Literature DB >> 25411509

Synthesis and characterization of fluorinated derivatives of cresolsulfonphthalein.

Alexander V Kachur1, Diana Sardelis2, Catherine Bentzley2, Anatoliy V Popov3, E James Delikatny3, Joel Karp3.   

Abstract

The reaction between dilute fluorine gas and cresolsufonphthalein in acetic acid was investigated. The mono-, di-, and trifluorinated cresolsufonphthalein derivatives were isolated and characterized. These compounds possessed the properties of pH indicators with biologically relevant pKa values (6.4-7.5) and the absorption maxima of the basic forms at 582-592 nm. This method can be used for synthesis of positron-emitting 18F-labeled pH indicators with potential application for non-invasive in vivo pH measurement in biological objects.

Entities:  

Keywords:  Cresol Purple; Fluorine; electrophilic fluorination; pH measurement

Year:  2013        PMID： 25411509      PMCID： PMC4234054          DOI： 10.1016/j.jfluchem.2012.10.011

Source DB:  PubMed          Journal:  J Fluor Chem        ISSN： 0022-1139            Impact factor:   2.050


  6 in total

1.  [18F]-EF5, a marker for PET detection of hypoxia: synthesis of precursor and a new fluorination procedure.

Authors:  W R Dolbier; A R Li; C J Koch; C Y Shiue; A V Kachur
Journal:  Appl Radiat Isot       Date:  2001-01       Impact factor: 1.513

Review 2.  Synthesis of 11C, 18F, 15O, and 13N radiolabels for positron emission tomography.

Authors:  Philip W Miller; Nicholas J Long; Ramon Vilar; Antony D Gee
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Solvent assisted inlet ionization: an ultrasensitive new liquid introduction ionization method for mass spectrometry.

Authors:  Vincent S Pagnotti; Nicholas D Chubatyi; Charles N McEwen
Journal:  Anal Chem       Date:  2011-05-09       Impact factor: 6.986

Review 4.  [Differences between phthaleins and sulfonphthaleins].

Authors:  Z Tamura; M Maeda
Journal:  Yakugaku Zasshi       Date:  1997-11       Impact factor: 0.302

5.  Catalysis of fluorine addition to double bond: an improvement of method for synthesis of (18)F PET agents.

Authors:  Alexander V Kachur; William R Dolbier; Wei Xu; Cameron J Koch
Journal:  Appl Radiat Isot       Date:  2009-10-23       Impact factor: 1.513

6.  Direct fluorination of phenolsulfonphthalein: a method for synthesis of positron-emitting indicators for in vivo pH measurement.

Authors:  Alexander V Kachur; Anatoliy V Popov; Joel S Karp; E James Delikatny
Journal:  Cell Biochem Biophys       Date:  2013-05       Impact factor: 2.194
  6 in total
  5 in total

1.  Core-based lipid nanoparticles as a nanoplatform for delivery of near-infrared fluorescent imaging agents.

Authors:  Nadia Anikeeva; Yuri Sykulev; Edward J Delikatny; Anatoliy V Popov
Journal:  Am J Nucl Med Mol Imaging       Date:  2014-09-06

2.  Synthesis of 18F-labeled phenolphthalein and naphtholphthalein.

Authors:  Alexander V Kachur; Andrey A Popov; E James Delikatny; Joel S Karp; Anatoliy V Popov
Journal:  J Fluor Chem       Date:  2013-07-01       Impact factor: 2.050

3.  Cerenkov-specific contrast agents for detection of pH in vivo.

Authors:  Julie Czupryna; Alexander V Kachur; Eric Blankemeyer; Anatoliy V Popov; Alejandro D Arroyo; Joel S Karp; Edward J Delikatny
Journal:  J Nucl Med       Date:  2015-02-05       Impact factor: 10.057

4.  Synthesis of pH indicators for Cerenkov imaging by electrophilic substitution of bromine by fluorine in an aromatic system.

Authors:  Alexander V Kachur; Alejandro D Arroyo; Nikaela W Bryan; Sarah J Saylor; Anatoliy V Popov; E James Delikatny
Journal:  J Fluor Chem       Date:  2017-07-05       Impact factor: 2.050

5.  Synthesis of F-18 labeled resazurin by direct electrophilic fluorination.

Authors:  Alexander V Kachur; Alejandro D Arroyo; Anatoliy V Popov; Sarah J Saylor; E James Delikatny
Journal:  J Fluor Chem       Date:  2015-07-17       Impact factor: 2.050
  5 in total

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