An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative
Hypochlorous acid (HOCl) is one of the most important reactive oxygen species (ROS) and plays an important role in pathological processes and relevant diseases. However, the highly sensitive/selective detection of HOCl with fast response time is still in demand. In this study, a ratiometric fluoresc...
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| Veröffentlicht in: | New journal of chemistry 2022-04, Vol.46 (14), p.6596-6602 |
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| container_title | New journal of chemistry |
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| creator | Li, Lin-Ke Hou, Yi-Min Liu, Xiao-Chen Tian, Mei-Ju Ma, Qiu-Juan Zhu, Nan-Nan Liu, Shu-Zhen |
| description | Hypochlorous acid (HOCl) is one of the most important reactive oxygen species (ROS) and plays an important role in pathological processes and relevant diseases. However, the highly sensitive/selective detection of HOCl with fast response time is still in demand. In this study, a ratiometric fluorescent probe for the highly selective detection of hypochlorous acid was constructed based on combined intramolecular charge transfer (ICT) and fluorescence resonance energy transfer (FRET) mechanisms. In the designed probe, a coumarin derivative was used as the energy donor and a naphthalimide fluorophore was chosen as the energy receptor, which was modified with a dimethylthiocarbamate group as a HOCl recognition unit. When HOCl was absent, the naphthalimide receptor underwent ICT off and the FRET process from the coumarin donor to the naphthalimide receptor was prevented. Upon adding HOCl, the naphthalimide receptor underwent ICT on and the FRET process took place. The ICT-FRET-based fluorescent probe for hypochlorous acid displayed high selectivity and very short response time ( |
| doi_str_mv | 10.1039/D2NJ00491G |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2646872028</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2646872028</sourcerecordid><originalsourceid>FETCH-LOGICAL-c259t-2b9afd82504867c8c7767208e91a58d744179601c2a8d2be84451eb7896f2e9f3</originalsourceid><addsrcrecordid>eNpFkEFLwzAcxYsoOKcXP0HAm1BN0jRNjmO6ORkKMs8lTf-xGV0yk3awm-BH8Bv6SaxM8PTe4fF7vJcklwTfEJzJ2zv69Igxk2R-lIxIxmUqKSfHgyeMpThn_DQ5i3GNMSEFJ6Pkc-LQYrpKZy_3q7RSEWpk2t4HiBpch7bBV4CMD6hrAAXVWb-BLliNIrho3RvyBjX7rddN64PvI1La1ugA8g4ppH2_UcG6748vp7ZN16jWbmwNqIZgdwNwB-fJiVFthIs_HSevs_vV9CFdPs8X08ky1TSXXUorqUwtaI6Z4IUWuih4QbEASVQu6oIxUkiOiaZK1LQCwVhOoCqE5IaCNNk4uTpwh1XvPcSuXPs-uKGypJxxMcCoGFLXh5QOPsYAptwGO0zYlwSXvyeX_ydnP7JScIM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2646872028</pqid></control><display><type>article</type><title>An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Li, Lin-Ke ; Hou, Yi-Min ; Liu, Xiao-Chen ; Tian, Mei-Ju ; Ma, Qiu-Juan ; Zhu, Nan-Nan ; Liu, Shu-Zhen</creator><creatorcontrib>Li, Lin-Ke ; Hou, Yi-Min ; Liu, Xiao-Chen ; Tian, Mei-Ju ; Ma, Qiu-Juan ; Zhu, Nan-Nan ; Liu, Shu-Zhen</creatorcontrib><description>Hypochlorous acid (HOCl) is one of the most important reactive oxygen species (ROS) and plays an important role in pathological processes and relevant diseases. However, the highly sensitive/selective detection of HOCl with fast response time is still in demand. In this study, a ratiometric fluorescent probe for the highly selective detection of hypochlorous acid was constructed based on combined intramolecular charge transfer (ICT) and fluorescence resonance energy transfer (FRET) mechanisms. In the designed probe, a coumarin derivative was used as the energy donor and a naphthalimide fluorophore was chosen as the energy receptor, which was modified with a dimethylthiocarbamate group as a HOCl recognition unit. When HOCl was absent, the naphthalimide receptor underwent ICT off and the FRET process from the coumarin donor to the naphthalimide receptor was prevented. Upon adding HOCl, the naphthalimide receptor underwent ICT on and the FRET process took place. The ICT-FRET-based fluorescent probe for hypochlorous acid displayed high selectivity and very short response time (<2 s) and good biocompatibility. Furthermore,
I
550nm
/
I
480nm
of the probe for HOCl exhibited a good linear relationship in the range of 4.0 × 10
−7
–5.0 × 10
−5
mol L
−1
, and the detection limit of 2.5 × 10
−7
mol L
−1
was achieved. Moreover, the probe demonstrated almost no cell toxicity and had been effectively applied to the ratiometric fluorescence imaging of HOCl in HeLa cells.</description><identifier>ISSN: 1144-0546</identifier><identifier>EISSN: 1369-9261</identifier><identifier>DOI: 10.1039/D2NJ00491G</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Acids ; Biocompatibility ; Charge transfer ; Coumarin ; Energy transfer ; Fluorescent indicators ; Receptors ; Response time ; Selectivity ; Toxicity</subject><ispartof>New journal of chemistry, 2022-04, Vol.46 (14), p.6596-6602</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c259t-2b9afd82504867c8c7767208e91a58d744179601c2a8d2be84451eb7896f2e9f3</citedby><cites>FETCH-LOGICAL-c259t-2b9afd82504867c8c7767208e91a58d744179601c2a8d2be84451eb7896f2e9f3</cites><orcidid>0000-0001-9785-2733</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Li, Lin-Ke</creatorcontrib><creatorcontrib>Hou, Yi-Min</creatorcontrib><creatorcontrib>Liu, Xiao-Chen</creatorcontrib><creatorcontrib>Tian, Mei-Ju</creatorcontrib><creatorcontrib>Ma, Qiu-Juan</creatorcontrib><creatorcontrib>Zhu, Nan-Nan</creatorcontrib><creatorcontrib>Liu, Shu-Zhen</creatorcontrib><title>An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative</title><title>New journal of chemistry</title><description>Hypochlorous acid (HOCl) is one of the most important reactive oxygen species (ROS) and plays an important role in pathological processes and relevant diseases. However, the highly sensitive/selective detection of HOCl with fast response time is still in demand. In this study, a ratiometric fluorescent probe for the highly selective detection of hypochlorous acid was constructed based on combined intramolecular charge transfer (ICT) and fluorescence resonance energy transfer (FRET) mechanisms. In the designed probe, a coumarin derivative was used as the energy donor and a naphthalimide fluorophore was chosen as the energy receptor, which was modified with a dimethylthiocarbamate group as a HOCl recognition unit. When HOCl was absent, the naphthalimide receptor underwent ICT off and the FRET process from the coumarin donor to the naphthalimide receptor was prevented. Upon adding HOCl, the naphthalimide receptor underwent ICT on and the FRET process took place. The ICT-FRET-based fluorescent probe for hypochlorous acid displayed high selectivity and very short response time (<2 s) and good biocompatibility. Furthermore,
I
550nm
/
I
480nm
of the probe for HOCl exhibited a good linear relationship in the range of 4.0 × 10
−7
–5.0 × 10
−5
mol L
−1
, and the detection limit of 2.5 × 10
−7
mol L
−1
was achieved. Moreover, the probe demonstrated almost no cell toxicity and had been effectively applied to the ratiometric fluorescence imaging of HOCl in HeLa cells.</description><subject>Acids</subject><subject>Biocompatibility</subject><subject>Charge transfer</subject><subject>Coumarin</subject><subject>Energy transfer</subject><subject>Fluorescent indicators</subject><subject>Receptors</subject><subject>Response time</subject><subject>Selectivity</subject><subject>Toxicity</subject><issn>1144-0546</issn><issn>1369-9261</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpFkEFLwzAcxYsoOKcXP0HAm1BN0jRNjmO6ORkKMs8lTf-xGV0yk3awm-BH8Bv6SaxM8PTe4fF7vJcklwTfEJzJ2zv69Igxk2R-lIxIxmUqKSfHgyeMpThn_DQ5i3GNMSEFJ6Pkc-LQYrpKZy_3q7RSEWpk2t4HiBpch7bBV4CMD6hrAAXVWb-BLliNIrho3RvyBjX7rddN64PvI1La1ugA8g4ppH2_UcG6748vp7ZN16jWbmwNqIZgdwNwB-fJiVFthIs_HSevs_vV9CFdPs8X08ky1TSXXUorqUwtaI6Z4IUWuih4QbEASVQu6oIxUkiOiaZK1LQCwVhOoCqE5IaCNNk4uTpwh1XvPcSuXPs-uKGypJxxMcCoGFLXh5QOPsYAptwGO0zYlwSXvyeX_ydnP7JScIM</recordid><startdate>20220405</startdate><enddate>20220405</enddate><creator>Li, Lin-Ke</creator><creator>Hou, Yi-Min</creator><creator>Liu, Xiao-Chen</creator><creator>Tian, Mei-Ju</creator><creator>Ma, Qiu-Juan</creator><creator>Zhu, Nan-Nan</creator><creator>Liu, Shu-Zhen</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>H9R</scope><scope>JG9</scope><scope>KA0</scope><orcidid>https://orcid.org/0000-0001-9785-2733</orcidid></search><sort><creationdate>20220405</creationdate><title>An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative</title><author>Li, Lin-Ke ; Hou, Yi-Min ; Liu, Xiao-Chen ; Tian, Mei-Ju ; Ma, Qiu-Juan ; Zhu, Nan-Nan ; Liu, Shu-Zhen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-2b9afd82504867c8c7767208e91a58d744179601c2a8d2be84451eb7896f2e9f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acids</topic><topic>Biocompatibility</topic><topic>Charge transfer</topic><topic>Coumarin</topic><topic>Energy transfer</topic><topic>Fluorescent indicators</topic><topic>Receptors</topic><topic>Response time</topic><topic>Selectivity</topic><topic>Toxicity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Lin-Ke</creatorcontrib><creatorcontrib>Hou, Yi-Min</creatorcontrib><creatorcontrib>Liu, Xiao-Chen</creatorcontrib><creatorcontrib>Tian, Mei-Ju</creatorcontrib><creatorcontrib>Ma, Qiu-Juan</creatorcontrib><creatorcontrib>Zhu, Nan-Nan</creatorcontrib><creatorcontrib>Liu, Shu-Zhen</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Illustrata: Natural Sciences</collection><collection>Materials Research Database</collection><collection>ProQuest Illustrata: Technology Collection</collection><jtitle>New journal of chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Lin-Ke</au><au>Hou, Yi-Min</au><au>Liu, Xiao-Chen</au><au>Tian, Mei-Ju</au><au>Ma, Qiu-Juan</au><au>Zhu, Nan-Nan</au><au>Liu, Shu-Zhen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative</atitle><jtitle>New journal of chemistry</jtitle><date>2022-04-05</date><risdate>2022</risdate><volume>46</volume><issue>14</issue><spage>6596</spage><epage>6602</epage><pages>6596-6602</pages><issn>1144-0546</issn><eissn>1369-9261</eissn><abstract>Hypochlorous acid (HOCl) is one of the most important reactive oxygen species (ROS) and plays an important role in pathological processes and relevant diseases. However, the highly sensitive/selective detection of HOCl with fast response time is still in demand. In this study, a ratiometric fluorescent probe for the highly selective detection of hypochlorous acid was constructed based on combined intramolecular charge transfer (ICT) and fluorescence resonance energy transfer (FRET) mechanisms. In the designed probe, a coumarin derivative was used as the energy donor and a naphthalimide fluorophore was chosen as the energy receptor, which was modified with a dimethylthiocarbamate group as a HOCl recognition unit. When HOCl was absent, the naphthalimide receptor underwent ICT off and the FRET process from the coumarin donor to the naphthalimide receptor was prevented. Upon adding HOCl, the naphthalimide receptor underwent ICT on and the FRET process took place. The ICT-FRET-based fluorescent probe for hypochlorous acid displayed high selectivity and very short response time (<2 s) and good biocompatibility. Furthermore,
I
550nm
/
I
480nm
of the probe for HOCl exhibited a good linear relationship in the range of 4.0 × 10
−7
–5.0 × 10
−5
mol L
−1
, and the detection limit of 2.5 × 10
−7
mol L
−1
was achieved. Moreover, the probe demonstrated almost no cell toxicity and had been effectively applied to the ratiometric fluorescence imaging of HOCl in HeLa cells.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D2NJ00491G</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0001-9785-2733</orcidid></addata></record> |
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| ispartof | New journal of chemistry, 2022-04, Vol.46 (14), p.6596-6602 |
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| language | eng |
| recordid | cdi_proquest_journals_2646872028 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Acids Biocompatibility Charge transfer Coumarin Energy transfer Fluorescent indicators Receptors Response time Selectivity Toxicity |
| title | An ICT-FRET-based fluorescent probe for the ratiometric sensing of hypochlorous acid based on a coumarin–naphthalimide derivative |
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