Fluorescence properties of retinoid X receptor antagonist NEt-SB
[Display omitted] Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2021-01, Vol.31, p.127666-127666, Article 127666 |
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| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 31 |
| creator | Yamada, Shoya Takamura, Yuta Fujihara, Michiko Kawasaki, Mayu Ito, Sohei Nakano, Shogo Kakuta, Hiroki |
| description | [Display omitted]
Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we focused on NEt-SB (4), which has a stilbene structure, as a candidate for this purpose, and examined its fluorescence properties in detail. The fluorescence intensity of 4 was remarkably increased in highly viscous solvents and upon binding to hRXRα-LBD, due to suppression of free rotation of the stilbene moiety. Although the relatively low fluorescence intensity and the short fluorescence wavelength of 4 make this compound itself unsuitable for use in RXR binding assay, our findings provide a basis for further structural evolution, which may lead to a derivative that would be suitable for fluorescence assay of RXR binders. |
| doi_str_mv | 10.1016/j.bmcl.2020.127666 |
| format | Article |
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Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we focused on NEt-SB (4), which has a stilbene structure, as a candidate for this purpose, and examined its fluorescence properties in detail. The fluorescence intensity of 4 was remarkably increased in highly viscous solvents and upon binding to hRXRα-LBD, due to suppression of free rotation of the stilbene moiety. Although the relatively low fluorescence intensity and the short fluorescence wavelength of 4 make this compound itself unsuitable for use in RXR binding assay, our findings provide a basis for further structural evolution, which may lead to a derivative that would be suitable for fluorescence assay of RXR binders.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2020.127666</identifier><identifier>PMID: 33152377</identifier><language>eng</language><publisher>England: Elsevier Ltd</publisher><subject>Binding assay ; Fluorescence ; RXR ; Solvatochromism ; Stilbene</subject><ispartof>Bioorganic & medicinal chemistry letters, 2021-01, Vol.31, p.127666-127666, Article 127666</ispartof><rights>2020 Elsevier Ltd</rights><rights>Copyright © 2020 Elsevier Ltd. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c356t-d6ea2e56c9d4ceac0b4a40012bcfb751f888266c2a7744425227df0e7ebe7a3c3</citedby><cites>FETCH-LOGICAL-c356t-d6ea2e56c9d4ceac0b4a40012bcfb751f888266c2a7744425227df0e7ebe7a3c3</cites><orcidid>0000-0002-3633-8121</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X20307770$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65534</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33152377$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yamada, Shoya</creatorcontrib><creatorcontrib>Takamura, Yuta</creatorcontrib><creatorcontrib>Fujihara, Michiko</creatorcontrib><creatorcontrib>Kawasaki, Mayu</creatorcontrib><creatorcontrib>Ito, Sohei</creatorcontrib><creatorcontrib>Nakano, Shogo</creatorcontrib><creatorcontrib>Kakuta, Hiroki</creatorcontrib><title>Fluorescence properties of retinoid X receptor antagonist NEt-SB</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>[Display omitted]
Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we focused on NEt-SB (4), which has a stilbene structure, as a candidate for this purpose, and examined its fluorescence properties in detail. The fluorescence intensity of 4 was remarkably increased in highly viscous solvents and upon binding to hRXRα-LBD, due to suppression of free rotation of the stilbene moiety. Although the relatively low fluorescence intensity and the short fluorescence wavelength of 4 make this compound itself unsuitable for use in RXR binding assay, our findings provide a basis for further structural evolution, which may lead to a derivative that would be suitable for fluorescence assay of RXR binders.</description><subject>Binding assay</subject><subject>Fluorescence</subject><subject>RXR</subject><subject>Solvatochromism</subject><subject>Stilbene</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp9kEFLxDAQhYMo7rr6BzxIj166JmmadMGDuuyqsOhBhb2FNJ1KlrapSSr4781S9ehphuG9x5sPoXOC5wQTfrWbl61u5hTTeKCCc36ApoRxlmYM54doihccp8WCbSfoxPsdxoRhxo7RJMtITjMhpuhm3QzWgdfQaUh6Z3twwYBPbJ04CKazpkq2cdXQB-sS1QX1bjvjQ_K0CunL3Sk6qlXj4exnztDbevW6fEg3z_ePy9tNqrOch7TioCjkXC8qpkFpXDLFYiFa6roUOamLoqCca6qEYIzRnFJR1RgElCBUprMZuhxzY8ePAXyQrYmtm0Z1YAcvKcsLnDHB8iilo1Q7672DWvbOtMp9SYLlnpzcyT05uScnR3LRdPGTP5QtVH-WX1RRcD0KIH75acBJr82eWmUinSAra_7L_waXIH7l</recordid><startdate>20210101</startdate><enddate>20210101</enddate><creator>Yamada, Shoya</creator><creator>Takamura, Yuta</creator><creator>Fujihara, Michiko</creator><creator>Kawasaki, Mayu</creator><creator>Ito, Sohei</creator><creator>Nakano, Shogo</creator><creator>Kakuta, Hiroki</creator><general>Elsevier Ltd</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3633-8121</orcidid></search><sort><creationdate>20210101</creationdate><title>Fluorescence properties of retinoid X receptor antagonist NEt-SB</title><author>Yamada, Shoya ; Takamura, Yuta ; Fujihara, Michiko ; Kawasaki, Mayu ; Ito, Sohei ; Nakano, Shogo ; Kakuta, Hiroki</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c356t-d6ea2e56c9d4ceac0b4a40012bcfb751f888266c2a7744425227df0e7ebe7a3c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Binding assay</topic><topic>Fluorescence</topic><topic>RXR</topic><topic>Solvatochromism</topic><topic>Stilbene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yamada, Shoya</creatorcontrib><creatorcontrib>Takamura, Yuta</creatorcontrib><creatorcontrib>Fujihara, Michiko</creatorcontrib><creatorcontrib>Kawasaki, Mayu</creatorcontrib><creatorcontrib>Ito, Sohei</creatorcontrib><creatorcontrib>Nakano, Shogo</creatorcontrib><creatorcontrib>Kakuta, Hiroki</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yamada, Shoya</au><au>Takamura, Yuta</au><au>Fujihara, Michiko</au><au>Kawasaki, Mayu</au><au>Ito, Sohei</au><au>Nakano, Shogo</au><au>Kakuta, Hiroki</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Fluorescence properties of retinoid X receptor antagonist NEt-SB</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2021-01-01</date><risdate>2021</risdate><volume>31</volume><spage>127666</spage><epage>127666</epage><pages>127666-127666</pages><artnum>127666</artnum><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>[Display omitted]
Ligands of retinoid X receptors (RXRs) are effective against various diseases, so there is a need for efficient screening methods to discover new ligands. Existing screening methods are complex and time-consuming, and a simple fluorescence assay would be highly desirable. Here, we focused on NEt-SB (4), which has a stilbene structure, as a candidate for this purpose, and examined its fluorescence properties in detail. The fluorescence intensity of 4 was remarkably increased in highly viscous solvents and upon binding to hRXRα-LBD, due to suppression of free rotation of the stilbene moiety. Although the relatively low fluorescence intensity and the short fluorescence wavelength of 4 make this compound itself unsuitable for use in RXR binding assay, our findings provide a basis for further structural evolution, which may lead to a derivative that would be suitable for fluorescence assay of RXR binders.</abstract><cop>England</cop><pub>Elsevier Ltd</pub><pmid>33152377</pmid><doi>10.1016/j.bmcl.2020.127666</doi><tpages>1</tpages><orcidid>https://orcid.org/0000-0002-3633-8121</orcidid></addata></record> |
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| language | eng |
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| source | Elsevier ScienceDirect Journals |
| subjects | Binding assay Fluorescence RXR Solvatochromism Stilbene |
| title | Fluorescence properties of retinoid X receptor antagonist NEt-SB |
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