Literature DB >> 16246578

Electrospray ionization (ESI) tandem mass spectrometric analysis of meso-tetrakis(Heptafluoropropyl)porphyrin.

Kimberly S F Lau1, Martin Sadilek, Gamal E Khalil, Martin Gouterman, Christian Brückner.   

Abstract

The results of an electrospray ionization (ESI(+) and ESI(-)) collision-induced fragmentation investigation of meso-tetrakis(heptafluoropropyl)porphyrin (T(F)HP) are reported. The fragmentation patterns of T(F)HP show, in both ionization modes, the formation of fragments with direct covalent meso-alkyl-to-beta-linkages on elimination of HF. In addition, in the ESI(+) mode, the losses of perfluoroalkyl radicals are observed. A detailed analysis of the fragmentation patterns allows conclusions to be drawn on the identification of the fragment species. Comparable cyclized products were previously produced using radical-initiated solution-phase syntheses. The results presented will help to analyze meso-perfluoroalkyl-derivatized porphyrinic macrocycles that are becoming increasingly popular.

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Year:  2005        PMID： 16246578     DOI： 10.1016/j.jasms.2005.08.001

Source DB:  PubMed          Journal:  J Am Soc Mass Spectrom        ISSN： 1044-0305            Impact factor:   3.109


  6 in total

Review 1.  Some tenets pertaining to electrospray ionization mass spectrometry.

Authors:  R B Cole
Journal:  J Mass Spectrom       Date:  2000-07       Impact factor: 1.982

2.  Synthesis, spectra and photophysics of some free base tetrafluoroalkyl and tetrafluoroaryl porphyrins with potential applications in imaging.

Authors:  J C P Grancho; M M Pereira; M da G Miguel; Gonsalves A M Rocha; H D Burrows
Journal:  Photochem Photobiol       Date:  2002-03       Impact factor: 3.421

3.  High-performance liquid chromatography-mass spectrometry of porphyrins by using an atmospheric pressure interface.

Authors:  A Rosell-Melé; J F Carter; J R Maxwell
Journal:  J Am Soc Mass Spectrom       Date:  1996-09       Impact factor: 3.109

4.  Observation of phenyl-fused porphyrinoids during the ESI mass spectrometric analysis of meso-pentafluorophenyl-substituted porphyrin and corrole.

Authors:  Kimberly S F Lau; Martin Sadilek; Martin Gouterman; Gamal E Khalil; Christian Brückner
Journal:  J Am Soc Mass Spectrom       Date:  2006-07-18       Impact factor: 3.109

5.  Electrospray ionization mass spectrometry of metalloporphyrins.

Authors:  V E Vandell; P A Limbach
Journal:  J Mass Spectrom       Date:  1998-03       Impact factor: 1.982

6.  Cycloreversion and other gas-phase reactions of neutral and cationic pyrrolidine-fused chlorins and isobacteriochlorins under ion bombardment and electrospray.

Authors:  Raul A Izquierdo; Cristina M Barros; M Graça Santana-Marques; A J Ferrer Correia; Ana M G Silva; Augusto C Tomé; Artur Silva; M Graça P M S Neves; J A S Cavaleiro
Journal:  Rapid Commun Mass Spectrom       Date:  2004       Impact factor: 2.419
  6 in total
  4 in total

1.  Observation of phenyl-fused porphyrinoids during the ESI mass spectrometric analysis of meso-pentafluorophenyl-substituted porphyrin and corrole.

Authors:  Kimberly S F Lau; Martin Sadilek; Martin Gouterman; Gamal E Khalil; Christian Brückner
Journal:  J Am Soc Mass Spectrom       Date:  2006-07-18       Impact factor: 3.109

2.  Characterization of isomeric cationic porphyrins with beta-pyrrolic substituents by electrospray mass spectrometry: the singular behavior of a potential virus photoinactivator.

Authors:  Raul A Izquierdo; Cristina M Barros; M Graça Santana-Marques; A J Ferrer-Correia; Eduarda M P Silva; Francesca Giuntini; Maria A F Faustino; João P C Tomé; Augusto C Tomé; Artur M S Silva; Graça P M S Neves; J A S Cavaleiro; Andreia F Peixoto; Mariette M Pereira; Alberto A C C Pais
Journal:  J Am Soc Mass Spectrom       Date:  2006-10-27       Impact factor: 3.109

3.  Stepwise conversion of two pyrrole moieties of octaethylporphyrin to pyridin-3-ones: synthesis, mass spectral, and photophysical properties of mono and bis(oxypyri)porphyrins.

Authors:  Claudia Ryppa; Dariusz Niedzwiedzki; Nicole L Morozowich; Rapole Srikanth; Matthias Zeller; Harry A Frank; Christian Brückner
Journal:  Chemistry       Date:  2009-06-02       Impact factor: 5.236

4.  MS/MS fragmentation behavior study of meso-phenylporphyrinoids containing nonpyrrolic heterocycles and meso-thienyl-substituted porphyrins.

Authors:  Ekta Mishra; Jill L Worlinsky; Christian Brückner; Victor Ryzhov
Journal:  J Am Soc Mass Spectrom       Date:  2013-10-18       Impact factor: 3.109
  4 in total

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