{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,4,2]],"date-time":"2026-04-02T03:33:15Z","timestamp":1775100795308,"version":"3.50.1"},"reference-count":20,"publisher":"MDPI AG","issue":"1","license":[{"start":{"date-parts":[[2019,12,20]],"date-time":"2019-12-20T00:00:00Z","timestamp":1576800000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003725","name":"National Research Foundation of Korea","doi-asserted-by":"publisher","award":["2018R1C1B6006110"],"award-info":[{"award-number":["2018R1C1B6006110"]}],"id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003725","name":"National Research Foundation of Korea","doi-asserted-by":"publisher","award":["2018R1A3B1052702"],"award-info":[{"award-number":["2018R1A3B1052702"]}],"id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Sensors"],"abstract":"<jats:p>Human NAD(P)H:quinone oxidoreductase 1 (hNQO1) is overexpressed in cancer cells and associated with the drug resistance factor of cancer. The objective of this work is the development of fluorescent probes for the efficient detection of hNQO1 activity in cancer cells, which can be employed for the cancer diagnosis and therapeutic agent development. Herein, we report naphthalimide-based fluorescent probes 1 and 2 that can detect hNQO1. For hNQO1 activity, the probes showed a significant fluorescence increase at 540 nm. In addition, probe 1, the naphthalimide containing a triphenylphosphonium salt, showed an enhanced enzyme efficiency and rapid detection under a physiological condition. The detection ability of probe 1 was superior to that of other previously reported probes. Moreover, probe 1 was less cytotoxic during the cancer cell imaging and readily provided a strong fluorescence in hNQO1-overexpressed cancer cells (A549). We proposed that probe 1 can be used to detect hNQO1 expression in live cells and it will be applied to develop the diagnosis and customized treatment of hNQO1-related disease.<\/jats:p>","DOI":"10.3390\/s20010053","type":"journal-article","created":{"date-parts":[[2019,12,23]],"date-time":"2019-12-23T03:15:01Z","timestamp":1577070901000},"page":"53","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":17,"title":["Cancer-Specific hNQO1-Responsive Biocompatible Naphthalimides Providing a Rapid Fluorescent Turn-On with an Enhanced Enzyme Affinity"],"prefix":"10.3390","volume":"20","author":[{"given":"Sun Young","family":"Park","sequence":"first","affiliation":[{"name":"Department of Chemistry, Sookmyung Women\u2019s University, Seoul 04310, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Eugeine","family":"Jung","sequence":"additional","affiliation":[{"name":"Department of Life Sciences, Korea University, Seoul 02841, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3477-1172","authenticated-orcid":false,"given":"Jong Seung","family":"Kim","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Korea University, Seoul 02841, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sung-Gil","family":"Chi","sequence":"additional","affiliation":[{"name":"Department of Life Sciences, Korea University, Seoul 02841, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Min Hee","family":"Lee","sequence":"additional","affiliation":[{"name":"Department of Chemistry, Sookmyung Women\u2019s University, Seoul 04310, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2019,12,20]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1141","DOI":"10.1093\/oxfordjournals.jbchem.a124470","article-title":"One- and two-electron reduction of quinones by rat liver subcellular fractions reactive oxygen species","volume":"115","author":"Nakamura","year":"1994","journal-title":"J. Biochem."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"437","DOI":"10.1016\/j.ctrv.2004.01.002","article-title":"DT-diaphorase: A target for new anticancer drugs","volume":"30","author":"Danson","year":"2004","journal-title":"Cancer Treat. Rev."},{"key":"ref_3","first-page":"131","article-title":"NQO1 expression correlates with cholangiocarcinoma prognosis","volume":"13","author":"Buranrat","year":"2012","journal-title":"Asian Pac. J. Cancer Prev."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1186\/s12885-015-1271-4","article-title":"High expression of NQO1 is associated with poor prognosis in serous ovarian carcinoma","volume":"15","author":"Cui","year":"2015","journal-title":"BMC Cancer"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"1","DOI":"10.4172\/2324-9110.1000192","article-title":"Roles of NAD(P)H-quinone oxidoreductase 1 (NQO1) on cancer progression and chemoresistance","volume":"6","author":"Srijiwangsa","year":"2017","journal-title":"J. Clin. Exp. Oncol."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"29","DOI":"10.1002\/med.20137","article-title":"Design of anticancer prodrugs for reductive activation","volume":"29","author":"Chen","year":"2009","journal-title":"Med. Res. Rev."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"DTI","DOI":"10.4137\/DTI.S1146","article-title":"A model for NAD(P) H: Quinoneoxidoreductase 1 (NQO1) targeted individualized cancer chemotherapy","volume":"4","author":"Begleiter","year":"2009","journal-title":"Drug Target Insights"},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"309","DOI":"10.1021\/ja309346f","article-title":"Profluorogenic reductase substrate for rapid, selective, and sensitive visualization and detection of human cancer cells that overexpress NQO1","volume":"135","author":"Silvers","year":"2013","journal-title":"J. Am. Chem. Soc."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"6411","DOI":"10.1021\/acs.analchem.5b01615","article-title":"Oxidoreductase-facilitated visualization and detection of human cancer cells","volume":"87","author":"Prasai","year":"2015","journal-title":"Anal. Chem."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"525","DOI":"10.1039\/C6CC08971B","article-title":"An efficient two-photon fluorescent probe for human NAD(P) H: Quinone oxidoreductase (hNQO1) detection and imaging in tumor cells","volume":"53","author":"Kwon","year":"2017","journal-title":"Chem. Commun."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"203","DOI":"10.1016\/j.snb.2018.05.144","article-title":"A two-photon ratiometric probe for detection of hNQO1 enzyme activity in human colon tissue","volume":"272","author":"Cho","year":"2018","journal-title":"Sens. Actuators B Chem."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"341","DOI":"10.1016\/j.dyepig.2019.01.050","article-title":"A coumarin-naphthalimide hybrid as a dual emissive fluorescent probe for hNQO1","volume":"164","author":"Park","year":"2019","journal-title":"Dyes. Pigm."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"6050","DOI":"10.1039\/C6SC02236G","article-title":"Mitochondria-targeted aggregation induced emission theranostics: Crucial importance of in situ activation","volume":"7","author":"Shin","year":"2016","journal-title":"Chem. Sci."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"12330","DOI":"10.1039\/C6CC05880A","article-title":"An efficient two-photon fluorescent probe for monitoring mitochondrial singlet oxygen in tissues during photodynamic therapy","volume":"52","author":"Liu","year":"2016","journal-title":"Chem. Commun."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"9993","DOI":"10.1021\/ac9018445","article-title":"Naphthalimide-porphyrin hybrid based ratiometric bioimaging probe for Hg2+: Well-resolved emission spectra and unique specificity","volume":"81","author":"Li","year":"2009","journal-title":"Anal. Chem."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"9518","DOI":"10.1021\/ja062012b","article-title":"A non-oxidative approach toward chemically and electrochemically functionalizing Si (111)","volume":"128","author":"Rohde","year":"2006","journal-title":"J. Am. Chem. Soc."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"6372","DOI":"10.1021\/bi0600087","article-title":"The crystal structure of NAD(P)H quinone oxidoreductase 1 in complex with its potent inhibitor dicoumarol","volume":"45","author":"Asher","year":"2006","journal-title":"Biochemistry"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"21","DOI":"10.4103\/2229-5186.79345","article-title":"Methods for the determination of limit of detection and limit of quantitation of the analytical methods","volume":"2","author":"Shrivastava","year":"2011","journal-title":"Chron. Young Sci."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"8430","DOI":"10.1021\/ja503356q","article-title":"Toward a chemical marker for inflammatory disease: A fluorescent probe for membrane-localized thioredoxin","volume":"136","author":"Lee","year":"2014","journal-title":"J. Am. Chem. Soc."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"4740","DOI":"10.1021\/jm300212s","article-title":"Classification of inhibitors of hepatic organic anion transporting polypeptides (OATPs): Influence of protein expression on drug-drug interactions","volume":"55","author":"Karlgren","year":"2012","journal-title":"J. Med. Chem."}],"container-title":["Sensors"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1424-8220\/20\/1\/53\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T13:44:04Z","timestamp":1760190244000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1424-8220\/20\/1\/53"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2019,12,20]]},"references-count":20,"journal-issue":{"issue":"1","published-online":{"date-parts":[[2020,1]]}},"alternative-id":["s20010053"],"URL":"https:\/\/doi.org\/10.3390\/s20010053","relation":{},"ISSN":["1424-8220"],"issn-type":[{"value":"1424-8220","type":"electronic"}],"subject":[],"published":{"date-parts":[[2019,12,20]]}}}