Hepatocyte-Targeting Single Galactose-Appended Naphthalimide: A Tool for Intracellular Thiol Imaging in Vivo
DC Field | Value | Language |
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dc.contributor.author | Lee, Min Hee | - |
dc.contributor.author | Han, Ji Hye | - |
dc.contributor.author | Kwon, Pil-Seung | - |
dc.contributor.author | Bhuniya, Sankarprasad | - |
dc.contributor.author | Kim, Jin Young | - |
dc.contributor.author | Sessler, Jonathan L. | - |
dc.contributor.author | Kang, Chulhun | - |
dc.contributor.author | Kim, Jong Seung | - |
dc.date.accessioned | 2021-09-06T23:03:13Z | - |
dc.date.available | 2021-09-06T23:03:13Z | - |
dc.date.created | 2021-06-18 | - |
dc.date.issued | 2012-01-18 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | https://scholar.korea.ac.kr/handle/2021.sw.korea/109072 | - |
dc.description.abstract | We present the design, synthesis, spectroscopic properties, and biological evaluation of a single galactose-appended naphthalimide (1). Probe 1 is a multifunctional molecule that incorporates a thiol-specific cleavable disulfide bond, a masked phthalamide fluorophore, and a single galactose moiety as a hepatocyte-targeting unit. It constitutes a new type of targetable ligand for hepatic thiol imaging in living cells and animals. Confocal microscopic imaging experiments reveal that 1, but not the galactose-free control system 2, is preferentially taken up by HepG2 cells through galactose-targeted, ASGP-R-mediated endocytosis. Probe 1 displays a fluorescence emission feature at 540 nm that is induced by exposure to free endogenous thiols, most notably GSH. The liver-specificity of 1 was confirmed in vivo via use of a rat model. The potential utility of this probe in indicating pathogenic states and as a possible screening tool for agents that can manipulate oxidative stress was demonstrated in experiments wherein palmitate was used to induce lipotoxicity in HepG2 cells. | - |
dc.language | English | - |
dc.language.iso | en | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | LOW-DENSITY LIPOPROTEINS | - |
dc.subject | ASIALOGLYCOPROTEIN-RECEPTOR | - |
dc.subject | REACTIVE OXYGEN | - |
dc.subject | GLUTATHIONE SYNTHESIS | - |
dc.subject | HEPATIC GLUTATHIONE | - |
dc.subject | GENE-EXPRESSION | - |
dc.subject | DELIVERY | - |
dc.subject | FLUORESCENCE | - |
dc.subject | LIPOSOMES | - |
dc.subject | CELLS | - |
dc.title | Hepatocyte-Targeting Single Galactose-Appended Naphthalimide: A Tool for Intracellular Thiol Imaging in Vivo | - |
dc.type | Article | - |
dc.contributor.affiliatedAuthor | Kim, Jong Seung | - |
dc.identifier.doi | 10.1021/ja210065g | - |
dc.identifier.scopusid | 2-s2.0-84862969080 | - |
dc.identifier.wosid | 000301084300093 | - |
dc.identifier.bibliographicCitation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.134, no.2, pp.1316 - 1322 | - |
dc.relation.isPartOf | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.citation.title | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.citation.volume | 134 | - |
dc.citation.number | 2 | - |
dc.citation.startPage | 1316 | - |
dc.citation.endPage | 1322 | - |
dc.type.rims | ART | - |
dc.type.docType | Article | - |
dc.description.journalClass | 1 | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, Multidisciplinary | - |
dc.subject.keywordPlus | LOW-DENSITY LIPOPROTEINS | - |
dc.subject.keywordPlus | ASIALOGLYCOPROTEIN-RECEPTOR | - |
dc.subject.keywordPlus | REACTIVE OXYGEN | - |
dc.subject.keywordPlus | GLUTATHIONE SYNTHESIS | - |
dc.subject.keywordPlus | HEPATIC GLUTATHIONE | - |
dc.subject.keywordPlus | GENE-EXPRESSION | - |
dc.subject.keywordPlus | DELIVERY | - |
dc.subject.keywordPlus | FLUORESCENCE | - |
dc.subject.keywordPlus | LIPOSOMES | - |
dc.subject.keywordPlus | CELLS | - |
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