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, M.H. | - |
dc.contributor.author | Han, J.H. | - |
dc.contributor.author | Kwon, P.-S. | - |
dc.contributor.author | Bhuniya, S. | - |
dc.contributor.author | Kim, J.Y. | - |
dc.contributor.author | Sessler, J.L. | - |
dc.contributor.author | Kang, C. | - |
dc.contributor.author | Kim, J.S. | - |
dc.date.accessioned | 2022-04-19T10:25:49Z | - |
dc.date.available | 2022-04-19T10:25:49Z | - |
dc.date.issued | 2012-01 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.issn | 1520-5126 | - |
dc.identifier.uri | https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/147657 | - |
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. © 2011 American Chemical Society. | - |
dc.format.extent | 7 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | American Chemical Society | - |
dc.title | Hepatocyte-targeting single galactose-appended naphthalimide: A tool for intracellular thiol imaging in vivo | - |
dc.type | Article | - |
dc.publisher.location | 미국 | - |
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.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.description.isOpenAccess | N | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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