An ortho-aldehyde modified probe to image thiols in living cells with enhanced selectivity
Developing fluorescent probes to image thiols in the living system may provide powerful tools to study the functions of thiol-containing biological molecules. In this study, we report the design and evaluation of a novel turn-on fluorescent probe NQNO for selective detection of thiols in living cell...
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Veröffentlicht in: | Talanta (Oxford) 2018-03, Vol.179, p.326-330 |
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creator | Xing, Panfei Shi, Yuchen Li, Qiu Feng, Yanxian Dong, Lei Wang, Chunming |
description | Developing fluorescent probes to image thiols in the living system may provide powerful tools to study the functions of thiol-containing biological molecules. In this study, we report the design and evaluation of a novel turn-on fluorescent probe NQNO for selective detection of thiols in living cells. By introducing an ortho-aldehyde group to NNO, a conventional compound representing a class of thiol-imaging strategy, we obtained NQNO with enhanced selectivity for thiols over the major interferent hydrogen sulfide (H2S). NQNO could be applied in phosphate-buffered saline (PBS), where the efficacy of NNO was usually weakened. Notably, NQNO demonstrated solid performance in imaging endogenous thiols in living cells without exerting cytotoxicity. In summary, NQNO has the potential to serve as a safe, sensitive and effective fluorescent probe for thiol imaging in biological systems.
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•A novel turn-on fluorescent probe selectively detecting thiols over hydrogen sulfide (H2S).•Faster detection than comparable products.•Applicable in physiological conditions.•Capable of detecting endogenous thiols in living cells. |
doi_str_mv | 10.1016/j.talanta.2017.11.035 |
format | Article |
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•A novel turn-on fluorescent probe selectively detecting thiols over hydrogen sulfide (H2S).•Faster detection than comparable products.•Applicable in physiological conditions.•Capable of detecting endogenous thiols in living cells.</description><identifier>ISSN: 0039-9140</identifier><identifier>EISSN: 1873-3573</identifier><identifier>DOI: 10.1016/j.talanta.2017.11.035</identifier><identifier>PMID: 29310239</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject>Aldehydes - chemistry ; Bioimaging ; Buffers ; Cysteine - analysis ; Fluorescent Dyes - chemical synthesis ; Fluorescent Dyes - chemistry ; Fluorescent probe ; Glutathione - analysis ; HeLa Cells ; Homocysteine - analysis ; Humans ; Hydrogen sulfide ; Hydrogen Sulfide - chemistry ; Hydroxyquinolines - chemical synthesis ; Hydroxyquinolines - chemistry ; Optical Imaging - methods ; Ortho-aldehyde ; Thiols</subject><ispartof>Talanta (Oxford), 2018-03, Vol.179, p.326-330</ispartof><rights>2017 Elsevier B.V.</rights><rights>Copyright © 2017 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c365t-9dd1fbcc6d3c4befca125c7f66406e5416325200fe9bbc96524ae4969f1558453</citedby><cites>FETCH-LOGICAL-c365t-9dd1fbcc6d3c4befca125c7f66406e5416325200fe9bbc96524ae4969f1558453</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.talanta.2017.11.035$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29310239$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Xing, Panfei</creatorcontrib><creatorcontrib>Shi, Yuchen</creatorcontrib><creatorcontrib>Li, Qiu</creatorcontrib><creatorcontrib>Feng, Yanxian</creatorcontrib><creatorcontrib>Dong, Lei</creatorcontrib><creatorcontrib>Wang, Chunming</creatorcontrib><title>An ortho-aldehyde modified probe to image thiols in living cells with enhanced selectivity</title><title>Talanta (Oxford)</title><addtitle>Talanta</addtitle><description>Developing fluorescent probes to image thiols in the living system may provide powerful tools to study the functions of thiol-containing biological molecules. In this study, we report the design and evaluation of a novel turn-on fluorescent probe NQNO for selective detection of thiols in living cells. By introducing an ortho-aldehyde group to NNO, a conventional compound representing a class of thiol-imaging strategy, we obtained NQNO with enhanced selectivity for thiols over the major interferent hydrogen sulfide (H2S). NQNO could be applied in phosphate-buffered saline (PBS), where the efficacy of NNO was usually weakened. Notably, NQNO demonstrated solid performance in imaging endogenous thiols in living cells without exerting cytotoxicity. In summary, NQNO has the potential to serve as a safe, sensitive and effective fluorescent probe for thiol imaging in biological systems.
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•A novel turn-on fluorescent probe selectively detecting thiols over hydrogen sulfide (H2S).•Faster detection than comparable products.•Applicable in physiological conditions.•Capable of detecting endogenous thiols in living cells.</description><subject>Aldehydes - chemistry</subject><subject>Bioimaging</subject><subject>Buffers</subject><subject>Cysteine - analysis</subject><subject>Fluorescent Dyes - chemical synthesis</subject><subject>Fluorescent Dyes - chemistry</subject><subject>Fluorescent probe</subject><subject>Glutathione - analysis</subject><subject>HeLa Cells</subject><subject>Homocysteine - analysis</subject><subject>Humans</subject><subject>Hydrogen sulfide</subject><subject>Hydrogen Sulfide - chemistry</subject><subject>Hydroxyquinolines - chemical synthesis</subject><subject>Hydroxyquinolines - chemistry</subject><subject>Optical Imaging - methods</subject><subject>Ortho-aldehyde</subject><subject>Thiols</subject><issn>0039-9140</issn><issn>1873-3573</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkMtOwzAQRS0EgvL4BJCXbBI8cezWK4QQL6kSG9iwsRx7QlylMcQuqH-Pqxa2rGZGc-88DiHnwEpgIK8WZTK9GZIpKwbTEqBkXOyRCcymvOBiyvfJhDGuCgU1OyLHMS4YYxVn_JAcVYpDztWEvN0MNIypC4XpHXZrh3QZnG89OvoxhgZpCtQvzXtOOh_6SP1Ae__lh3dqsc_1t08dxaEzg82eiD3alPtpfUoOWtNHPNvFE_J6f_dy-1jMnx-ebm_mheVSpEI5B21jrXTc1g221kAl7LSVsmYSRQ2SV6JirEXVNFZJUdUGayVVC0LMasFPyOV2br73c4Ux6aWPm9vMgGEVNaiZEqJWSmap2ErtGGIcsdUfY35uXGtgeoNVL_QOq95g1QA6Y82-i92KVbNE9-f65ZgF11sB5ke_PI46Wo8bIn7MPLQL_p8VP202jDk</recordid><startdate>20180301</startdate><enddate>20180301</enddate><creator>Xing, Panfei</creator><creator>Shi, Yuchen</creator><creator>Li, Qiu</creator><creator>Feng, Yanxian</creator><creator>Dong, Lei</creator><creator>Wang, Chunming</creator><general>Elsevier B.V</general><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></search><sort><creationdate>20180301</creationdate><title>An ortho-aldehyde modified probe to image thiols in living cells with enhanced selectivity</title><author>Xing, Panfei ; Shi, Yuchen ; Li, Qiu ; Feng, Yanxian ; Dong, Lei ; Wang, Chunming</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c365t-9dd1fbcc6d3c4befca125c7f66406e5416325200fe9bbc96524ae4969f1558453</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Aldehydes - chemistry</topic><topic>Bioimaging</topic><topic>Buffers</topic><topic>Cysteine - analysis</topic><topic>Fluorescent Dyes - chemical synthesis</topic><topic>Fluorescent Dyes - chemistry</topic><topic>Fluorescent probe</topic><topic>Glutathione - analysis</topic><topic>HeLa Cells</topic><topic>Homocysteine - analysis</topic><topic>Humans</topic><topic>Hydrogen sulfide</topic><topic>Hydrogen Sulfide - chemistry</topic><topic>Hydroxyquinolines - chemical synthesis</topic><topic>Hydroxyquinolines - chemistry</topic><topic>Optical Imaging - methods</topic><topic>Ortho-aldehyde</topic><topic>Thiols</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Xing, Panfei</creatorcontrib><creatorcontrib>Shi, Yuchen</creatorcontrib><creatorcontrib>Li, Qiu</creatorcontrib><creatorcontrib>Feng, Yanxian</creatorcontrib><creatorcontrib>Dong, Lei</creatorcontrib><creatorcontrib>Wang, Chunming</creatorcontrib><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><jtitle>Talanta (Oxford)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Xing, Panfei</au><au>Shi, Yuchen</au><au>Li, Qiu</au><au>Feng, Yanxian</au><au>Dong, Lei</au><au>Wang, Chunming</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An ortho-aldehyde modified probe to image thiols in living cells with enhanced selectivity</atitle><jtitle>Talanta (Oxford)</jtitle><addtitle>Talanta</addtitle><date>2018-03-01</date><risdate>2018</risdate><volume>179</volume><spage>326</spage><epage>330</epage><pages>326-330</pages><issn>0039-9140</issn><eissn>1873-3573</eissn><abstract>Developing fluorescent probes to image thiols in the living system may provide powerful tools to study the functions of thiol-containing biological molecules. In this study, we report the design and evaluation of a novel turn-on fluorescent probe NQNO for selective detection of thiols in living cells. By introducing an ortho-aldehyde group to NNO, a conventional compound representing a class of thiol-imaging strategy, we obtained NQNO with enhanced selectivity for thiols over the major interferent hydrogen sulfide (H2S). NQNO could be applied in phosphate-buffered saline (PBS), where the efficacy of NNO was usually weakened. Notably, NQNO demonstrated solid performance in imaging endogenous thiols in living cells without exerting cytotoxicity. In summary, NQNO has the potential to serve as a safe, sensitive and effective fluorescent probe for thiol imaging in biological systems.
[Display omitted]
•A novel turn-on fluorescent probe selectively detecting thiols over hydrogen sulfide (H2S).•Faster detection than comparable products.•Applicable in physiological conditions.•Capable of detecting endogenous thiols in living cells.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>29310239</pmid><doi>10.1016/j.talanta.2017.11.035</doi><tpages>5</tpages></addata></record> |
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subjects | Aldehydes - chemistry Bioimaging Buffers Cysteine - analysis Fluorescent Dyes - chemical synthesis Fluorescent Dyes - chemistry Fluorescent probe Glutathione - analysis HeLa Cells Homocysteine - analysis Humans Hydrogen sulfide Hydrogen Sulfide - chemistry Hydroxyquinolines - chemical synthesis Hydroxyquinolines - chemistry Optical Imaging - methods Ortho-aldehyde Thiols |
title | An ortho-aldehyde modified probe to image thiols in living cells with enhanced selectivity |
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