Combining UV photodissociation with electron transfer for peptide structure analysis

Journal of Mass Spectrometry

Volumn 50, Issue 3, 2015, Pages 470-475

  Shaffer, Christopher J ^a   Marek, Ales ^b   Pepin, Robert ^a   Slovakova, Kristina ^c   Turecek, Frantisek ^a  

^a UNIVERSITY OF WASHINGTON   (United States)

^b INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

^c PALACKÝ UNIVERSITY   (Czech Republic)

Author keywords

cation radical; chromophores; electron transfer dissociation; isomer distinction; laser photodissociation; peptide ions

Indexed keywords

AMINO ACIDS; CHEMICAL REACTIONS; CHROMOPHORES; DISSOCIATION; ELECTRON TRANSITIONS; ELECTRONS; FREE RADICAL REACTIONS; IONS; PEPTIDES; POSITIVE IONS;

CATION-RADICALS; COLLISIONAL ACTIVATION; ELECTRON TRANSFER DISSOCIATION; ISOMER DISTINCTION; PEPTIDE IONS; PEPTIDE STRUCTURES; REACTIVE INTERMEDIATE; UV PHOTODISSOCIATION;

PHOTODISSOCIATION;

AMINO ACID COMPOSITION; ARTICLE; CHROMATOPHORE; COLLISIONALLY ACTIVATED DISSOCIATION; CONFORMATIONAL TRANSITION; COVALENT BOND; CYCLIZATION; DENSITY FUNCTIONAL THEORY; ELECTRON TRANSPORT; HYDROGEN BOND; ISOMERIZATION; PHOTOLYSIS; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN EXPRESSION; PROTEIN STRUCTURE; PROTON TRANSPORT; ULTRAVIOLET PHOTODISSOCIATION; ULTRAVIOLET SPECTROSCOPY; CHEMISTRY; ELECTRON; ISOMERISM; MASS SPECTROMETRY; PROCEDURES; ULTRAVIOLET RADIATION;

PEPTIDE;

ELECTRONS; ISOMERISM; MASS SPECTROMETRY; PEPTIDES; PHOTOLYSIS; ULTRAVIOLET RAYS;

EID: 84924584287     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.3551     Document Type: Article

References (23)

1. J. E. P. Syka, J. J. Coon, M. J. Schroeder, J. Shabanowitz, D. F. Hunt,. Peptide and protein sequence analysis by electron transfer dissociation mass spectrometry. Proc. Natl. Acad. Sci. U. S. A. 2004, 101, 9528-9533.
2. J. S. Brodbelt,. Photodissociation mass spectrometry: new tools for characterization of biological molecules. Chem. Soc. Rev. 2014, 43, 2757-2783.
3. L. Zhang, J. P. Reilly,. Peptide de Novo Sequencing Using 157nm Photodissociation in a Tandem Time-of-Flight Mass Spectrometer. Anal. Chem. 2010, 82, 898-908.
4. T. Ly, R. R. Julian,. Residue-Specific Radical-Directed Dissociation of Whole Proteins in the Gas Phase. J. Am. Chem. Soc. 2008, 130, 351-358.
5. F. Tureček, R. R. Julian,. Peptide Radicals and Cation Radicals in the Gas Phase. Chem. Rev. 2013, 113, 6691-6733.
6. Y. Ikeda, E. J. Behrman,. Improved synthesis of photo-leucine. Synth. Commun. 2008, 38, 2276-2284.
7. M. Suchanek, A. Radzikowska, C. Thiele,. Photo-leucine and photo-methionine allow identification of protein-protein interactions in living cells. Nat. Methods 2005, 2, 261-268.
8. D. L. S. Brahms, W. P. Dailey, Fluorinated Carbenes. Chem. Rev. 1996, 96, 1585-1632.
9. C. C. Jumper, D. C. Schriemer,. Mass spectrometry of laser-initiated carbene reactions for protein topographic analysis. Anal. Chem. 2011, 83, 2913-2920.
10. R. A. Seburg, R. J. McMahon,. Photochemistry of matrix-isolated diazoethane and methyldiazirine: ethylidene trapping? J. Am. Chem. Soc. 1992, 114, 7183-7189.
11. M. T. H. Liu, R. Bonneau,. Methylchlorocarbene: measurement of rate constants for 1,2-hydrogen migration and addition to alkenes. J. Am. Chem. Soc. 1989, 111, 6873-6874.
12. J. P. Pezacki, P. Couture, J. A. Dunn, J. Warkentin, P. D. Wood, J. Lusztyk, F. Ford, M. S. Platz,. Rate Constants for 1,2-Hydrogen Migration in Cyclohexylidene and in Substituted Cyclohexylidenes. J. Org. Chem. 1999, 64, 4456-4464.
13. B. Erni, H. G. Khorana,. Fatty acids containing photoactivable carbene precursors. Synthesis and photochemical properties of 3,3-bis(1,1-difluorohexyl)diazirine and 3-(1,1-difluorooctyl)-3H-diazirine. J. Am. Chem. Soc. 1980, 102, 3888-3896.
14. A. Marek, R. Pepin, B. Peng, K. J. Laszlo, M. F. Bush, F. Tureček,. Electron Transfer Dissociation of Photolabeled Peptides Backbone Cleavages Compete with Diazirine Ring Rearrangements. J. Am. Soc. Mass Spectrom. 2013, 24, 1641-1653.
15. A. Marek, F. Tureček,. Collision-Induced Dissociation of Diazirine-Labeled Peptide Ions. Evidence for Brønsted-Acid Assisted Elimination of Nitrogen. J. Am. Soc. Mass Spectrom. 2014, 25, 778-789.
16. Y.-J. Kim, A. Streitwieser,. Basicity of a Stable Carbene, 1,3-Di-tert-butylimidazol-2-ylidene, in THF1. J. Am. Chem. Soc. 2002, 124, 5757-5761.
17. J. Peon, D. Polshakov, B. Kohler,. Solvent Reorganization Controls the Rate of Proton Transfer from Neat Alcohol Solvents to Singlet Diphenylcarbene. J. Am. Chem. Soc. 2002, 124, 6428-6438.
18. E. J. Dix, J. L. Goodman,. Protonation of Diarylcarbenes by Alcohols: The Importance of Ion Pair Dynamics. J. Phys. Chem. 1994, 98, 12609-12612.
19. A. I. S. Holm, P. Hvelplund, U. Kadhane, M. K. Larsen, B. Liu, S. B. Nielsen, S. Panja, J. M. Pedersen, T. Skrydstrup, K. Stochkel, E. R. Williams, E. S. Worm,. On the Mechanism of Electron-Capture-Induced Dissociation of Peptide Dications from 15N-Labeling and Crown-Ether Complexation. J. Phys. Chem. A 2007, 111, 9641-9643.
20. S. Panja, S. B. Nielsen, P. Hvelplund, F. Tureček,. Inverse Hydrogen Atom Migration in Arginine-Containing Peptide Ions upon Electron Transfer. J. Am. Soc. Mass Spectrom. 2008, 19, 1726-1742.
21. H. Koch, P. Jørgensen,. Coupled cluster response functions. J. Chem. Phys. 1990, 93, 3333-3344.
22. D. C. Comeau, R. J. Bartlett,. The equation-of-motion coupled-cluster method. Applications to open- and closed-shell reference states. Chem. Phys. Lett. 1993, 207, 414-423.
23. Y. Zhao, D. G. Truhlar,. The M06 suite of density functionals for main group thermochemistry, thermochemical kinetics, noncovalent interactions, excited states, and transition elements: two new functionals and systematic testing of four M06-class functionals and 12 other functionals. Theor. Chem. Acc. 2008, 120, 215-241.