A Vibration‐Induced‐Emission‐Based Fluorescent Chemosensor for the Selective and Visual Recognition of Glucose
The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task. We report the synthesis of a fluorescent receptor that combines vibration‐induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2021-07, Vol.60 (31), p.16880-16884 |
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| creator | Ramos‐Soriano, Javier Benitez‐Benitez, Sergio J. Davis, Anthony P. Galan, M. Carmen |
| description | The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task. We report the synthesis of a fluorescent receptor that combines vibration‐induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the bis‐2‐(N‐methylaminomethyl)phenylboronic acid‐decorated N,N′‐diphenyl‐dihydrodibenzo[a,c]phenazine (DPAC) receptor 1 can detect glucose and discriminate between closely related monosaccharides including those commonly found in blood. Preliminary studies suggest monosaccharides bind to the DPAC‐receptor with a 1:1 stoichiometry to produce pseudomacrocyclic complexes, which in turn leads to distinct optical changes in the fluorescent emission of the receptor for each host. Moreover, the complexation‐induced change in emission can be detected visually and quantified in a ratiometric way. Our results highlight the potential of VIE‐type receptors for the quantitative determination of saccharides in biological samples.
A novel sugar fluorescent chemosensor which combines a vibrational‐induced‐emission (VIE)‐active DPAC core and two N‐methylaminomethylphenylboronic acid moieties can detect glucose within seconds and discriminate between closely related monosaccharides including those commonly found in blood. |
| doi_str_mv | 10.1002/anie.202103545 |
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A novel sugar fluorescent chemosensor which combines a vibrational‐induced‐emission (VIE)‐active DPAC core and two N‐methylaminomethylphenylboronic acid moieties can detect glucose within seconds and discriminate between closely related monosaccharides including those commonly found in blood.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.202103545</identifier><identifier>PMID: 33857348</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Aqueous solutions ; Biological properties ; Biological samples ; Carbohydrates ; Chemical sensors ; Chemoreceptors ; Communication ; Communications ; DPAC ; Emissions ; Fluorescence ; fluorescent chemosensors ; Glucose ; glucose sensing ; Monosaccharides ; Phenazine ; Receptors ; Saccharides ; Stoichiometry ; sugar recognition ; Vibration ; vibration-induced emission</subject><ispartof>Angewandte Chemie International Edition, 2021-07, Vol.60 (31), p.16880-16884</ispartof><rights>2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH</rights><rights>2021. This article is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5115-5d29f46f8e166ea8653d2f2b2a529bda9a6ae6aa0a7de8b290dea5a088fb06b83</citedby><cites>FETCH-LOGICAL-c5115-5d29f46f8e166ea8653d2f2b2a529bda9a6ae6aa0a7de8b290dea5a088fb06b83</cites><orcidid>0000-0001-5213-624X ; 0000-0002-3054-0679 ; 0000-0001-7307-2871</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.202103545$$EPDF$$P50$$Gwiley$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.202103545$$EHTML$$P50$$Gwiley$$Hfree_for_read</linktohtml><link.rule.ids>230,314,780,784,885,1417,27924,27925,45574,45575</link.rule.ids></links><search><creatorcontrib>Ramos‐Soriano, Javier</creatorcontrib><creatorcontrib>Benitez‐Benitez, Sergio J.</creatorcontrib><creatorcontrib>Davis, Anthony P.</creatorcontrib><creatorcontrib>Galan, M. Carmen</creatorcontrib><title>A Vibration‐Induced‐Emission‐Based Fluorescent Chemosensor for the Selective and Visual Recognition of Glucose</title><title>Angewandte Chemie International Edition</title><description>The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task. We report the synthesis of a fluorescent receptor that combines vibration‐induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the bis‐2‐(N‐methylaminomethyl)phenylboronic acid‐decorated N,N′‐diphenyl‐dihydrodibenzo[a,c]phenazine (DPAC) receptor 1 can detect glucose and discriminate between closely related monosaccharides including those commonly found in blood. Preliminary studies suggest monosaccharides bind to the DPAC‐receptor with a 1:1 stoichiometry to produce pseudomacrocyclic complexes, which in turn leads to distinct optical changes in the fluorescent emission of the receptor for each host. Moreover, the complexation‐induced change in emission can be detected visually and quantified in a ratiometric way. Our results highlight the potential of VIE‐type receptors for the quantitative determination of saccharides in biological samples.
A novel sugar fluorescent chemosensor which combines a vibrational‐induced‐emission (VIE)‐active DPAC core and two N‐methylaminomethylphenylboronic acid moieties can detect glucose within seconds and discriminate between closely related monosaccharides including those commonly found in blood.</description><subject>Aqueous solutions</subject><subject>Biological properties</subject><subject>Biological samples</subject><subject>Carbohydrates</subject><subject>Chemical sensors</subject><subject>Chemoreceptors</subject><subject>Communication</subject><subject>Communications</subject><subject>DPAC</subject><subject>Emissions</subject><subject>Fluorescence</subject><subject>fluorescent chemosensors</subject><subject>Glucose</subject><subject>glucose sensing</subject><subject>Monosaccharides</subject><subject>Phenazine</subject><subject>Receptors</subject><subject>Saccharides</subject><subject>Stoichiometry</subject><subject>sugar recognition</subject><subject>Vibration</subject><subject>vibration-induced emission</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><sourceid>WIN</sourceid><recordid>eNqFkctq3DAUhkVpaC7ttmtDN914qosly5vCdJgkAyGB3rbi2DrOKHikVLITsusj9BnzJJWZkNJuuhA66Hz_z9H5CXnL6IJRyj-Ad7jglDMqZCVfkCMmOStFXYuXua6EKGst2SE5Tukm81pT9YocCqFlLSp9RMZl8d21EUYX_OPPXxtvpw5trtY7l9L-8RMktMXpMIWIqUM_Fqst7kJCn0Is-nzGLRZfcMBudHdYgLfZNE0wFJ-xC9feze5F6IuzYeqy7jU56GFI-ObpPiHfTtdfV-flxdXZZrW8KDvJmCyl5U1fqV4jUwpBKyks73nLQfKmtdCAAlQAFGqLuuUNtQgSqNZ9S1WrxQn5uPe9ndod2nn0CIO5jW4H8cEEcObvjndbcx3ujBaKs4plg_dPBjH8mDCNJm-lw2EAj2FKhktWyYaLekbf_YPehCn6_L1MSa4ZbeRMLfZUF0NKEfvnYRg1c6BmDtQ8B5oFzV5w7wZ8-A9tlpeb9R_tb352qKY</recordid><startdate>20210726</startdate><enddate>20210726</enddate><creator>Ramos‐Soriano, Javier</creator><creator>Benitez‐Benitez, Sergio J.</creator><creator>Davis, Anthony P.</creator><creator>Galan, M. Carmen</creator><general>Wiley Subscription Services, Inc</general><general>John Wiley and Sons Inc</general><scope>24P</scope><scope>WIN</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0001-5213-624X</orcidid><orcidid>https://orcid.org/0000-0002-3054-0679</orcidid><orcidid>https://orcid.org/0000-0001-7307-2871</orcidid></search><sort><creationdate>20210726</creationdate><title>A Vibration‐Induced‐Emission‐Based Fluorescent Chemosensor for the Selective and Visual Recognition of Glucose</title><author>Ramos‐Soriano, Javier ; Benitez‐Benitez, Sergio J. ; Davis, Anthony P. ; Galan, M. Carmen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5115-5d29f46f8e166ea8653d2f2b2a529bda9a6ae6aa0a7de8b290dea5a088fb06b83</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Aqueous solutions</topic><topic>Biological properties</topic><topic>Biological samples</topic><topic>Carbohydrates</topic><topic>Chemical sensors</topic><topic>Chemoreceptors</topic><topic>Communication</topic><topic>Communications</topic><topic>DPAC</topic><topic>Emissions</topic><topic>Fluorescence</topic><topic>fluorescent chemosensors</topic><topic>Glucose</topic><topic>glucose sensing</topic><topic>Monosaccharides</topic><topic>Phenazine</topic><topic>Receptors</topic><topic>Saccharides</topic><topic>Stoichiometry</topic><topic>sugar recognition</topic><topic>Vibration</topic><topic>vibration-induced emission</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ramos‐Soriano, Javier</creatorcontrib><creatorcontrib>Benitez‐Benitez, Sergio J.</creatorcontrib><creatorcontrib>Davis, Anthony P.</creatorcontrib><creatorcontrib>Galan, M. Carmen</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>Wiley Online Library Free Content</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ramos‐Soriano, Javier</au><au>Benitez‐Benitez, Sergio J.</au><au>Davis, Anthony P.</au><au>Galan, M. Carmen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Vibration‐Induced‐Emission‐Based Fluorescent Chemosensor for the Selective and Visual Recognition of Glucose</atitle><jtitle>Angewandte Chemie International Edition</jtitle><date>2021-07-26</date><risdate>2021</risdate><volume>60</volume><issue>31</issue><spage>16880</spage><epage>16884</epage><pages>16880-16884</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><abstract>The development of chemosensors to detect analytes in biologically relevant solutions is a challenging task. We report the synthesis of a fluorescent receptor that combines vibration‐induced emission (VIE) and dynamic covalent chemistry for the detection of glucose in aqueous media. We show that the bis‐2‐(N‐methylaminomethyl)phenylboronic acid‐decorated N,N′‐diphenyl‐dihydrodibenzo[a,c]phenazine (DPAC) receptor 1 can detect glucose and discriminate between closely related monosaccharides including those commonly found in blood. Preliminary studies suggest monosaccharides bind to the DPAC‐receptor with a 1:1 stoichiometry to produce pseudomacrocyclic complexes, which in turn leads to distinct optical changes in the fluorescent emission of the receptor for each host. Moreover, the complexation‐induced change in emission can be detected visually and quantified in a ratiometric way. Our results highlight the potential of VIE‐type receptors for the quantitative determination of saccharides in biological samples.
A novel sugar fluorescent chemosensor which combines a vibrational‐induced‐emission (VIE)‐active DPAC core and two N‐methylaminomethylphenylboronic acid moieties can detect glucose within seconds and discriminate between closely related monosaccharides including those commonly found in blood.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><pmid>33857348</pmid><doi>10.1002/anie.202103545</doi><tpages>5</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0001-5213-624X</orcidid><orcidid>https://orcid.org/0000-0002-3054-0679</orcidid><orcidid>https://orcid.org/0000-0001-7307-2871</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Aqueous solutions Biological properties Biological samples Carbohydrates Chemical sensors Chemoreceptors Communication Communications DPAC Emissions Fluorescence fluorescent chemosensors Glucose glucose sensing Monosaccharides Phenazine Receptors Saccharides Stoichiometry sugar recognition Vibration vibration-induced emission |
| title | A Vibration‐Induced‐Emission‐Based Fluorescent Chemosensor for the Selective and Visual Recognition of Glucose |
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