Hydrogen Atom Scrambling in Selectively Labeled Anionic Peptides Upon Collisional Activation by MALDI Tandem Time-of-Flight Mass Spectrometry

Journal of the American Society for Mass Spectrometry

Volumn 19, Issue 12, 2008, Pages 1719-1725

  Bache, Nicolai ^a   Rand, Kasper D ^a   Roepstorff, Peter ^a   Ploug, Michael ^b   Jørgensen, Thomas J D ^a  

^a UNIVERSITY OF SOUTHERN DENMARK   (Denmark)

^b FINSEN LABORATORY   (Denmark)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDES; DEUTERIUM; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGEN; MASS SPECTROMETERS; MASS SPECTROMETRY; NEGATIVE IONS; NONMETALS; PEPTIDES; PROTEINS; SPECTROMETERS; SPECTROMETRY; SPECTRUM ANALYSIS;

AMIDE HYDROGENS; COLLISIONAL ACTIVATIONS; CONVENIENT METHODS; DEUTERATION PATTERNS; HYDROGEN ATOMS; HYDROGEN SCRAMBLING; INTRAMOLECULAR MIGRATIONS; PEPTIDE AMIDES; PROTONATED; PROTONATED PEPTIDES; REGIOSELECTIVE; TIME OF FLIGHTS;

AMINES;

ANION; DEUTERIUM; PEPTIDE DERIVATIVE; PEPTIDE FRAGMENT;

AMINO TERMINAL SEQUENCE; ANIMAL CELL; ARTICLE; CARBOXY TERMINAL SEQUENCE; CONTROLLED STUDY; FRAGMENTATION REACTION; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; NONHUMAN; PROTEIN STRUCTURE; PROTON TRANSPORT;

AMINO ACID SEQUENCE; ANIONS; CRYSTALLOGRAPHY, X-RAY; HUMANS; HYDROGEN; MODELS, MOLECULAR; OLIGOPEPTIDES; PEPTIDES; PROTEIN STRUCTURE, TERTIARY; RECEPTORS, UROKINASE PLASMINOGEN ACTIVATOR; RECOMBINANT PROTEINS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; TANDEM MASS SPECTROMETRY;

EID: 56949093065     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2008.05.021     Document Type: Article

References (40)

1. Paizs B., and Suhai S. Fragmentation Pathways of Protonated Peptides. Mass Spectrom. Rev 24 (2005) 508-548
2. Buijs J., Hagman C., Hakansson K., Richter J.H., Hakansson P., and Oscarsson S. Inter- and Intramolecular Migration of Peptide Amide Hydrogens During Electrospray Ionization. J. Am. Soc. Mass Spectrom 12 (2001) 410-419
3. Demmers J.A.A., Rijkers D.T.S., Haverkamp J., Killian J.A., and Heck A.J.R. Factors Affecting Gas-Phase Deuterium Scrambling in Peptide Ions and Their Implications for Protein Structure Determination. J. Am. Chem. Soc 124 (2002) 11191-11198
4. Harrison A.G., and Yalcin T. Proton Mobility in Protonated Amino Acids and Peptides. Int. J. Mass Spectrom 165 (1997) 339-347
5. Johnson R.S., Krylov D., and Walsh K.A. Proton Mobility Within Electrosprayed Peptide Ions. J. Mass Spectrom 30 (1995) 386-387
6. Jørgensen T.J.D., Bache N., Roepstorff P., Gårdsvoll H., and Ploug M. Collisional Activation by MALDI Tandem Time-of-Flight Mass Spectrometry Induces Intramolecular Migration of Amide Hydrogens in Protonated Peptides. Mol. Cell. Proteom 4 (2005) 1910-1919
7. Jørgensen T.J.D., Gårdsvoll H., Ploug M., and Roepstorff P. Intramolecular Migration of Amide Hydrogens in Protonated Peptides Upon Collisional Activation. J. Am. Chem. Soc 127 (2005) 2785-2793
8. McLafferty F.W., Guan Z.Q., Haupts U., Wood T.D., and Kelleher N.L. Gaseous Conformational Structures of Cytochrome. c. J. Am. Chem. Soc 120 (1998) 4732-4740
9. Mueller D.R., Eckersley M., and Richter W.J. Hydrogen Transfer-Reactions in the Formation of Y + 2 Sequence Ions from Protonated Peptides. Org. Mass Spectrom 23 (1988) 217-222
10. Rand K.D., and Jørgensen T.J.D. Development of a Sensitive Peptide Probe for the Occurrence of Hydrogen (1H/2H) Scrambling Upon Gas Phase Fragmentation. Anal. Chem 79 (2007) 8686-8693
11. Ferguson P.L., Pan J.X., Wilson D.J., Dempsey B., Lajoie G., Shilton B., and Konermann L. Hydrogen/Deuterium Scrambling During Quadrupole Time-of-Flight MS/MS Analysis of a Zinc-Binding Protein Domain. Anal. Chem 79 (2007) 153-160
12. Hoerner J.K., Xiao H., Dobo A., and Kaltashov I.A. Is There Hydrogen Scrambling in the Gas Phase?. Energetic and Structural Determinants of Proton Mobility within Protein Ions. J. Am. Chem. Soc 126 (2004) 7709-7717
13. Deng Y.Z., Pan H., and Smith D.L. Selective Isotope Labeling Demonstrates That Hydrogen Exchange at Individual Peptide Amide Linkages Can be Determined by Collision-Induced Dissociation Mass Spectrometry. J. Am. Chem. Soc 121 (1999) 1966-1967
14. Kim M.Y., Maier C.S., Reed D.J., and Deinzer M.L. Site-Specific Amide Hydrogen/Deuterium Exchange in Escherichia coli Thioredoxins Measured by Electrospray Ionization Mass Spectrometry. J. Am. Chem. Soc 123 (2001) 9860-9866
15. Kim M.Y., Maier C.S., Reed D.J., and Deinzer M.L. Conformational Changes in Chemically Modified Escherichia coli Thioredoxin Monitored by H/D Exchange and Electrospray Ionization Mass Spectrometry. Protein Sci 11 (2002) 1320-1329
16. Kim M.Y., Maier C.S., Reed D.J., Ho P.S., and Deinzer M.L. Intramolecular Interactions in Chemically Modified Escherichia coli Thioredoxin Monitored by Hydrogen/Deuterium Exchange and Electrospray Ionization Mass Spectrometry. Biochemistry 40 (2001) 14413-14421
17. Clipston N.L., Jai-nhuknan J., and Cassady C.J. A Comparison of Negative and Positive Ion Time-of-Flight Post-Source Decay Mass Spectrometry for Peptides Containing Basic residues. Int. J. Mass Spectrom 222 (2003) 363-381
18. Jørgensen T.J.D., Gårdsvoll H., Danø K., Roepstorff P., and Ploug M. Dynamics of Urokinase Receptor Interaction with Peptide Antagonists Studied by Amide Hydrogen Exchange and Mass Spectrometry. Biochemistry 43 (2004) 15044-15057
19. Llinas P., Le Du M.H., Gårdsvoll H., Danø K., Ploug M., Gilquin B., Stura E.A., and Menez A. Crystal Structure of the Human Urokinase Plasminogen Activator Receptor Bound to an Antagonist Peptide. EMBO J 24 (2005) 1655-1663
20. Ploug M., Østergaard S., Gårdsvoll H., Kovalski K., Holst-Hansen C., Holm A., Ossowski L., and Danø K. Peptide-Derived Antagonists of the Urokinase Receptor Affinity Maturation by Combinatorial Chemistry, Identification of Functional Epitopes, and Inhibitory Effect on Cancer Cell Intravasation. Biochemistry 40 (2001) 12157-12168
21. Ploug M., Østergaard S., Hansen L.B., Holm A., and Danø K. Photoaffinity Labeling of the Human Receptor for Urokinase-Type Plasminogen Activator Using a Decapeptide Antagonist. Evidence for a Composite Ligand-Binding Site and a Short Interdomain Separation. Biochemistry 37 (1998) 3612-3622
22. Ploug M., Kjalke M., Rønne E., Weidle U., Høyer-Hansen G., and Danø K. Localization of the Disulfide Bonds in the NH2-Terminal Domain of the Cellular Receptor for Human Urokinase-Type Plasminogen Activator. A Domain Structure Belonging to a Novel Superfamily of Glycolipid-Anchored Membrane Proteins. J. Biol. Chem 268 (1993) 17539-17546
23. Gobom J., Nordhoff E., Mirgorodskaya E., Ekman R., and Roepstorff P. Sample Purification and Preparation Technique Based on Nano-Scale Reversed-Phase Columns for the Sensitive Analysis of Complex Peptide Mixtures by Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry 34 (1999) 105-116
24. Medzihradszky K.F., Campbell J.M., Baldwin M.A., Falick A.M., Juhasz P., Vestal M.L., and Burlingame A.L. The Characteristics of Peptide Collision-Induced Dissociation Using a High-Performance MALDI-TOF/TOF Tandem Mass Spectrometer. Anal. Chem 72 (2000) 552-558
25. Harrison A.G. Sequence-Specific Fragmentation of Deprotonated Peptides Containing H or Alkyl Side Chains. J. Am. Soc. Mass Spectrom 12 (2001) 1-13
26. Bowie J.H., Brinkworth C.S., and Dua S. Collision-Induced Fragmentations of the (M - H)(-) Parent Anions of Underivatized Peptides: An Aid to Structure Determination and Some Unusual Negative Ion Cleavages. Mass Spectrom. Rev 21 (2002) 87-107
27. Harrison A.G. Characterization of α- and γ-Glutamyl Dipeptides by Negative Ion Collision-Induced Dissociation. J. Mass Spectrom 39 (2004) 136-144
28. Tsaprailis G., Nair H., Somogyi A., Wysocki V.H., Zhong W.Q., Futrell J.H., Summerfield S.G., and Gaskell S.J. Influence of Secondary Structure on the Fragmentation of Protonated Peptides. J. Am. Chem. Soc 121 (1999) 5142-5154
29. Tsaprailis G., Somogyi A., Nikolaev E.N., and Wysocki V.H. Refining the Model for Selective Cleavage at Acidic Residues in Arginine-Containing Protonated Peptides. Int. J. Mass Spectrom 196 (2000) 467-479
30. Steinborner S.T., and Bowie J.H. The Negative Ion Mass Spectra of M - H(-) ions derived from Caeridin and Dynastin Peptides. Internal Backbone Cleavages Directed Through Asp and Asn Residues. Rapid Commun. Mass Spectrom 11 (1997) 253-258
31. Brinkworth C.S., Dua S., McAnoy A.M., and Bowie J.H. Negative Ion Fragmentations of Deprotonated Peptides: Backbone Cleavages Directed Through both Asp and Glu. Rapid Commun. Mass Spectrom 15 (2001) 1965-1973
32. Harrison A.G., and Young A.B. Fragmentation Reactions of Deprotonated Peptides Containing Aspartic Acid. Int. J. Mass Spectrom 255 (2006) 111-122
33. Waugh R.J., Eckersley M., Bowie J.H., and Hayes R.N. Collision-Induced Dissociations of Deprotonated Peptides -Dipeptides Containing Serine or Threonine. Int. J. Mass Spectrom. Ion Processes 98 (1990) 135-145
34. Reiter A., Teesch L.M., Zhao H., and Adams J. Gas-Phase Fragmentations of Anionic Complexes of Serine-Containing and Threonine-Containing Peptides. Int. J. Mass Spectrom. Ion Processes 127 (1993) 17-26
35. Dongre A.R., Jones J.L., Somogyi A., and Wysocki V.H. Influence of Peptide Composition, Gas-Phase Basicity, and Chemical Modification on Fragmentation Efficiency: Evidence for the Mobile Proton Model. J. Am. Chem. Soc 118 (1996) 8365-8374
36. Grabowski J.J., and Cheng X.H. Gas-Phase Formation of the Enolate Monoanion of Acetic Acid by Proton Abstraction. J. Am. Chem. Soc 111 (1989) 3106-3108
37. Kjeldsen F., Silivra O.A., Ivonin I.A., Haselmann K.F., Gorshkov M., and Zubarev R.A. C-α-C Backbone Fragmentation Dominates in Electron Detachment Dissociation of Gas-Phase Polypeptide Polyanions. Chem. Eur. J 11 (2005) 1803-1812
38. Budnik B.A., Haselmann K.F., and Zubarev R.A. Electron Detachment Dissociation of Peptide Dianions: An Electron-Hole Recombination Phenomenon. Chem. Phys. Lett 342 (2001) 299-302
39. Rand K.D., Adams C.M., Zubarev R.A., and Jørgensen T.J.D. Electron Capture Dissociation Proceeds with a Low Degree of Intramolecular Migration of Peptide Amide Hydrogens. J. Am. Chem. Soc 130 (2008) 1341-1349
40. Bache, N.; Rand, K. D.; Roepstorff, P.; Jørgensen, T. J. D. Gas-Phase Fragmentation of Peptides by MALDI in-Source Decay with Limited Amide Hydrogen (1H/2H) Scrambling. Anal. Chem., in press.