Matches in SemOpenAlex for { <https://semopenalex.org/work/W2783116613> ?p ?o ?g. }
- W2783116613 endingPage "1866" @default.
- W2783116613 startingPage "1860" @default.
- W2783116613 abstract "The emerging power of thiol-mediated uptake with strained disulfides called for a move from sulfur to selenium. We report that according to results with fluorescent model substrates, cellular uptake with 1,2-diselenolanes exceeds uptake with 1,2-dithiolanes and epidithiodiketopiperazines with regard to efficiency as well as intracellular localization. The diselenide analog of lipoic acid performs best. This 1,2-diselenolane delivers fluorophores efficiently to the cytosol of HeLa Kyoto cells, without detectable endosomal capture as with 1,2-dithiolanes or dominant escape into the nucleus as with epidithiodiketopiperazines. Diselenolane-mediated cytosolic delivery is non-toxic (MTT assay), sensitive to temperature but insensitive to inhibitors of endocytosis (chlorpromazine, methyl-β-cyclodextrin, wortmannin, cytochalasin B) and conventional thiol-mediated uptake (Ellman's reagent), and to serum. Selenophilicity, the extreme CSeSeC dihedral angle of 0° and the high but different acidity of primary and secondary selenols might all contribute to uptake. Thiol-exchange affinity chromatography is introduced as operational mimic of thiol-mediated uptake that provides, in combination with rate enhancement of DTT oxidation, direct experimental evidence for existence and nature of the involved selenosulfides." @default.
- W2783116613 created "2018-01-26" @default.
- W2783116613 creator A5018454299 @default.
- W2783116613 creator A5021801739 @default.
- W2783116613 creator A5035660661 @default.
- W2783116613 creator A5037906302 @default.
- W2783116613 creator A5061215142 @default.
- W2783116613 creator A5066285072 @default.
- W2783116613 creator A5080478799 @default.
- W2783116613 creator A5082100511 @default.
- W2783116613 date "2018-01-01" @default.
- W2783116613 modified "2023-10-12" @default.
- W2783116613 title "Diselenolane-mediated cellular uptake" @default.
- W2783116613 cites W1562062833 @default.
- W2783116613 cites W1582672996 @default.
- W2783116613 cites W1927935021 @default.
- W2783116613 cites W1967950694 @default.
- W2783116613 cites W1972223880 @default.
- W2783116613 cites W1979314414 @default.
- W2783116613 cites W1981506257 @default.
- W2783116613 cites W1987802440 @default.
- W2783116613 cites W1991558093 @default.
- W2783116613 cites W1998570063 @default.
- W2783116613 cites W2002584274 @default.
- W2783116613 cites W2005517353 @default.
- W2783116613 cites W2008538686 @default.
- W2783116613 cites W2012596484 @default.
- W2783116613 cites W2013068412 @default.
- W2783116613 cites W2015737655 @default.
- W2783116613 cites W2024785939 @default.
- W2783116613 cites W2034185909 @default.
- W2783116613 cites W2049307465 @default.
- W2783116613 cites W2051690490 @default.
- W2783116613 cites W2056094227 @default.
- W2783116613 cites W2056832161 @default.
- W2783116613 cites W2062488899 @default.
- W2783116613 cites W2065310958 @default.
- W2783116613 cites W2067628444 @default.
- W2783116613 cites W2070507793 @default.
- W2783116613 cites W2075567991 @default.
- W2783116613 cites W2082627580 @default.
- W2783116613 cites W2083455429 @default.
- W2783116613 cites W2083663368 @default.
- W2783116613 cites W2107677942 @default.
- W2783116613 cites W2112192214 @default.
- W2783116613 cites W2121588632 @default.
- W2783116613 cites W2161203329 @default.
- W2783116613 cites W2169545694 @default.
- W2783116613 cites W2177068986 @default.
- W2783116613 cites W2261220794 @default.
- W2783116613 cites W2273747277 @default.
- W2783116613 cites W2276189593 @default.
- W2783116613 cites W2314431251 @default.
- W2783116613 cites W2320601747 @default.
- W2783116613 cites W2538860994 @default.
- W2783116613 cites W2557281874 @default.
- W2783116613 cites W2557837281 @default.
- W2783116613 cites W2560459299 @default.
- W2783116613 cites W2561491557 @default.
- W2783116613 cites W2565511013 @default.
- W2783116613 cites W2573415793 @default.
- W2783116613 cites W2583462631 @default.
- W2783116613 cites W2603915256 @default.
- W2783116613 cites W2734543642 @default.
- W2783116613 cites W2739183066 @default.
- W2783116613 cites W2768642359 @default.
- W2783116613 cites W2772715504 @default.
- W2783116613 cites W4246187371 @default.
- W2783116613 doi "https://doi.org/10.1039/c7sc05151d" @default.
- W2783116613 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5892345" @default.
- W2783116613 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/29675232" @default.
- W2783116613 hasPublicationYear "2018" @default.
- W2783116613 type Work @default.
- W2783116613 sameAs 2783116613 @default.
- W2783116613 citedByCount "39" @default.
- W2783116613 countsByYear W27831166132018 @default.
- W2783116613 countsByYear W27831166132019 @default.
- W2783116613 countsByYear W27831166132020 @default.
- W2783116613 countsByYear W27831166132021 @default.
- W2783116613 countsByYear W27831166132022 @default.
- W2783116613 countsByYear W27831166132023 @default.
- W2783116613 crossrefType "journal-article" @default.
- W2783116613 hasAuthorship W2783116613A5018454299 @default.
- W2783116613 hasAuthorship W2783116613A5021801739 @default.
- W2783116613 hasAuthorship W2783116613A5035660661 @default.
- W2783116613 hasAuthorship W2783116613A5037906302 @default.
- W2783116613 hasAuthorship W2783116613A5061215142 @default.
- W2783116613 hasAuthorship W2783116613A5066285072 @default.
- W2783116613 hasAuthorship W2783116613A5080478799 @default.
- W2783116613 hasAuthorship W2783116613A5082100511 @default.
- W2783116613 hasBestOaLocation W27831166131 @default.
- W2783116613 hasConcept C102747710 @default.
- W2783116613 hasConcept C12554922 @default.
- W2783116613 hasConcept C1491633281 @default.
- W2783116613 hasConcept C178790620 @default.
- W2783116613 hasConcept C181199279 @default.
- W2783116613 hasConcept C185592680 @default.
- W2783116613 hasConcept C2777366897 @default.