Literature DB >> 11838023

Gas-phase reactions of charged phenyl radicals with neutral biomolecules evaporated by laser-induced acoustic desorption.

Christopher J Petzold1, Luis E Ramírez-Arizmendi, Jenny L Heidbrink, James Pérez, Hilkka I Kenttämaa.   

Abstract

A generally applicable method for the study of phenyl radicals' reactions with neutral biomolecules in the gas phase is demonstrated. Neutral biomolecules were evaporated into a Fourier-transform ion cyclotron resonance mass spectrometer (FT-ICR) by means of laser-induced acoustic desorption (LIAD) and subsequently reacted with trapped charged phenyl radicals. The structural integrity of the evaporated alanylalanine molecules was verified by reaction with dichlorophosphenium ions. Examination of the reactions of charged phenyl radicals with alanylalanine and thymidine evaporated via LIAD revealed hydrogen atom abstraction for both alanylalanine and thymidine as well as an addition/elimination product for the reaction with thymidine. These reactions are consistent with the results obtained by others in solution. Further, a previously unstudied reaction of the nucleotide of thymine (T1) with charged phenyl radical was found to yield analogous products as the reaction with thymidine.

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Year:  2002        PMID: 11838023     DOI: 10.1016/S1044-0305(01)00344-0

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


  7 in total

1.  Laser desorption in transmission geometry inside a Fourier-transform ion cyclotron resonance mass spectrometer.

Authors:  J Pérez; C J Petzold; M A Watkins; W E Vaughn; H I Kenttämaa
Journal:  J Am Soc Mass Spectrom       Date:  1999-11       Impact factor: 3.109

2.  Reactivity of Cl-P(+)-Cl toward cyclic organic ethers.

Authors:  L E Ramírez-Arizmendi; Y Q Yu; H I Kenttämaa
Journal:  J Am Soc Mass Spectrom       Date:  1999-05       Impact factor: 3.109

Review 3.  Biochemistry and pathology of radical-mediated protein oxidation.

Authors:  R T Dean; S Fu; R Stocker; M J Davies
Journal:  Biochem J       Date:  1997-05-15       Impact factor: 3.857

4.  N-terminal derivatization and fragmentation of neutral peptides via ion--molecule reactions with acylium ions: toward gas-phase Edman degradation?

Authors:  G E Reid; S E Tichy; J Pérez; R A O'Hair; R J Simpson; H I Kenttämaa
Journal:  J Am Chem Soc       Date:  2001-02-14       Impact factor: 15.419

5.  beta-Scission of C-3 (beta-carbon) alkoxyl radicals on peptides and proteins: a novel pathway which results in the formation of alpha-carbon radicals and the loss of amino acid side chains.

Authors:  H A Headlam; A Mortimer; C J Easton; M J Davies
Journal:  Chem Res Toxicol       Date:  2000-11       Impact factor: 3.739

6.  Copper-dependent site-specific mutagenesis by benzoyl peroxide in the supF gene of the mutation reporter plasmid pS189.

Authors:  S A Akman; J H Doroshow; T W Kensler
Journal:  Carcinogenesis       Date:  1992-10       Impact factor: 4.944

7.  Radical production from peroxide and peracid tumour promoters: EPR spin trapping studies.

Authors:  T L Greenley; M J Davies
Journal:  Biochim Biophys Acta       Date:  1993-05-07
  7 in total
  11 in total

1.  Experimental investigations of the internal energy of molecules evaporated via laser-induced acoustic desorption into a Fourier transform ion cyclotron resonance mass spectrometer.

Authors:  Ryan C Shea; Christopher J Petzold; Ji-Ang Liu; Hilkka I Kenttämaa
Journal:  Anal Chem       Date:  2007-01-31       Impact factor: 6.986

2.  Laser-Induced Acoustic Desorption/Electron Ionization of Amino Acids and Small Peptides.

Authors:  Tiffany M Jarrell; Benjamin C Owen; James S Riedeman; Boone M Prentice; Chris J Pulliam; Joann Max; Hilkka I Kenttämaa
Journal:  J Am Soc Mass Spectrom       Date:  2017-05-12       Impact factor: 3.109

3.  Radical additions to aromatic residues in peptides facilitate unexpected side chain and backbone losses.

Authors:  Xing Zhang; Ryan R Julian
Journal:  J Am Soc Mass Spectrom       Date:  2014-02-01       Impact factor: 3.109

4.  Proton affinity of beta-oxalylaminoalanine (BOAA): incorporation of direct entropy correction into the single-reference kinetic method.

Authors:  Joshua J Wind; Lindsay Papp; Maria Happel; Karen Hahn; Erica J Andriole; John C Poutsma
Journal:  J Am Soc Mass Spectrom       Date:  2005-07       Impact factor: 3.109

5.  Reactions of an aromatic σ,σ-biradical with amino acids and dipeptides in the gas phase.

Authors:  Mingkun Fu; Sen Li; Enada Archibold; Michael J Yurkovich; John J Nash; Hilkka I Kenttämaa
Journal:  J Am Soc Mass Spectrom       Date:  2010-06-25       Impact factor: 3.109

6.  Design and characterization of a high-power laser-induced acoustic desorption probe coupled with a fourier transform ion cyclotron resonance mass spectrometer.

Authors:  Ryan C Shea; Steven C Habicht; Weldon E Vaughn; Hilkka I Kenttämaa
Journal:  Anal Chem       Date:  2007-02-24       Impact factor: 6.986

7.  Laser-induced acoustic desorption coupled with a linear quadrupole ion trap mass spectrometer.

Authors:  Steven C Habicht; Lucas M Amundson; Penggao Duan; Nelson R Vinueza; Hilkka I Kenttämaa
Journal:  Anal Chem       Date:  2010-01-15       Impact factor: 6.986

8.  Phenyl radical-induced damage to dipeptides.

Authors:  Sen Li; Mingkun Fu; Steven C Habicht; George O Pates; John J Nash; Hilkka I Kenttämaa
Journal:  J Org Chem       Date:  2009-10-16       Impact factor: 4.354

9.  Modeling deoxyribose radicals by neutralization-reionization mass spectrometry. Part 1. Preparation, dissociations, and energetics of 2-hydroxyoxolan-2-yl radical, neutral isomers, and cations.

Authors:  Shetty Vivekananda; Martin Sadílek; Xiaohong Chen; Frantisek Turecek
Journal:  J Am Soc Mass Spectrom       Date:  2004-07       Impact factor: 3.109

Review 10.  Properties and reactivity of gaseous distonic radical ions with aryl radical sites.

Authors:  Peggy E Williams; Bartłomiej J Jankiewicz; Linan Yang; Hilkka I Kenttämaa
Journal:  Chem Rev       Date:  2013-08-29       Impact factor: 60.622

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