>Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain</title><author>Adam Hendricks, J. ; Gullà, Stefano V. ; Budil, David E. ; Hanson, Robert N.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Anti-estrogen</topic><topic>binding capacity</topic><topic>Biological and medical sciences</topic><topic>chemistry</topic><topic>Dynamic motion probe</topic><topic>Electron Spin Resonance Spectroscopy</topic><topic>Estrogen Antagonists - chemical synthesis</topic><topic>Estrogen Antagonists - chemistry</topic><topic>Estrogen Antagonists - pharmacology</topic><topic>Estrogen Receptor alpha - drug effects</topic><topic>Estrogen Receptor alpha - metabolism</topic><topic>Estrogen receptor-ligand binding domain</topic><topic>estrogen receptors</topic><topic>Ligands</topic><topic>Medical sciences</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Nitrogen Oxides - chemistry</topic><topic>Nitroxide spin label</topic><topic>Pharmacology. Drug treatments</topic><topic>Protein Binding - drug effects</topic><topic>Protein Isoforms - metabolism</topic><topic>Protein Structure, Tertiary</topic><topic>Receptors, Estrogen - drug effects</topic><topic>Receptors, Estrogen - metabolism</topic><topic>Selective estrogen receptor modulator</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Adam Hendricks, J.</creatorcontrib><creatorcontrib>Gullà, Stefano V.</creatorcontrib><creatorcontrib>Budil, David E.</creatorcontrib><creatorcontrib>Hanson, Robert N.</creatorcontrib><collection>AGRIS</collection><collection>Pascal-Francis</collection><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><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Adam Hendricks, J.</au><au>Gullà, Stefano V.</au><au>Budil, David E.</au><au>Hanson, Robert N.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2012-02-15</date><risdate>2012</risdate><volume>22</volume><issue>4</issue><spage>1743</spage><epage>1746</epage><pages>1743-1746</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>The preparation and characterization of a novel nitroxide spin probe based on a steroidal anti-estrogen is described. The probe 5 demonstrated very high binding affinity for both the alpha and beta isoforms of the estrogen receptor–ligand binding domain. EPR spectrometric studies demonstrate conformational constraints for the ligand, consistent with the nitroxyl moiety occupying a position just beyond the receptor-solvent interface.</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>22257894</pmid><doi>10.1016/j.bmcl.2011.12.091</doi><tpages>4</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2012-02, Vol.22 (4), p.1743-1746 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_923194824 |
| source | ScienceDirect Journals |
| subjects | Anti-estrogen binding capacity Biological and medical sciences chemistry Dynamic motion probe Electron Spin Resonance Spectroscopy Estrogen Antagonists - chemical synthesis Estrogen Antagonists - chemistry Estrogen Antagonists - pharmacology Estrogen Receptor alpha - drug effects Estrogen Receptor alpha - metabolism Estrogen receptor-ligand binding domain estrogen receptors Ligands Medical sciences Models, Molecular Molecular Structure Nitrogen Oxides - chemistry Nitroxide spin label Pharmacology. Drug treatments Protein Binding - drug effects Protein Isoforms - metabolism Protein Structure, Tertiary Receptors, Estrogen - drug effects Receptors, Estrogen - metabolism Selective estrogen receptor modulator |
| title | Synthesis of a spin-labeled anti-estrogen as a dynamic motion probe for the estrogen receptor ligand binding domain |
| url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-22T03%3A56%3A34IST&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=Synthesis%20of%20a%20spin-labeled%20anti-estrogen%20as%20a%20dynamic%20motion%20probe%20for%20the%20estrogen%20receptor%20ligand%20binding%20domain&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry%20letters&rft.au=Adam%20Hendricks,%20J.&rft.date=2012-02-15&rft.volume=22&rft.issue=4&rft.spage=1743&rft.epage=1746&rft.pages=1743-1746&rft.issn=0960-894X&rft.eissn=1464-3405&rft_id=info:doi/10.1016/j.bmcl.2011.12.091&rft_dat=%3Cproquest_cross%3E920366312%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c507t-b18ffaefcbd79969f0bf5e39bc0ffbcf770e0c4cfad40f9ff1f294980847307c3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=920366312&rft_id=info:pmid/22257894&rfr_iscdi=true |