Literature DB >> 11677123

Synthesis and photophysical properties of new fluorinated benzo[c]xanthene dyes as intracellular pH indicators.

J Liu1, Z Diwu, W Y Leung.   

Abstract

Two new fluorinated benzo[c]xanthene dyes were synthesized by reaction of fluorinated 1,6-dihydroxynaphthalenes with 2,4- (and 2,5)-dicarboxy-3'-dimethylamino-2'-hydroxybenzophenone. The two critical fluorinated 1,6-dihydroxynaphthalene intermediates were prepared via a regioselective route. The fluorinated benzo[c]xanthene dyes exhibit desired lower pK(a) values (6.4 and 7.2, respectively) than their parent compound (pK(a)=7.5) while the pH-dependent dual-emission characteristics are well retained. Their cell-permeable esters have been prepared for intracellular applications.

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Year:  2001        PMID: 11677123     DOI: 10.1016/s0960-894x(01)00595-9

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  19 in total

1.  Concurrent measurements of the free cytosolic concentrations of H+ and Na+ ions with fluorescent indicators.

Authors:  Claire Sheldon; Y May Cheng; John Church
Journal:  Pflugers Arch       Date:  2004-12       Impact factor: 3.657

2.  Tuning the pK(a) of fluorescein to optimize binding assays.

Authors:  Luke D Lavis; Thomas J Rutkoski; Ronald T Raines
Journal:  Anal Chem       Date:  2007-08-03       Impact factor: 6.986

3.  Different ionic conditions prompt NHE2 and NHE3 translocation to the plasma membrane.

Authors:  J Scott Gens; Hongwei Du; Lixuan Tackett; Shen-Shen Kong; Shaoyou Chu; Marshall H Montrose
Journal:  Biochim Biophys Acta       Date:  2007-01-12

Review 4.  Bright ideas for chemical biology.

Authors:  Luke D Lavis; Ronald T Raines
Journal:  ACS Chem Biol       Date:  2008-03-20       Impact factor: 5.100

5.  An organic white light-emitting fluorophore.

Authors:  Youjun Yang; Mark Lowry; Corin M Schowalter; Sayo O Fakayode; Jorge O Escobedo; Xiangyang Xu; Huating Zhang; Timothy J Jensen; Frank R Fronczek; Isiah M Warner; Robert M Strongin
Journal:  J Am Chem Soc       Date:  2006-11-01       Impact factor: 15.419

6.  Synthesis of fluorinated benzophenones, xanthones, acridones, and thioxanthones by iterative nucleophilic aromatic substitution.

Authors:  Zachary R Woydziak; Liqiang Fu; Blake R Peterson
Journal:  J Org Chem       Date:  2011-11-23       Impact factor: 4.354

7.  Intracellular pH distribution in Saccharomyces cerevisiae cell populations, analyzed by flow cytometry.

Authors:  Minoska Valli; Michael Sauer; Paola Branduardi; Nicole Borth; Danilo Porro; Diethard Mattanovich
Journal:  Appl Environ Microbiol       Date:  2005-03       Impact factor: 4.792

8.  Lysosomes shape Ins(1,4,5)P3-evoked Ca2+ signals by selectively sequestering Ca2+ released from the endoplasmic reticulum.

Authors:  Cristina I López-Sanjurjo; Stephen C Tovey; David L Prole; Colin W Taylor
Journal:  J Cell Sci       Date:  2012-10-24       Impact factor: 5.285

9.  Fluorescence properties of dibenzofluorescein in aqueous solution.

Authors:  Xian-Fu Zhang; Qiang Liu; Aiijun Son; Qihang Zhang; Fuqun Zhao; Fushi Zhang
Journal:  J Fluoresc       Date:  2008-03-12       Impact factor: 2.217

10.  Dimethyl amiloride improves glucose homeostasis in mouse models of type 2 diabetes.

Authors:  Subhadra C Gunawardana; W Steven Head; David W Piston
Journal:  Am J Physiol Endocrinol Metab       Date:  2008-04-15       Impact factor: 4.310

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