FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1025658428> ?p ?o ?g. }

• W1025658428 endingPage "9069" @default.
• W1025658428 startingPage "9061" @default.
• W1025658428 abstract "Fluorescein is a representative green fluorophore that has been widely used as a scaffold of practically useful green fluorescent probes. Here, we report synthesis and characterization of a silicon-substituted fluorescein, i.e., 2-COOH TokyoMagenta (2-COOH TM), which is a fluorescein analogue in which the O atom at the 10' position of the xanthene moiety of fluorescein is replaced with a Si atom. This fluorescein analogue forms a spirolactone ring via intramolecular nucleophilic attack of the carboxylic group in a pH-dependent manner. Consequently, 2-COOH TM exhibits characteristic large pH-dependent absorption and fluorescence spectral changes: (1) 2-COOH TM is colorless at acidic pH, whereas fluorescein retains observable absorption and fluorescence even at acidic pH, and the absorption maximum is also shifted; (2) the absorption spectral change occurs above pH 7.0 for 2-COOH TM and below pH 7.0 for fluorescein; (3) 2-COOH TM shows a much sharper pH response than fluorescein because of its pKa inversion, i.e., pKa1 > pKa2. These features are also different from those of a compound without the carboxylic group, 2-Me TokyoMagenta (2-Me TM). Analysis of the chemical equilibrium between pH 3.0 and 11.0 disclosed that 2-COOH TM favors the colorless and nonfluorescent lactone form, compared with fluorescein. Substitution of Cl atoms at the 4' and 5' positions of the xanthene moiety of 2-COOH TM to obtain 2-COOH DCTM shifted the equilibrium so that the new derivative exists predominantly in the strongly fluorescent open form at physiological pH (pH 7.4). To demonstrate the practical utility of 2-COOH DCTM as a novel scaffold for red fluorescent probes, we employed it to develop a probe for β-galactosidase." @default.
• W1025658428 created "2016-06-24" @default.
• W1025658428 creator A5000089783 @default.
• W1025658428 creator A5004429556 @default.
• W1025658428 creator A5007824481 @default.
• W1025658428 creator A5022773533 @default.
• W1025658428 creator A5035444754 @default.
• W1025658428 creator A5035830409 @default.
• W1025658428 creator A5038305941 @default.
• W1025658428 creator A5049944942 @default.
• W1025658428 creator A5051974040 @default.
• W1025658428 creator A5058883108 @default.
• W1025658428 creator A5063510929 @default.
• W1025658428 creator A5083377210 @default.
• W1025658428 creator A5086823406 @default.
• W1025658428 date "2015-08-17" @default.
• W1025658428 modified "2023-10-14" @default.
• W1025658428 title "Analysis of Chemical Equilibrium of Silicon-Substituted Fluorescein and Its Application to Develop a Scaffold for Red Fluorescent Probes" @default.
• W1025658428 cites W1529590189 @default.
• W1025658428 cites W1601936385 @default.
• W1025658428 cites W1840510807 @default.
• W1025658428 cites W1969564552 @default.
• W1025658428 cites W1980181948 @default.
• W1025658428 cites W1985639415 @default.
• W1025658428 cites W1989639565 @default.
• W1025658428 cites W1991978633 @default.
• W1025658428 cites W1992033675 @default.
• W1025658428 cites W1995675262 @default.
• W1025658428 cites W1996433391 @default.
• W1025658428 cites W1998199040 @default.
• W1025658428 cites W2000262193 @default.
• W1025658428 cites W2003234139 @default.
• W1025658428 cites W2010055809 @default.
• W1025658428 cites W2016730017 @default.
• W1025658428 cites W2017590613 @default.
• W1025658428 cites W2017927794 @default.
• W1025658428 cites W2018027869 @default.
• W1025658428 cites W2018343578 @default.
• W1025658428 cites W2026339867 @default.
• W1025658428 cites W2027825913 @default.
• W1025658428 cites W2041999676 @default.
• W1025658428 cites W2046062017 @default.
• W1025658428 cites W2046968439 @default.
• W1025658428 cites W2047660892 @default.
• W1025658428 cites W2052054312 @default.
• W1025658428 cites W2053782273 @default.
• W1025658428 cites W2063987302 @default.
• W1025658428 cites W2091496922 @default.
• W1025658428 cites W2098358122 @default.
• W1025658428 cites W2099371886 @default.
• W1025658428 cites W2099398906 @default.
• W1025658428 cites W2101902313 @default.
• W1025658428 cites W2106177768 @default.
• W1025658428 cites W2112383048 @default.
• W1025658428 cites W2130450879 @default.
• W1025658428 cites W2144227216 @default.
• W1025658428 cites W2152768401 @default.
• W1025658428 cites W2163128710 @default.
• W1025658428 cites W2165438882 @default.
• W1025658428 cites W2320246629 @default.
• W1025658428 cites W2323878201 @default.
• W1025658428 cites W401718166 @default.
• W1025658428 cites W4237417817 @default.
• W1025658428 cites W81063252 @default.
• W1025658428 doi "https://doi.org/10.1021/acs.analchem.5b02331" @default.
• W1025658428 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26237524" @default.
• W1025658428 hasPublicationYear "2015" @default.
• W1025658428 type Work @default.
• W1025658428 sameAs 1025658428 @default.
• W1025658428 citedByCount "47" @default.
• W1025658428 countsByYear W10256584282015 @default.
• W1025658428 countsByYear W10256584282016 @default.
• W1025658428 countsByYear W10256584282017 @default.
• W1025658428 countsByYear W10256584282018 @default.
• W1025658428 countsByYear W10256584282019 @default.
• W1025658428 countsByYear W10256584282020 @default.
• W1025658428 countsByYear W10256584282021 @default.
• W1025658428 countsByYear W10256584282022 @default.
• W1025658428 countsByYear W10256584282023 @default.
• W1025658428 crossrefType "journal-article" @default.
• W1025658428 hasAuthorship W1025658428A5000089783 @default.
• W1025658428 hasAuthorship W1025658428A5004429556 @default.
• W1025658428 hasAuthorship W1025658428A5007824481 @default.
• W1025658428 hasAuthorship W1025658428A5022773533 @default.
• W1025658428 hasAuthorship W1025658428A5035444754 @default.
• W1025658428 hasAuthorship W1025658428A5035830409 @default.
• W1025658428 hasAuthorship W1025658428A5038305941 @default.
• W1025658428 hasAuthorship W1025658428A5049944942 @default.
• W1025658428 hasAuthorship W1025658428A5051974040 @default.
• W1025658428 hasAuthorship W1025658428A5058883108 @default.
• W1025658428 hasAuthorship W1025658428A5063510929 @default.
• W1025658428 hasAuthorship W1025658428A5083377210 @default.
• W1025658428 hasAuthorship W1025658428A5086823406 @default.
• W1025658428 hasConcept C121332964 @default.
• W1025658428 hasConcept C125287762 @default.
• W1025658428 hasConcept C185592680 @default.
• W1025658428 hasConcept C24890656 @default.
• W1025658428 hasConcept C2776568683 @default.

• next