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CinNapht AIE(E)gens for selective imaging of lipid droplets
This article describes the synthesis and photophysical properties of Aggregation-Induced Emission (enhancement) luminogens derivated from CinNaphts dyes. These fluorophores can be obtained in good yields in a single SNAr step of a fluorinated CinNapht derivative by incorporating hindered aromatic am...
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Published in: | Organic & biomolecular chemistry 2024-04, Vol.22 (14), p.2739-2743 |
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creator | Tacke, Eléonore Hoang, Minh-Duc Estaque, Lilian Durand, Philippe Pieters, Grégory Chevalier, Arnaud |
description | This article describes the synthesis and photophysical properties of Aggregation-Induced Emission (enhancement) luminogens derivated from CinNaphts dyes. These fluorophores can be obtained in good yields in a single SNAr step of a fluorinated CinNapht derivative by incorporating hindered aromatic amines. They exhibit AIE(E) behavior associated with solid-state fluorescence covering an emission range from 563 to 722 nm. One carbazole derivative demonstrates a remarkable efficiency in imaging lipid droplets in living cells through an original photophysical mechanism.
The use of hindered aromatic amines in a SNAr reaction enabled the synthesis of novel AIE(E)gens derivatives of CinNaphts, suitable for fluorescence imaging of lipid droplets in living cells. |
doi_str_mv | 10.1039/d4ob00247d |
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The use of hindered aromatic amines in a SNAr reaction enabled the synthesis of novel AIE(E)gens derivatives of CinNaphts, suitable for fluorescence imaging of lipid droplets in living cells.</description><subject>Aggregation</subject><subject>Amines</subject><subject>Aromatic compounds</subject><subject>Carbazole</subject><subject>Carbazoles</subject><subject>Chemical compounds</subject><subject>Chemical Sciences</subject><subject>Droplets</subject><subject>Dyes</subject><subject>Emission</subject><subject>Emissions</subject><subject>Fluorescence</subject><subject>Fluorophores</subject><subject>Imaging techniques</subject><subject>Lipids</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNpd0c9LwzAUB_AgipvTi3el4GUK0yQvXRo8zW3-gOEueg5pkm4dXVOTduB_b3Vzgqc8kg-Pl-9D6JzgW4JB3BnmUowp4-YAdQnjfIBjEIf7muIOOglhhTERfMiOUQcSJjil0EX347x8VdWyjkYv0_70emHLEGXOR8EWVtf5xkb5Wi3ychG5LCryKjeR8a4qbB1O0VGmimDPdmcPvT9O38bPg9n86WU8mg00cFIPUp4QECoFYYTQ6dBkPKHGUJFZymINCWhqbcqpThkWKjOWcxUDTkisKRcZ9ND1tu9SFbLy7Tz-UzqVy-fRTH7fYRZjAKAb0tr-1lbefTQ21HKdB22LQpXWNUFSMeR4SAhLWnr1j65c48v2JxIwEJIQwWirbrZKexeCt9l-AoLld_xywuYPP_FPWny5a9mka2v29DfvFlxsgQ96__q3P_gCa8WGOg</recordid><startdate>20240403</startdate><enddate>20240403</enddate><creator>Tacke, Eléonore</creator><creator>Hoang, Minh-Duc</creator><creator>Estaque, Lilian</creator><creator>Durand, Philippe</creator><creator>Pieters, Grégory</creator><creator>Chevalier, Arnaud</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><scope>1XC</scope><scope>VOOES</scope><orcidid>https://orcid.org/0000-0001-6816-9855</orcidid><orcidid>https://orcid.org/0000-0002-0452-1554</orcidid><orcidid>https://orcid.org/0000-0002-3924-8287</orcidid><orcidid>https://orcid.org/0000-0002-1928-8222</orcidid></search><sort><creationdate>20240403</creationdate><title>CinNapht AIE(E)gens for selective imaging of lipid droplets</title><author>Tacke, Eléonore ; Hoang, Minh-Duc ; Estaque, Lilian ; Durand, Philippe ; Pieters, Grégory ; Chevalier, Arnaud</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c371t-b78139ab39d99cb6df782dd29fe245c383c2eeb72cb409afde77a530815c279f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>Aggregation</topic><topic>Amines</topic><topic>Aromatic compounds</topic><topic>Carbazole</topic><topic>Carbazoles</topic><topic>Chemical compounds</topic><topic>Chemical Sciences</topic><topic>Droplets</topic><topic>Dyes</topic><topic>Emission</topic><topic>Emissions</topic><topic>Fluorescence</topic><topic>Fluorophores</topic><topic>Imaging techniques</topic><topic>Lipids</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tacke, Eléonore</creatorcontrib><creatorcontrib>Hoang, Minh-Duc</creatorcontrib><creatorcontrib>Estaque, Lilian</creatorcontrib><creatorcontrib>Durand, Philippe</creatorcontrib><creatorcontrib>Pieters, Grégory</creatorcontrib><creatorcontrib>Chevalier, Arnaud</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><collection>Hyper Article en Ligne (HAL) (Open Access)</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tacke, Eléonore</au><au>Hoang, Minh-Duc</au><au>Estaque, Lilian</au><au>Durand, Philippe</au><au>Pieters, Grégory</au><au>Chevalier, Arnaud</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>CinNapht AIE(E)gens for selective imaging of lipid droplets</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2024-04-03</date><risdate>2024</risdate><volume>22</volume><issue>14</issue><spage>2739</spage><epage>2743</epage><pages>2739-2743</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>This article describes the synthesis and photophysical properties of Aggregation-Induced Emission (enhancement) luminogens derivated from CinNaphts dyes. These fluorophores can be obtained in good yields in a single SNAr step of a fluorinated CinNapht derivative by incorporating hindered aromatic amines. They exhibit AIE(E) behavior associated with solid-state fluorescence covering an emission range from 563 to 722 nm. One carbazole derivative demonstrates a remarkable efficiency in imaging lipid droplets in living cells through an original photophysical mechanism.
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subjects | Aggregation Amines Aromatic compounds Carbazole Carbazoles Chemical compounds Chemical Sciences Droplets Dyes Emission Emissions Fluorescence Fluorophores Imaging techniques Lipids |
title | CinNapht AIE(E)gens for selective imaging of lipid droplets |
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