Preferential cleavage of N-N hydrazone bonds for sequencing bis-arylhydrazone conjugated peptides by electron transfer dissociation

Analytical Chemistry

Volumn 82, Issue 13, 2010, Pages 5751-5759

  Gardner, Myles W ^a   Brodbelt, Jennifer S ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARYLHYDRAZONE; COLLISION INDUCED DISSOCIATION; ELECTRON-TRANSFER DISSOCIATION; FRAGMENT IONS; HYDRAZONE BONDS; HYDRAZONES; PROTONATED;

DISSOCIATION; ELECTRON TRANSITIONS; FREE RADICAL REACTIONS; PEPTIDES;

IONS;

HYDRAZONE DERIVATIVE; PEPTIDE;

AMINO ACID SEQUENCE; ARTICLE; CHEMISTRY; ELECTRON TRANSPORT; METHODOLOGY; SEQUENCE ANALYSIS; TANDEM MASS SPECTROMETRY; PROCEDURES;

AMINO ACID SEQUENCE; ELECTRON TRANSPORT; HYDRAZONES; PEPTIDES; SEQUENCE ANALYSIS, PROTEIN; TANDEM MASS SPECTROMETRY;

EID: 77954190743     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac100788a     Document Type: Article

References (53)

1. Wells, J. M. and McLuckey, S. A. Methods Enzymol. 2005, 402, 148-185
2. Cooper, H. J., Hakansson, K., and Marshall, A. G. Mass Spectrom. Rev. 2005, 24, 201-222
3. Coon, J. J., Syka, J. E. P., Shabanowitz, J., and Hunt, D. F. BioTechniques 2005, 38, 519,521-523
4. Delahunty, C. and Yates, J. R., III Methods 2005, 35, 248-255
5. McLuckey, S. A. Methods Mol. Biol. 2009, 492, 395-412
6. Kaiser, R. E., Jr., Cooks, R. G., Syka, J. E. P., and Stafford, G. C., Jr. Rapid Commun. Mass Spectrom. 1990, 4, 30-33
7. Hunt, D. F., Yates, J. R., III, Shabanowitz, J., Winston, S., and Hauer, C. R. Proc. Natl. Acad. Sci. U.S.A. 1986, 83, 6233-6237
8. Syka, J. E. P., Coon, J. J., Schroeder, M. J., Shabanowitz, J., and Hunt, D. F. Proc. Natl. Acad. Sci. U.S.A. 2004, 101, 9528-9533
9. Coon, J. J., Shabanowitz, J., Hunt, D. F., and Syka, J. E. P. J. Am. Soc. Mass Spectrom. 2005, 16, 880-882
10. Ly, T. and Julian, R. R. J. Am. Chem. Soc. 2008, 130, 351-358
11. Diedrich, J. K. and Julian, R. R. J. Am. Chem. Soc. 2008, 130, 12212-12213
12. Trakselis, M. A., Alley, S. C., and Ishmael, F. T. Bioconjugate Chem. 2005, 16, 741-750
13. Sinz, A. Mass Spectrom. Rev. 2006, 25, 663-682
14. Back, J. W., De Jong, L., Muijsers, A. O., and De Koster, C. G. J. Mol. Biol. 2003, 331, 303-313
15. Young, M. M., Tang, N., Hempel, J. C., Oshiro, C. M., Taylor, E. W., Kuntz, I. D., Gibson, B. W., and Dollinger, G. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 5802-5806
16. Back, J. W., Sanz, M. A., De Jong, L., De Koning, L. J., Nijtmans, L. G. J., De Koster, C. G., Grivell, L. A., Van Der Spek, H., and Muijsers, A. O. Protein Sci. 2002, 11, 2471-2478
17. Chu, F., Maynard, J. C., Chiosis, G., Nicchitta, C. V., and Burlingame, A. L. Protein Sci. 2006, 15, 1260-1269
18. Lanman, J., Lam, T. T., Barnes, S., Sakalian, M., Emmett, M. R., Marshall, A. G., and Prevelige, P. E. J. Mol. Biol. 2003, 325, 759-772
19. Schulz, D. M., Ihling, C., Clore, G. M., and Sinz, A. Biochemistry 2004, 43, 4703-4715
20. Huang, B. X. and Kim, H.-Y. Mol. Cell. Proteomics 2006, 5, 1045-1053
21. Bovet, C., Ruff, M., Eiler, S., Granger, F., Wenzel, R., Nazabal, A., Moras, D., and Zenobi, R. Anal. Chem. 2008, 80, 7833-7839
22. Torchilin, V. P. Annu. Rev. Biomed. Eng. 2006, 8, 343-375
23. Zatsepin, T. S., Turner, J. J., Oretskaya, T. S., and Gait, M. J. Curr. Pharm. Des. 2005, 11, 3639-3654
24. El-Andaloussi, S., Holm, T., and Langel, U. Curr. Pharm. Des. 2005, 11, 3597-3611
25. Bailey, R. C., Kwong, G. A., Radu, C. G., Witte, O. N., and Heath, J. R. J. Am. Chem. Soc. 2007, 129, 1959-1967
26. Kozlov, I. A., Melnyk, P. C., Stromsborg, K. E., Chee, M. S., Barker, D. L., and Zhao, C. Biopolymers 2004, 73, 621-630
27. Kavimandan, N. J., Losi, E., Wilson, J. J., Brodbelt, J. S., and Peppas, N. A. Bioconjugate Chem. 2006, 17, 1376-1384
28. Gardner, M. W., Vasicek, L. A., Shabbir, S., Anslyn, E. V., and Brodbelt, J. S. Anal. Chem. 2008, 80, 4807-4819
29. Back, J. W., Hartog, A. F., Dekker, H. L., Muijsers, A. O., de Koning, L. J., and de Jong, L. J. Am. Soc. Mass Spectrom. 2001, 12, 222-227
30. Tang, X., Munske, G. R., Siems, W. F., and Bruce, J. E. Anal. Chem. 2005, 77, 311-318
31. Chowdhury, S. M., Du, X., Tolic, N., Wu, S., Moore, R. J., Mayer, M. U., Smith, R. D., and Adkins, J. N. Anal. Chem. 2009, 81, 5524-5532
32. Chowdhury, S. M., Munske, G. R., Tang, X., and Bruce, J. E. Anal. Chem. 2006, 78, 8183-8193
33. Soderblom, E. J. and Goshe, M. B. Anal. Chem. 2006, 78, 8059-8068
34. Soderblom, E. J., Bobay, B. G., Cavanagh, J., and Goshe, M. B. Rapid Commun. Mass Spectrom. 2007, 21, 3395-3408
35. Lu, Y., Tanasova, M., Borhan, B., and Reid, G. E. Anal. Chem. 2008, 80, 9279-9287
36. King, G. J., Jones, A., Kobe, B., Huber, T., Mouradov, D., Hume, D. A., and Ross, I. L. Anal. Chem. 2008, 80, 5036-5043
37. Dreiocker, F., Mueller, M. Q., Sinz, A., and Schaefer, M. J. Mass Spectrom. 2010, 45, 178-189
38. Gaucher, S. P., Hadi, M. Z., and Young, M. M. J. Am. Soc. Mass Spectrom. 2006, 17, 395-405
39. Gardner, M. W. and Brodbelt, J. S. J. Am. Soc. Mass Spectrom. 2008, 19, 344-357
40. Zubarev, R. A., Kelleher, N. L., and McLafferty, F. W. J. Am. Chem. Soc. 1998, 120, 3265-3266
41. Zubarev, R. A., Kruger, N. A., Fridriksson, E. K., Lewis, M. A., Horn, D. M., Carpenter, B. K., and McLafferty, F. W. J. Am. Chem. Soc. 1999, 121, 2857-2862
42. Gunawardena, H. P., Gorenstein, L., Erickson, D. E., Xia, Y., and McLuckey, S. A. Int. J. Mass Spectrom. 2007, 265, 130-138
43. Gardner, M. W. and Brodbelt, J. S. Anal. Chem. 2009, 81, 4864-4872
44. Schilling, B., Row, R. H., Gibson, B. W., Guo, X., and Young, M. M. J. Am. Soc. Mass Spectrom. 2003, 14, 834-850
45. Fagerquist, C. K., Hudgins, R. R., Emmett, M. R., Hakansson, K., and Marshall, A. G. J. Am. Soc. Mass Spectrom. 2003, 14, 302-310
46. Chrisman, P. A., Pitteri, S. J., Hogan, J. M., and McLuckey, S. A. J. Am. Soc. Mass Spectrom. 2005, 16, 1020-1030
47. Wu, S.-L., Jiang, H., Lu, Q., Dai, S., Hancock, W. S., and Karger, B. L. Anal. Chem. 2009, 81, 112-122
48. Eng, J. K., McCormack, A. L., and Yates, J. R., III J. Am. Soc. Mass Spectrom. 1994, 5, 976-989
49. Perkins, D. N., Pappin, D. J. C., Creasy, D. M., and Cottrell, J. S. Electrophoresis 1999, 20, 3551-3567
50. Turecek, F. and Syrstad, E. A. J. Am. Chem. Soc. 2003, 125, 3353-3369
51. Swaney, D. L., McAlister, G. C., Wirtala, M., Schwartz, J. C., Syka, J. E. P., and Coon, J. J. Anal. Chem. 2007, 79, 477-485
52. Tsybin, Y. O., Witt, M., Baykut, G., Kjeldsen, F., and Hakansson, P. Rapid Commun. Mass Spectrom. 2003, 17, 1759-1768
53. Ledvina, A. R., McAlister, G. C., Gardner, M. W., Smith, S. I., Madsen, J. A., Schwartz, J. C., Stafford, G. C., Jr., Syka, J. E. P., Brodbelt, J. S., and Coon, J. J. Angew. Chem., Int. Ed. 2009, 48, 8526-8528