A Cresyl Violet-Based Fluorescent Off-On Probe for the Detection and Imaging of Hypoxia and Nitroreductase in Living Organisms
A new cresyl violet‐based fluorescent off–on probe has been developed through a one‐step synthesis for the detection of nitroreductase (NTR) and hypoxia. The detection mechanism is based on the NTR‐catalyzed reduction of the probe to cresyl violet, accompanied with a large fluorescence enhancement a...
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Veröffentlicht in: | Chemistry, an Asian journal an Asian journal, 2014-08, Vol.9 (8), p.2058-2062 |
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creator | Wan, Qiong-Qiong Gao, Xing-Hui He, Xin-Yuan Chen, Su-Ming Song, Yan-Chao Gong, Qiu-Yu Li, Xiao-Hua Ma, Hui-Min |
description | A new cresyl violet‐based fluorescent off–on probe has been developed through a one‐step synthesis for the detection of nitroreductase (NTR) and hypoxia. The detection mechanism is based on the NTR‐catalyzed reduction of the probe to cresyl violet, accompanied with a large fluorescence enhancement at a long wavelength of 625 nm. The probe can detect NTR in aqueous solution with high selectivity and sensitivity, and the detection limit is 1 ng mL−1 NTR. Most importantly, the probe has been successfully used to image not only NTR and hypoxia in living cells, but also the distribution of NTR in zebrafish in vivo.
To probe or not to probe: A new cresyl violet‐based fluorescent off–on probe has been developed for the detection of nitroreductase (NTR) and hypoxia. The probe displays high selectivity and sensitivity, and has been used to detect NTR and hypoxia in living cells and the distribution of NTR in zebrafish in vivo. |
doi_str_mv | 10.1002/asia.201402364 |
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To probe or not to probe: A new cresyl violet‐based fluorescent off–on probe has been developed for the detection of nitroreductase (NTR) and hypoxia. The probe displays high selectivity and sensitivity, and has been used to detect NTR and hypoxia in living cells and the distribution of NTR in zebrafish in vivo.</description><identifier>ISSN: 1861-4728</identifier><identifier>EISSN: 1861-471X</identifier><identifier>DOI: 10.1002/asia.201402364</identifier><identifier>PMID: 24920341</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>amines ; Aqueous solutions ; Benzoxazines - chemistry ; Carbon-13 Magnetic Resonance Spectroscopy ; Chemistry ; fluorescence imaging ; Fluorescent Dyes - chemistry ; fluorescent probe ; Humans ; Hypoxia ; Hypoxia - diagnosis ; hypoxic tumor cells ; Limit of Detection ; MCF-7 Cells ; Microscopy, Fluorescence ; Nitroreductases - metabolism ; Organisms ; Proton Magnetic Resonance Spectroscopy ; reduction ; Spectrometry, Mass, Electrospray Ionization</subject><ispartof>Chemistry, an Asian journal, 2014-08, Vol.9 (8), p.2058-2062</ispartof><rights>2014 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4814-fc836df3442b4ff8964ad1f6bd524d1087c1a71ccd2b1bd46c875bc4b6610a783</citedby><cites>FETCH-LOGICAL-c4814-fc836df3442b4ff8964ad1f6bd524d1087c1a71ccd2b1bd46c875bc4b6610a783</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fasia.201402364$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fasia.201402364$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24920341$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Wan, Qiong-Qiong</creatorcontrib><creatorcontrib>Gao, Xing-Hui</creatorcontrib><creatorcontrib>He, Xin-Yuan</creatorcontrib><creatorcontrib>Chen, Su-Ming</creatorcontrib><creatorcontrib>Song, Yan-Chao</creatorcontrib><creatorcontrib>Gong, Qiu-Yu</creatorcontrib><creatorcontrib>Li, Xiao-Hua</creatorcontrib><creatorcontrib>Ma, Hui-Min</creatorcontrib><title>A Cresyl Violet-Based Fluorescent Off-On Probe for the Detection and Imaging of Hypoxia and Nitroreductase in Living Organisms</title><title>Chemistry, an Asian journal</title><addtitle>Chem. Asian J</addtitle><description>A new cresyl violet‐based fluorescent off–on probe has been developed through a one‐step synthesis for the detection of nitroreductase (NTR) and hypoxia. The detection mechanism is based on the NTR‐catalyzed reduction of the probe to cresyl violet, accompanied with a large fluorescence enhancement at a long wavelength of 625 nm. The probe can detect NTR in aqueous solution with high selectivity and sensitivity, and the detection limit is 1 ng mL−1 NTR. Most importantly, the probe has been successfully used to image not only NTR and hypoxia in living cells, but also the distribution of NTR in zebrafish in vivo.
To probe or not to probe: A new cresyl violet‐based fluorescent off–on probe has been developed for the detection of nitroreductase (NTR) and hypoxia. The probe displays high selectivity and sensitivity, and has been used to detect NTR and hypoxia in living cells and the distribution of NTR in zebrafish in vivo.</description><subject>amines</subject><subject>Aqueous solutions</subject><subject>Benzoxazines - chemistry</subject><subject>Carbon-13 Magnetic Resonance Spectroscopy</subject><subject>Chemistry</subject><subject>fluorescence imaging</subject><subject>Fluorescent Dyes - chemistry</subject><subject>fluorescent probe</subject><subject>Humans</subject><subject>Hypoxia</subject><subject>Hypoxia - diagnosis</subject><subject>hypoxic tumor cells</subject><subject>Limit of Detection</subject><subject>MCF-7 Cells</subject><subject>Microscopy, Fluorescence</subject><subject>Nitroreductases - metabolism</subject><subject>Organisms</subject><subject>Proton Magnetic Resonance Spectroscopy</subject><subject>reduction</subject><subject>Spectrometry, Mass, Electrospray Ionization</subject><issn>1861-4728</issn><issn>1861-471X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc9v0zAYhiMEYmPjyhFZ4sIlne04tnMsHdsqVStoQLlZjn8UjyTubAfWC3_7XDoqxIXTZ3163kef9RbFKwQnCEJ8JqOTEwwRgbii5ElxjDhFJWHo69PDG_Oj4kWMtxDWGDb8eXGESYNhRdBx8WsKZsHEbQe-ON-ZVL6T0Whw0Y0-r5UZElhaWy4H8CH41gDrA0jfDDg3yajk_ADkoMG8l2s3rIG34Gq78fdO_l5fuxSyRo8qZStwA1i4HztuGdZycLGPp8UzK7toXj7Ok-LzxftPs6tysbycz6aLUhGOSGkVr6i2FSG4JdbyhhKpkaWtrjHRCHKmkGRIKY1b1GpCFWd1q0hLKYKS8eqkeLv3boK_G01Monf5d10nB-PHKFBdQ8how0lG3_yD3voxDPm6TBHOMoN3wsmeUsHHGIwVm-B6GbYCQbFrRuyaEYdmcuD1o3Zse6MP-J8qMtDsgZ-uM9v_6MT0Zj79W17usy4mc3_IyvBdUFaxWqyuL8V5tcIriKn4WD0AsVepQQ</recordid><startdate>201408</startdate><enddate>201408</enddate><creator>Wan, Qiong-Qiong</creator><creator>Gao, Xing-Hui</creator><creator>He, Xin-Yuan</creator><creator>Chen, Su-Ming</creator><creator>Song, Yan-Chao</creator><creator>Gong, Qiu-Yu</creator><creator>Li, Xiao-Hua</creator><creator>Ma, Hui-Min</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><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>K9.</scope><scope>7X8</scope></search><sort><creationdate>201408</creationdate><title>A Cresyl Violet-Based Fluorescent Off-On Probe for the Detection and Imaging of Hypoxia and Nitroreductase in Living Organisms</title><author>Wan, Qiong-Qiong ; Gao, Xing-Hui ; He, Xin-Yuan ; Chen, Su-Ming ; Song, Yan-Chao ; Gong, Qiu-Yu ; Li, Xiao-Hua ; Ma, Hui-Min</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4814-fc836df3442b4ff8964ad1f6bd524d1087c1a71ccd2b1bd46c875bc4b6610a783</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>amines</topic><topic>Aqueous solutions</topic><topic>Benzoxazines - chemistry</topic><topic>Carbon-13 Magnetic Resonance Spectroscopy</topic><topic>Chemistry</topic><topic>fluorescence imaging</topic><topic>Fluorescent Dyes - chemistry</topic><topic>fluorescent probe</topic><topic>Humans</topic><topic>Hypoxia</topic><topic>Hypoxia - diagnosis</topic><topic>hypoxic tumor cells</topic><topic>Limit of Detection</topic><topic>MCF-7 Cells</topic><topic>Microscopy, Fluorescence</topic><topic>Nitroreductases - metabolism</topic><topic>Organisms</topic><topic>Proton Magnetic Resonance Spectroscopy</topic><topic>reduction</topic><topic>Spectrometry, Mass, Electrospray Ionization</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Wan, Qiong-Qiong</creatorcontrib><creatorcontrib>Gao, Xing-Hui</creatorcontrib><creatorcontrib>He, Xin-Yuan</creatorcontrib><creatorcontrib>Chen, Su-Ming</creatorcontrib><creatorcontrib>Song, Yan-Chao</creatorcontrib><creatorcontrib>Gong, Qiu-Yu</creatorcontrib><creatorcontrib>Li, Xiao-Hua</creatorcontrib><creatorcontrib>Ma, Hui-Min</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry, an Asian journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Wan, Qiong-Qiong</au><au>Gao, Xing-Hui</au><au>He, Xin-Yuan</au><au>Chen, Su-Ming</au><au>Song, Yan-Chao</au><au>Gong, Qiu-Yu</au><au>Li, Xiao-Hua</au><au>Ma, Hui-Min</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A Cresyl Violet-Based Fluorescent Off-On Probe for the Detection and Imaging of Hypoxia and Nitroreductase in Living Organisms</atitle><jtitle>Chemistry, an Asian journal</jtitle><addtitle>Chem. Asian J</addtitle><date>2014-08</date><risdate>2014</risdate><volume>9</volume><issue>8</issue><spage>2058</spage><epage>2062</epage><pages>2058-2062</pages><issn>1861-4728</issn><eissn>1861-471X</eissn><abstract>A new cresyl violet‐based fluorescent off–on probe has been developed through a one‐step synthesis for the detection of nitroreductase (NTR) and hypoxia. The detection mechanism is based on the NTR‐catalyzed reduction of the probe to cresyl violet, accompanied with a large fluorescence enhancement at a long wavelength of 625 nm. The probe can detect NTR in aqueous solution with high selectivity and sensitivity, and the detection limit is 1 ng mL−1 NTR. Most importantly, the probe has been successfully used to image not only NTR and hypoxia in living cells, but also the distribution of NTR in zebrafish in vivo.
To probe or not to probe: A new cresyl violet‐based fluorescent off–on probe has been developed for the detection of nitroreductase (NTR) and hypoxia. The probe displays high selectivity and sensitivity, and has been used to detect NTR and hypoxia in living cells and the distribution of NTR in zebrafish in vivo.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24920341</pmid><doi>10.1002/asia.201402364</doi><tpages>5</tpages></addata></record> |
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subjects | amines Aqueous solutions Benzoxazines - chemistry Carbon-13 Magnetic Resonance Spectroscopy Chemistry fluorescence imaging Fluorescent Dyes - chemistry fluorescent probe Humans Hypoxia Hypoxia - diagnosis hypoxic tumor cells Limit of Detection MCF-7 Cells Microscopy, Fluorescence Nitroreductases - metabolism Organisms Proton Magnetic Resonance Spectroscopy reduction Spectrometry, Mass, Electrospray Ionization |
title | A Cresyl Violet-Based Fluorescent Off-On Probe for the Detection and Imaging of Hypoxia and Nitroreductase in Living Organisms |
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