Enhanced electron transfer dissociation of peptides modified at C-terminus with fixed charges

Journal of the American Society for Mass Spectrometry

Volumn 23, Issue 11, 2012, Pages 1991-2000

  Ko, Byoung Joon ^a   Brodbelt, Jennifer S ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

C terminus; Electron transfer dissociation; Fixed charge site; Peptide

Indexed keywords

AVERAGE CHARGE STATE; BENZYLAMINES; C-TERMINUS; CARBOXYLATE GROUPS; CARBOXYMETHYL; DERIVATIZATIONS; DISSOCIATION EFFICIENCY; ELECTRON TRANSFER DISSOCIATION; FIXED CHARGES; FRAGMENT IONS;

CARBOXYLATION; CHLORINE COMPOUNDS; DISSOCIATION; EFFICIENCY; ELECTRON TRANSITIONS;

PEPTIDES;

(2 AMINOETHYL)TRIMETHYLAMMONIUM CHLORIDE; 1 BENZYLPIPERAZINE DERIVATIVE; BENZYLAMINE; C PEPTIDE; CARBOXY TERMINAL TELOPEPTIDE; CARBOXYLIC ACID; CARBOXYMETHYL RIMETHYLAMMONIUM CHLORIDE HYDRAZIDE; CYTOCHROME C; REAGENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; DERIVATIZATION; DISSOCIATION; ELECTRON TRANSPORT; ENZYME ACTIVITY; PROTEIN FUNCTION; PROTEIN MODIFICATION;

AMINO ACID SEQUENCE; CARBOXYLIC ACIDS; CYTOCHROMES C; MASS SPECTROMETRY; MOLECULAR SEQUENCE DATA; PEPTIDE FRAGMENTS; SEQUENCE ANALYSIS, PROTEIN; SERINE ENDOPEPTIDASES; TRYPSIN;

EID: 84868260034     PISSN: 10440305     EISSN: 18791123     Source Type: Journal    
DOI: 10.1007/s13361-012-0458-z     Document Type: Article

References (52)

1. Nordhoff, E., Kirpekar, F., Roepstorff, P.: Mass spectrometry of nucleic acids. Mass Spectrom. Rev. 15, 67-138 (1996)
2. Laskin, J., Futrell, J.H.: Collisional activation of peptide ions in FT-ICR mass spectrometry. Mass Spectrom. Rev. 22, 158-181 (2003)
3. Mayer, P.M., Poon, C.: The mechanisms of collisional activation of ions in mass spectrometry. Mass Spectrom. Rev. 28, 608-639 (2009)
4. Papayannopoulos, I.A.: The interpretation of collision-induced dissociation tandem mass spectra of peptides. Mass Spectrom. Rev. 14, 49-73 (1995)
5. Seidler, J., Zinn, N., Boehm, M.E., Lehmann, W.D.: De novo sequencing of peptides by MS/MS. Proteomics 10, 634-649 (2010)
6. Park, Y.M., Lebrilla, C.B.: Application of Fourier transform ion cyclotron resonance mass spectrometry to oligosaccharides. Mass Spectrom. Rev. 24, 232-264 (2005)
7. Zaia, J.: Mass spectrometry of oligosaccharides. Mass Spectrom. Rev. 23, 161-227 (2004)
8. Paizs, B., Suhai, S.: Fragmentation pathways of protonated peptides. Mass Spectrom. Rev. 24, 508-548 (2005)
9. Shukla, A.K., Futrell, J.H.: Tandem mass spectrometry: dissociation of ions by collisional activation. J. Mass Spectrom. 35, 1069-1090 (2000)
10. Wu, J., McLuckey, S.A.: Gas-phase fragmentation of oligonucleotide ions. Int. J. Mass Spectrom. 237, 197-241 (2004)
11. MacCross, M.J.: Computational analysis of shotgun proteomics data. Curr. Opin. Chem. Biol. 9, 88-94 (2005)
12. Xu, C.X., Ma, B.: Software for computational peptide identification from MS-MS data. Drug Discov. Today 11, 595-600 (2006)
13. Crowe, M.C., Brodbelt, J.S.: Differentiation of phosphorylated and unphosphorylated peptides by high-performance liquid chromatography-electrospray ionization-infrared multiphoton dissociation in a quadrupole ion trap. Anal. Chem. 77, 5726-5734 (2005)
14. Little, D.P., Speir, J.P., Senko, M.W., Oconnor, P.B., McLafferty, F.W.: Infrared multiphoton dissociation of large multiply-charged ions for biomolecule sequencing. Anal. Chem. 66, 2809-2815 (1994)
15. Payne, A.H., Glish, G.L.: Thermally assisted infrared multiphoton photodissociation in a quadrupole ion trap. Anal. Chem. 73, 3542-3548 (2001)
16. Pikulski, M., Hargrove, A., Shabbir, S.H., Anslyn, E.V., Brodbelt, J.S.: Sequencing and characterization of oligosaccharides using infrared multiphoton dissociation and boronic acid derivatization in a quadrupole ion trap. J. Am. Soc. Mass Spectrom. 18, 2094-2106 (2007)
17. Wilson, J.J., Brodbelt, J.S.: Infrared multiphoton dissociation for enhanced de novo sequence interpretation of N-terminal sulfonated peptides in a quadrupole ion trap. Anal. Chem. 78, 6855-6862 (2006)
18. Brodbelt, J.S., Wilson, J.J.: Infrared multiphoton dissociation in a quadrupole ion trap. Mass Spectrom. Rev. 28, 390-424 (2009)
19. Devakumar, A., Thompson, M.S., Reilly, J.P.: Fragmentation of oligosaccharide ions with 157nm vacuum ultraviolet light. Rapid Commun. Mass Spectrom. 19, 2313-2320 (2005)
20. Gardner, M.W., Brodbelt, J.S.: Ultraviolet photodissociation mass spectrometry of bis-aryl hydrazone conjugated peptides. Anal. Chem. 81, 4864-4872 (2009)
21. Reilly, J.P.: Ultraviolet photofragmentation of biomolecular ions. Mass Spectrom. Rev. 28, 425-447 (2009)
22. Thompson, M.S., Cui, W.D., Reilly, J.P.: Fragmentation of singly charged peptide ions by photodissociation at λ = 157nm. Angew. Chem.-Int. Edit. 43, 4791-4794 (2004)
23. Wilson, J.J., Brodbelt, J.S.: MS/MS simplification by 355nm ultraviolet photodissociation of chromophore-derivatized peptides in 4-3 quadrupole ion trap. Anal. Chem. 79, 788-7892 (2007)
24. Wilson, J.J., Brodbelt, J.S.: Ultraviolet photodissociation at 355nm of fluorescently labeled oligosaccharides. Anal. Chem. 80, 5186-5196 (2008)
25. Zubarev, R.A.: Electron-capture dissociation tandem mass spectrometry. Curr. Opin. Biotechnol. 15, 12-16 (2004)
26. Zubarev, R.A., Kelleher, N.L., McLafferty, F.W.: Electron capture dissociation of multiply charged protein cations. A nonergodic process. J. Am. Chem. Soc. 120, 3265-3266 (1998)
27. Coon, J.J.: Collisions or Electrons? Protein Sequence Analysis in the 21st Century. Anal. Chem. 81, 3208-3215 (2009)
28. Coon, J.J., Ueberheide, B., Syka, J.E.P., Dryhurst, D.D., Ausio, J., Shabanowitz, J., Hunt, D.F.: Protein identification using sequential ion/ion reactions and tandem mass spectrometry. Proc. Natl. Acad. Sci. U. S. A. 102, 9463-9468 (2005)
29. Syka, J.E.P., Coon, J.J., Schroeder, M.J., Shabanowitz, J., Hunt, D.F.: Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. Proc. Natl. Acad. Sci. U. S. A. 101, 9528-9533 (2004)
30. Horn, D.M., Ge, Y., McLafferty, F.W.: Activated ion electron capture dissociation for mass spectral sequencing of larger (42 kDa) proteins. Anal. Chem. 72, 4778-4784 (2000)
31. Han, H.L., Xia, Y., McLuckey, S.A.: Beam-type collisional activation of polypeptide cations that survive ion/ion electron transfer. Rapid Commun. Mass Spectrom. 21, 1567-1573 (2007)
32. Xia, Y., Han, H., McLuckey, S.A.: Activation of intact electron-transfer products of polypeptides and proteins in cation transmission mode ion/ion reactions. Anal. Chem. 80, 1111-1117 (2008)
33. Madsen, J.A., Brodbelt, J.S.: Simplifying fragmentation patterns of multiply charged peptides by N-terminal derivatization and electron transfer collision activated dissociation. Anal. Chem. 81, 3645-3653 (2009)
34. Ledvina, A.R., McAlister, G.C., Gardner, M.W., Smith, S.I., Madsen, J.A., Schwartz, J.C., Stafford, G.C., Syka, J.E.P., Brodbelt, J.S., Coon, J.J.: Infrared photoactivation reduces peptide folding and hydrogenatom migration following ETD tandem mass spectrometry. Angew. Chem. Int. Edit. 48, 8526-8528 (2009)
35. Horn, D.M., Breuker, K., Frank, A.J., McLafferty, F.W.: Kinetic intermediates in the folding of gaseous protein ions characterized by electron capture dissociation mass spectrometry. J. Am. Chem. Soc. 123, 9792-9799 (2001)
36. Iavarone, A.T., Jurchen, J.C., Williams, E.R.: Supercharged protein and peptide lone formed by electrospray ionization. Anal. Chem. 73, 1455-1460 (2001)
37. Iavarone, A.T., Williams, E.R.: Supercharging in electrospray ionization: effects on signal and charge. Int. J. Mass Spectrom. 219, 63-72 (2002)
38. Iavarone, A.T., Williams, E.R.: Collisionally activated dissociation of supercharged proteins formed by electrospray ionization. Anal. Chem. 75, 4525-4533 (2003)
39. Kjeldsen, F., Giessing, A.M.B., Ingrell, C.R., Jensen, O.N.: Peptide sequencing and characterization of post-translational modifications by enhanced ion-charging and liquid chromatography electron-transfer dissociation tandem mass spectrometry. Anal. Chem. 79, 9243-9252 (2007)
40. Frey, B.L., Krusemark, C.J., Ledvina, A.R., Coon, J.J., Belshaw, P.J., Smith, L.M.: Ion-ion reactions with fixed-charge modified proteins to produce ions in a single, very high charge state. Int. J. Mass Spectrom. 276, 136-143 (2008)
41. Krusemark, C.J., Frey, B.L., Belshaw, P.J., Smith, L.M.: Modifying the charge state distribution of proteins in electrospray ionization mass spectrometry by chemical derivatization. J. Am. Soc. Mass Spectrom. 20, 1617-1625 (2009)
42. Li, X.J., Cournoyer, J.J., Lin, C., O'Connor, P.B.: The effect of fixed charge modifications on electron capture dissociation. J. Am. Soc. Mass Spectrom. 19, 1514-1526 (2008)
43. Chamot-Rooke, J., van der Rest, G., Dalleu, A., Bay, S., Lemoine, J.: The combination of electron capture dissociation and fixed charge derivatization increases sequence coverage for O-glycosylated and O-phosphorylated peptides. J. Am. Soc. Mass Spectrom. 18, 1405-1413 (2007)
44. Ueberheide, B.M., Fenyo, D., Alewood, P.F., Chait, B.T.: Rapid sensitive analysis of cysteine rich peptide venom components. Proc. Natl. Acad. Sci. U. S. A. 106, 6910-6915 (2009)
45. Gunawardena, H.P., Gorenstein, L., Erickson, D.E., Xia, Y., McLuckey, S.A.: Electron transfer dissociation of multiply protonated and fixed charge disulfide linked polypeptides. Int. J. Mass Spectrom. 265, 130-138 (2007)
46. Zhang, L.J., Xu, Y.W., Lu, H.J., Yang, P.Y.: Carboxy group derivatization for enhanced electron-transfer dissociation mass spectrometric analysis of phosphopeptides. Proteomics 9, 4093-4097 (2009)
47. Vasicek, L., Brodbelt, J.S.: Enhanced electron transfer dissociation through fixed charge derivatization of cysteines. Anal. Chem. 81, 7876-7884 (2009)
48. Lu, Y.L., Zhou, X., Stemmer, P.M., Reid, G.E.: Sulfonium ion derivatization, isobaric stable isotope labeling, and data dependent CID- and ETD-MS/MS for enhanced phosphopeptide quantitation, identification, and phosphorylation site characterization. J. Am. Soc. Mass Spectrom. 23, 577-593 (2011)
49. Chung, T.W., Moss, C.L., Zimnicka, M., Johnson, R.S., Moritz, R.L., Turecek, F.: Electron-capture and -transfer dissociation of peptides tagged with tunable fixed-charge groups: structures and dissociation energetics. J. Am. Soc. Mass Spectrom. 22, 13-30 (2011)
50. Chung, T.W., Turecek, F.: Selecting fixed-charge groups for electron-based peptide dissociations - A computational study of pyridinium tags. Int. J. Mass Spectrom. 276, 127-135 (2008)
51. Zimnicka, M., Moss, C.L., Chung, T.W., Hui, R.J., Turecek, F.: Tunable charge tags for electron-based methods of peptide sequencing: design and applications. J. Am. Soc. Mass Spectrom. 23, 608-620 (2012)
52. Xu, Y.W., Zhang, L.J., Lu, H.J., Yang, P.Y.: Mass spectrometry analysis of phosphopeptides after peptide carboxy group derivatization. Anal. Chem. 80, 8324-8328 (2008)