The Effect of Radical Trap Moieties on Electron Capture Dissociation Spectra of Substance P

Journal of the American Society for Mass Spectrometry

Volumn 17, Issue 10, 2006, Pages 1429-1436

  Belyayev, Marina A ^a   Cournoyer, Jason J ^a   Lin, Cheng ^b   O'Connor, Peter B ^b  

^a Boston University   (United States)

^b BOSTON UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL BONDS; CORRELATION METHODS; ENZYME INHIBITION; PROTEINS;

COUMARIN LABELS; ELECTRON CAPTURE DISSOCIATION (ECD); FRAGMENTATION; RADICAL TRAP MOIETIES;

ELECTRON TRAPS;

COUMARIN; PEPTIDE; PHENYLALANINE; RADICAL; SUBSTANCE P;

ARTICLE; CONFORMATION; ELECTRON CAPTURE DETECTION; EXPERIMENTATION; FRAGMENTATION REACTION; GAS; STEREOCHEMISTRY; STEREOSPECIFICITY;

EID: 33748961677     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2006.06.008     Document Type: Article

References (27)

1. Zubarev R.A., Kelleher N.L., and McLafferty F.W. Electron Capture Dissociation of Multiply Charged Protein Cations-A Nonergodic Process. J. Am. Chem. Soc 120 (1998) 3265-3266
2. Zubarev R.A. Reactions of Polypeptide Ions with Electrons in the Gas Phase. Mass Spectrom. Rev 22 (2003) 57-77
3. Zubarev R.A., Kruger N.A., Fridriksson E.K., Lewis M.A., Horn D.M., Carpenter B.K., and McLafferty F.W. Electron Capture Dissociation of Gaseous Multiply-Charged Proteins is Favored at Disulfide Bonds and Other Sites of High Hydrogen Atom Affinity. J. Am. Chem. Soc 121 (1999) 2857-2862
4. Kelleher N.L., Zubarev R.A., Bush K., Furie B., Furie B.C., McLafferty F.W., and Walsh C.T. Localization of Labile Post-translational Modifications by Electron Capture Dissociation: The Case of γ-Carboxyglutamic Acid. Anal. Chem 71 (1999) 4250-4253
5. Stensballe A., Jensen O.N., Olsen J.V., Haselmann K.F., and Zubarev R.A. Electron Capture Dissociation of Singly and Multiply Phosphorylated Peptides. Rapid Commun. Mass Spectrom 14 (2000) 1793-1800
6. Shi S.D.H., Hemling M.E., Carr S.A., Horn D.M., Lindh I., and McLafferty F.W. Phosphopeptide/Phosphoprotein Mapping by Electron Capture Dissociation Mass Spectrometry. Anal. Chem 73 (2001) 19-22
7. Mirgorodskaya E., Roepstorff P., and Zubarev R.A. Localization of O-Glycosylation Sites in Peptides by Electron Capture Dissociation in a Fourier Transform Mass Spectrometer. Anal. Chem 71 (1999) 4431-4436
8. Hakansson K., Cooper H.J., Emmett M.R., Costello C.E., Marshall A.G., and Nilsson C.L. Electron Capture Dissociation and Infrared Multiphoton Dissociation MS/MS of an N-Glycosylated Tryptic Peptide to Yield Complementary Sequence Information. Anal. Chem 73 (2001) 4530-4536
9. Patriksson A., Adams C., Kjeldsen F., Raber J., van der Spoel D., and Zubarev R.A. Prediction of N-C-α Bond Cleavage Frequencies in Electron Capture Dissociation of Trp-Cage Dications by Force-Field Molecular Dynamics Simulations. Int. J. Mass Spectrom. Ion Processes 248 (2006) 124-135
10. Oh H., Breuker K., Sze S.K., Ge Y., Carpenter B.K., and McLafferty F.W. Secondary and Tertiary Structures of Gaseous Protein Ions Characterized by Electron Capture Dissociation Mass Spectrometry and Photofragment Spectroscopy. Proc. Nat. Acad. Sci. U.S.A 99 (2002) 15863-15868
11. Breuker K., Oh H., Horn D.M., Cerda B.A., and McLafferty F.W. Detailed Unfolding and Folding of Gaseous Ubiquitin Ions Characterized by Electron Capture Dissociation. J. Am. Chem. Soc 124 (2002) 6407-6420
12. Leymarie N., Costello C.E., and O'Connor P.B. Electron Capture Dissociation Initiates a Free Radical Reaction Cascade. J. Am. Chem. Soc 125 (2003) 8949-8958
13. Leymarie N., Berg E.A., McComb M.E., O'Connor P.B., Grogan J., Oppenheim F.G., and Costello C.E. Tandem Mass Spectrometry for Structural Characterization of Proline-Rich Proteins: Application to Salivary PRP-3. Anal. Chem 74 (2002) 4124-4132
14. Syrstad E.A., and Turecek F. Toward a General Mechanism of Electron Capture Dissociation. J. Am. Soc. Mass Spectrom 16 (2005) 208-224
15. Yao C.X., and Turecek F. Hypervalent Ammonium Radicals. Competitive N{single bond}C and N{single bond}H Bond Dissociations in Methyl Ammonium and Ethyl Ammonium. Phys. Chem. Chem. Phys 7 (2005) 912-920
16. Syrstad E.A., Stephens D.D., and Turecek F. Hydrogen Atom Adducts to the Amide Bond. Generation and Energetics of Amide Radicals in the Gas Phase. J. Phys. Chem. A 107 (2003) 115-126
17. O'Connor P.B., Lin C., Cournoyer J.J., Pittman J.L., Belyayev M., and Budnik B. A. Long-Lived Electron Capture Dissociation Product Ions Experience Radical Migration via Hydrogen Abstraction. J. Am. Soc. Mass Spectrom 17 (2006) 576-585
18. Horn D.M., Breuker K., Frank A.J., and McLafferty F.W. Kinetic Intermediates in the Folding of Gaseous Protein Ions Characterized by Electron Capture Dissociation Mass Spectrometry. J. Am. Chem. Soc 123 (2001) 9792-9799
19. Syrstad E.A., Vivekananda S., and Turecek F. Direct Observation of a Hydrogen Atom Adduct to C-5 in Uracil. A Neutralization-Reionization Mass Spectrometric and ab initio Study. J. Phys. Chem. A 105 (2001) 8339-8351
20. Lin, C.; Cournoyer, J. J.; O'Connor, P. B. Use of a Double Resonance Electron Capture Dissociation Experiment to Probe Fragment Intermediate Lifetimes. J. Am. Soc. Mass Spectrom. 2006, in press.
21. Pashkova A., Moskovets E., and Karger B.L. Coumarin Tags for Improved Analysis of Peptides by MALDI-TOF MS and MS/MS. 1. Enhancement in MALDI MS Signal Intensities. Anal. Chem 76 (2004) 4550-4557
22. O'Connor P.B., Pittman J.L., Thomson B.A., Budnik B.A., Cournoyer J.C., Jebanathirajah J., Lin C., and Moyer S. A New Hybrid Electrospray Fourier Transform Mass Spectrometer: Design and Performance Characteristics. Rapid Commun. Mass Spectrom 20 (2006) 259-266
23. Jebanathirajah J.A., Pittman J.L., Thomson B.A., Budnik B.A., Kaur P., Rape M., Kirschner M., Costello C.E., and O'Connor P.B. Characterization of a New qQq-FTICR Mass Spectrometer for Post-translational Modification Analysis and Top-Down Tandem Mass Spectrometry of Whole Proteins. J. Am. Soc. Mass Spectrom 16 (2005) 1985-1999
24. Cooper H.J., Hudgins R.R., Hakansson K., and Marshall A.G. Characterization of Amino Acid Side-Chain Losses in Electron Capture Dissociation. J. Am. Soc. Mass Spectrom 13 (2002) 241-249
25. Kjeldsen F., Haselmann K.F., Budnik B.A., Jensen F., and Zubarev R.A. Dissociative Capture of Hot (3-13 eV) Electrons by Polypeptide Polycations: An Efficient Process Accompanied by Secondary Fragmentation. Chem. Phys. Lett 356 (2002) 201-206
26. Haselmann K.F., Budnik B.A., Kjeldsen F., Polfer N.C., and Zubarev R.A. Can the (M·-X) Region in Electron Capture Dissociation Provide Reliable Information on the Amino Acid Composition of Polypeptides?. Eur. J. Mass Spectrom 8 (2002) 461-469
27. Shaffer S.A., Sadilek M., and Turecek F. Hypervalent ammonium radicals. Effects of Alkyl Groups and Aromatic Substituents. J. Org. Chem 61 (1996) 5234-5245