Tandem Mass Spectrometry Analysis of Polymer Structures and Architectures

Mass Spectrometry in Polymer Chemistry

Volumn , Issue , 2012, Pages 57-84

  Scionti, Vincenzo ^a   Wesdemiotis, Chrys ^a  

^a UNIVERSITY OF AKRON   (United States)

Author keywords

Chain end analysis; Collision Induced dissociation (CID); Collisionally activated dissociation (CAD); Electron transfer dissociation (ETD); Fragmentation efficiency curves; In Space tandem MS; Mobility separation and tandem MS; polymer sequence and architecture; Tandem mass spectrometry

Indexed keywords

EID: 84862015457     PISSN: None     EISSN: None     Source Type: Book    
DOI: 10.1002/9783527641826.ch3     Document Type: Chapter

References (94)

1. Fenn, J.B., Mann, N., Meng, C.K., Wong, S.F., and Whitehouse, C.M. (1989) Electrospray ionization for mass spectrometry of large biomolecules. Science, 246, 64-71.
2. Karas, M., Bachmann, U., Bahr, U., and Hillenkamp, F. (1987) Matrix-assisted ultraviolet desorption of non-volatile compounds. Int. J. Mass Spectrom. Ion Processe, 78, 53-68.
3. Karas, M. andHillenkamp, F. (1988) Laser desorption ionization of proteins with molecular masses exceeding 10,000 daltons. Anal. Chem., 60, 2299-2301.
4. Tanaka, K.,Waki, H., Ido, S., Akita, Y., and Yoshida, Y. (1988) Protein and polymer analyses up to m/z 100,000 by laser ionization time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom., 2, 151-153.
5. Montaudo, G. and Lattimer, R.P. (eds) (2002)Mass Spectrometry of Polymers, CRC Press, Boca Raton, FL.
6. Pasch, H. and Schrepp,W. (2003) MALDITOF Mass Spectrometry of Synthetic Polymers, Springer, Berlin.
7. Wesdemiotis, C., Arnould, M.A., Lee, Y., and Quirk, R.P. (2000) MALDI TOF mass spectrometry of the products from novel anionic polymerizations. Polym. Prep., 41 (1), 629-630.
8. Wesdemiotis, C., Pingitore, F., Polce, M.J., Russel, V.M., Kim, Y., Kausch, C.M., Connors, T.H., Medsker, R.E., and Thomas, R.R. (2006) Characterization of a poly(fluorooxetane) and poly (fluorooxeetane-co-THF) by MALDI mass spectrometry, size exclusion chromatography, and NMR spectroscopy. Macromolecules, 45, 305-312.
9. Polce, M.J. and Wesdemiotis, C. (2002) Introduction to mass spectrometry of polymers, in Polymer Mass Spectrometry (eds G. Montaudo and R.P. Lattimer), CRC Press, Boca Raton, FL, pp. 1-29.
10. Peacock, P.M and McEwen, C.N. (2004) Mass spectrometry of synthetic polymers. Anal. Chem., 76, 3417-3428.
11. Peacock, P.M. and McEwen, C.N. (2006) Mass spectrometry of synthetic polymers. Anal. Chem., 78, 3957-3964.
12. Weidner, S.M. and Trimpin, S. (2008) Mass spectrometry of synthetic polymers. Anal. Chem., 80, 4349-4361.
13. Weidner, S.M. and Trimpin, S. (2010) Mass spectrometry of synthetic polymers. Anal. Chem., 82, 4811-4829.
14. Gruendling, T.,Weidner, S., Falkenhagen, J., and Barner-Kowollik, C. (2010) Mass spectrometry in polymer chemistry: a state-of-the-art up-date. Polym. Chem., 1, 599-617.
15. Sleno, L. and Volmer, D.A. (2004) Ion activation methods for tandem mass spectrometry. J. Mass Spectrom., 39, 1091-1112.
16. Ha kansson, K. and Klassen, J.S. (2010) Ion activation methods for tandem mass spectrometry, in Electrospray and MALDI Mass Spectrometry: Fundamentals, Instrumentation, Practicalities, and Biological Applications, 2nd edn (ed. R.B. Cole), John Wiley & Sons, Inc., New York, pp. 571-630.
17. Cooks, R.G., Ast, T., and Mabud, M.A. (1990) Collision of polyatomic ions with surfaces. J. Mass Spectrom. Ion Proc., 100, 209-265.
18. Laskin, J., Denisov, E.V., Shukla, A.K., Barlow, S.E., and Futrell, J.H. (2002) Surface-induced dissociation in a Fourier transform ion cyclotron resonance mass spectrometer: instrument design and evaluation. Anal. Chem., 74, 3255-3261.
19. Laskin, J. and Futrell, J.H. (2005) Activation of large ions in FT-ICR mass spectrometry. Mass Spectrom. Rev., 24, 135-167.
20. Zubarev, R.A., Kelleher, N.K., and McLafferty, F.W. (1998) Electron capture dissociation of multiply charged proteins cations: a non-ergodic process. J. Am. Chem. Soc., 120, 3265-3266.
21. Zubarev, R.A., Kruger, N.A., Fridriksson, E.K., Lewis, M.A., Horn, D.M., Carpenter, B.K., and McLafferty, F. (1999) Electron capture dissociation of gaseous multiplycharged proteins is favored at disulfide bonds and other sites of high hydrogen atom affinity. J. Am. Chem. Soc., 121, 2857-2862.
22. Koster, S., Duursma, M.C., Boon, J.J., Heeren, R.M.A., Ingemann, S., van Benthem, R.A.T.M., and de Koster, C.G. (2003) Electron capture and collisionally activated dissociation mass spectrometry of doubly charged hyperbranched polyesteramides. J. Am. Soc. Mass Spectrom., 14, 332-341.
23. Cerda, B.A., Breuker, K., Horn, D.M., and McLafferty, F.W. (2001) Charge/radical site initiation versus Coulombic repulsion for cleavage of multiply charged ion: charge salvation in poly(alkene glycol) ions. J. Am. Soc. Mass Spectrom., 12, 565-570.
24. Lee, S., Han, S.Y., Lee, T.G., Chung, G., Lee, D., and Oh, H.B. (2006) Observation of pronounced b., y cleavages in the electron capture dissociation mass spectrometry of polyamidoamine (PAMAM) dendrimer ions with amide functionalities. J. Am. Soc.Mass Spectrom., 17, 536-543.
25. Cerda, B.A., Horn, D.M., Breuker, K., and McLafferty, F.W. (2002) Sequencing of specific copolymer oligomers by electroncapture dissociation mass spectrometry. J. Am. Soc. Mass Spectrom., 124, 9287-9291.
26. Pitteri, S.J. and McLuckey, S.A. (2005) Recent developments in the ion/ion chemistry of high-mass multiply charged ions. Mass Spectrom. Rev., 24, 931-958.
27. Mikesh, L.M., Ueberheide, B., Chi, A., Coon, J.J., Syka, J.E.P., Shabanowitz, J., and Hunt, D.F. (2006) The utility of ETD mass spectrometry in proteomic analysis. Biochim. Biophys. Acta, 1764, 1811-1822.
28. McLuckey, S.A. and Huang, T.-Y. (2009) Ion/ion reactions: new chemistry for analytical MS. Anal. Chem., 81, 8669-8676.
29. Sobott, F.,Watt, S.J., Smith, J., Edelmann, M.J., Kramer, H.B., and Kleeler, B.M. (2009) Comparison of CID versus ETD based MS/MS fragmentation for the analysis of protein ubiquitination. J. Am. Soc. Mass Spectrom., 20, 1652-1659.
30. Jackson, T., Hilton, G.R., Slade, S.E., and Scrivens, J.H. (2009) Comparison of electron transfer dissociation and collision-induced dissociation fragmentation of multiply charged polyethers. Proceeding of the 57th ASMS Conference on Mass Spectrometry and Allied Topics, May 31-June 4, Philadelphia, PA.
31. Scionti, V. and Wesdemiotis, C. (2010) CAD vs. ETD fragmentation pathways of polyesters. Proceeding of the 58th ASMS Conference on Mass Spectrometry and Allied Topics, May 23-27, Salt Lake City, UT.
32. Spengler, B. (1997) Post-source decay analysis in matrix-assisted laser desorption/ionization mass spectrometry of biomolecules. J. Mass Spectrom., 32, 1019-1036.
33. De Hoffmann, E. and Stroobant, V. (2001) Mass Spectrometry. Principles and Applications, 2nd edn, John Wiley & Sons, Chichester, UK.
34. Jackson, A.T., Yates, H.T., Scrivens, J.H., Critchley, G., Brown, J., Green, M.R., and Bateman, R.H. (1996) The application of matrix-assisted laser desorption/ionization combined with collision induced dissociation to the analysis of synthetic polymers. Rapid Comm. Mass Spectrom., 10, 1668-1674.
35. Garozzo, D., Nasello, V., Spina, E., and Sturiale, L. (1997) Discrimination of isomeric oligosaccharides and sequencing of unknows by post-source decay matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Rapid Comm. Mass Spectrom., 11, 1561-1566.
36. Kaufmann, R., Chaurand, P., Kirsch, D., and Spengler, B. (1996) Post-source decay and delayed extraction in matrix-assisted laser desorption/ionization-reflectron time-of-flight mass spectrometry. Are there any trade-offs? Rapid Comm. Mass Spectrom., 10, 1199-1208.
37. Chaurand, P. and Luetzenkirchen, F. (1999) Peptide and protein identification by matrix-assisted laser desorption ionization (MALDI) and MALDI postsource decay time-of-flight mass spectrometry. J. Am. Soc. Mass Spectrom., 10, 91-103.
38. Przybilla, L., Rader, H.-J., and Mullen, K. (1999) Post-source decay fragment ion analysis of polycarbonates by matrixassisted laser desorption/ionization timeof- flight mass spectrometry. Eur. J. Mass Spectrom., 5, 133-143.
39. Goldschimdt, R.J., Wetzel, S.J., Blair, W.R., and Guttman, C.M. (2000) Postsource decay in the analysis of polystyrene by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. J. Am. Soc. Mass Spectrom., 11, 1095-1106.
40. Laine, O., Trimpin, S., Rader, H.J., and Mullen, K. (2003) Changes in post-source decay fragmentation behavior of poly (methyl methacrylate) polymers with increasing molecular weight studied by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. Eur. J. Mass Spectrom., 9, 195-201.
41. Adhiya, A. and Wesdemiotis, C. (2002) Poly(propylene imine) dendrimer conformations in the gas phase: A tandem mass spectrometry study. Int. J. Mass Spectrom., 214, 75-88.
42. Rizzarelli, P., Puglisi, C., and Montaudo, G. (2006)Matrix-assisted laser desorption/ionization time-of-flight/time-of-flight tandem mass spectra of poly(butylenes adipate). Rapid Commun. Mass Spectrom., 20, 1683-1694.
43. Rizzarelli, P. and Puglisi, C. (2008) Structural characterization of synthetic poly(ester amide) from sebacic acid and 4- amino-1-butanol by matrix-assisted laser desorption ionization time-of-flight/timeof- flight tandem mass spectrometry. Rapid Commun. Mass Spectrom., 22, 739-754.
44. Polce, M.J., Ocampo, M., Quirk, R.P., and Wesdemiotis, C. (2008) Tandem mass spectrometry characteristics of silvercationized polystyrenes: backbone degradation via free radical chemistry. Anal. Chem., 80, 347-354.
45. Polce, M.J., Ocampo, M., Quirk, R.P., Leigh, A.M., and Wesdemiotis, C. (2008) Tandem mass spectrometry characteristics of silver-cationized polystyrenes: internal energy, size, and chain end vs. backbone substituent effects. Anal. Chem., 80, 355-362.
46. Chaicharoen, K., Polce, M.J., Singh, A., and Pugh, C. (2008) Characterization of linear and branched polyacrylates by tandem mass spectrometry. Anal. Bioanal. Chem., 392, 595-607.
47. Gies, A.P., Vergne, M.J., Orndorff, R.L., and Hercules, D.M. (2008) MALDI-TOF/TOF CID study of 4-alkyl-substituted polystyrene fragmentation reactions. Anal. Bioanal. Chem., 392, 609-626.
48. Ellison, S.T., Gies, A.P., Hercules, D.M., and Morgan, S.L. (2009) Py-GC/MS and MALDI-TOF/TOF CID study of polysulfone fragmentation reactions. Macromolecules, 42, 3005-3013.
49. Dabney, D.E. (2009) Analysis of synthetic polymers by mass spectrometry and tandem mass spectrometry. PhD Dissertation. Akron, OH: The University of Akron.
50. Gies, A.P., Geibel, J.F., and Hercules, D.M. (2010) MALDI-TOF/TOF CID study of poly(p-phenylene sulfide) fragmentation reactions. Macromolecules, 43, 952-967.
51. Knop, K., Jahn, B.O., Hager, M.D., Crecelius, A., Gottschaldt, M., and Schubert, U.S. (2010) Systematic MALDITOF CID investigation on different substituted mPEG 2000.Macromol. Chem. Phys., 211, 677-684.
52. Understanding ion trap mass spectrometry, Bruker Esquire/HCT Series User Manual, version 1.3, p. 1-3.
53. March, R.E. (1997) An introduction to quadrupole ion trap mass spectrometry. J. Mass Spectrom., 32, 351-369.
54. Solak, N. (2010) Structural characterization and quantitative analysis by interfacing liquid chromatography and/or ion mobility separation with multidimensional mass spectrometry. PhD dissertation, The University of Akron: Akron, OH.
55. Wesdemiotis, C., Solak, N., Polce, M.J., Dabney, D.E., Chaicharoen, K., and Katzenmeyer, B.C., Fragmentation pathways of polymer ions. Mass Spectrom. Rev., 2011, 30, 523-559.
56. Hartmer, R., Kaplan, D.A.,Gebhardt, C.R., Ledertheil, T., and Brekenfeld, A. (2008) Multiple ion/ion reactions in the 3D ion trap: selective reagent anion production for ETD and PTR from a single compound. Int. J. Mass Spectrom., 276, 82-90.
57. ETD and PTR with the HCT ultra (July 2008) Bruker Compass Application Tutorial, version 1.3, p. 9.
58. Huang, T.-J., Emory, J.F., O?Hair, R.A.J., and McLuckey, S.A. (2006) Electrontransfer reagent anion formation via electrospray ionization and collisioninduced dissociation. Anal. Chem., 78, 7387-7391.
59. McEwen, C.N., McKay, R.G., and Larsen, B.S. (2005) Analysis of solids, liquids, and biological tissues using solids probe introduction at atmospheric pressure on commercial LC/MS instruments. Anal. Chem., 77, 7826-7831.
60. Takáts, Z., Wiseman, J.M., and Cooks, R.G. (2005) Ambient mass spectrometry using desorption electrospray ionization (DESI): instrumentation, mechanisms and applications in forensics, chemistry, and biology. J. Mass Spectrom., 40, 1261-1275.
61. Q-ToF Ultima MALDI User's Guide. Atlas Park,Manchester: MicromassUK Limited M22 5PP. Available at http://www.waters.com.
62. Scionti, V., Tun, Z., Tessier, C.A., Youngs, W.J., and Wesdemiotis, C. (2009) Characterization of poly (organophosphazene)s by mass spectrometry techniques. Proceeding of the 57th ASMS Conference on Mass Spectrometry and Allied Topics, May 31-June 4, Philadelphia, PA.
63. Giles, K., Pringle, S.D.,Worthington, K.R., Little, D., Wildgoose, J.L., and Bateman, R.H. (2004) Applications of a traveling wave-based radio-frequency only stacked ring ion guide. Rapid Commun. Mass Spectrom., 18, 2401-2414.
64. Pringle, S.D., Giles, K., Wildgoose, J.L., Williams, J.P., Slade, S.E., Thalassinos, K., Bateman, R.H., Bowers, M.T., and Scrivens, J.H. (2007) An investigation of the mobility separation of some peptide and protein ions using a new hybrid quadrupole/travelling wave IMS/oa-ToF instrument. Int. J. Mass Spectrom., 261, 1-12.
65. Waters Synapt High Definition Mass Spectrometry System, Operator?s Guide, 71500129902/Revision A, Waters Corporation, 2007.
66. Kanu, A.B., Dwivedi, P., Tam, M., Matz, L., and Hill, H.H. (2008) Ion mobilitymass spectrometry. J. Mass Spectrom., 43, 1-22.
67. Hilton, G.R., Jackson, A.T., Thalassinos, K., and Scrivens, J.H. (2008) Structural analysis of synthetic polymer mixtures using ion mobility and tandem mass spectrometry. Anal. Chem., 80, 9720-9725.
68. Cheng, C. and Gross, M.L. (2000) Applications and mechanisms of chargeremote fragmentation. Mass Spectrom. Rev., 19, 398-420.
69. Medzihradszky, K.F., Campbell, J.M., Baldwin, M.A., Falick, A.M., Juhasz, P., Vestal, M.L., and Burlingame, A.L. (2000) The characteristics of peptide collisioninduced dissociation using a highperformance MALDI-TOF/TOF tandem mass spectrometer. Anal. Chem., 72, 552-558.
70. Loftus, N. (2002) Gold standard: mass spectrometry and chromatography. Biochemist, 24, 25-27.
71. Suckau, D., Resemann, A., Schuerenberg, M., Hufnagel, P., Frantzen, J., and Holle, A.A. (2003) A novel MALDI LIFT-TOF/TOF mass spectrometer for proteomics. Anal. Bioanal. Chem., 376, 952-965.
72. Macht, M., Asperger, A., and Deininger, S.-O. (2004) Comparison of laser-induced dissociation and high-energy collisioninduced dissociation using matrixassisted laser desorption/ionization tandem time-of-flight (MALDI-TOF/TOF) for peptide and protein identification. Rapid Commun. Mass Spectrom., 18, 2093-2105.
73. Vestal, M.L. and Campbell, J.M. (2005) Tandem time-of-flight mass spectrometry. Meth. Enzymol., 402, 79-108.
74. Cotter, R.J., Griffith, W., and Jelinek, C. (2007) Tandem time-of-flight (TOF/TOF) mass spectrometry and the curved-field reflectron. J. Chromatogr. B, 855, 2-13.
75. Dabney, D.E. (2009) Analysis of synthetic polymers by mass spectrometry and tandem mass spectrometry, PhD dissertation, The University of Akron: Akron, OH.
76. Jackson, A.T., Green, M.R., and Bateman, R.H. (2008) Generation of end-group information from polyethers by matrixassisted laser desorption/ionization collision-induced dissociation mass spectrometry. Rapid Commun. Mass Spectrom., 20, 3542-3550.
77. Jackson, A.T. and Robertson, D.F. (2008) Chain end characterization. Compr. Anal. Chem., 53, 171-203.
78. Wollyung, K.M., Wesdemiotis, C., Nagy, A., and Kennedy, J.P. (2004) Synthesis and mass spectrometry characterization of centrally and terminally aminefunctionalized polyisobutylenes. J. Polym. Sci. A: Polym. Chem., 43 946-958.
79. Noga, M., Dylag, T., and Silberring, J. (2009) Sequencing of peptides and proteins, Mass Spectrometry (ed. R. Ekman), John Wiley & Sons, Hoboken, NJ, pp. 179-210.
80. Seidler, J., Zinn, N., Boehm, M.E., and Lehmann, W.D. (2010) De novosequencing of peptides by MS/MS. Proteomics, 10, 634-649.
81. Huang, T.-Y. and McLuckey, S.A. (2010) Top-down protein characterization facilitated by ion/ion reactions on a quadrupole/time of flight platform. Proteomics, 10, 3577-3588.
82. Janoski, J. (2010) Anionic synthesis of functionalized polymers, PhD dissertation, The University of Akron: Akron, OH.
83. Quirk, R.P., Kim, H., Polce, M.J., and Wesdemiotis, C. (2005) Anionic synthesis of primary amine functionalized polystyrenes via hydrosilation of allylamine with silyl hydride functionalized polystyrenes. Macromolecules, 38 7895-7906.
84. Yol, A., Janoski, J., Quirk, R.P., and Wesdemiotis, C. (2010) Characterization of copolymers by mass and tandem mass spectrometry. Proceeding of the 58th ASMS Conference on Mass Spectrometry and Allied Topics, May 23-27, Salt Lake City, UT.
85. Butcher, C.P.G., Dyson, P.J., Johnson, B.F.G., Langridge-Smith, P.R.R., McIndoe, J.S., and Whyte, C. (2002) On the use of breakdown graphs combined with energy-dependent mass spectrometry to provide a complete picture of fragmentation processes. Rapid Commun. Mass Spectrom., 16, 1595-1598.
86. Ren, X., Sun, B., Tsai, C.-C., Tu, Y., Leng, S., Li, K., Kang, Z., Van Horn, R.M., Li, X., Zhu, M., Wesdemiotis, C., Zhang, W.-B., and Cheng, S.Z.D. (2010) Synthesis, selfassembly, and crystal structure of a shapepersistent polyhedral-oligosilsesquioxanenanoparticle- tethered perylene diimide. J. Phys. Chem. B, 114, 4802-4810.
87. Li, X., Chan, Y.-T., Newkome, G.R., and Wesdemiotis, C. (2011) Gradient tandem mass spectrometry interfaced with ion mobility separation for the characterization of supramolecular architectures. Anal. Chem., 83, 1284-1290.
88. Dongre, A.R., Jones, J.L., Somogyi, A., and Wysocki, V.H. (1996) Influence of peptide composition, gas-phase basicity, and chemical modification on fragmentation efficiency: evidence for the mobile proton model. J. Am. Chem. Soc., 118, 8365-8374.
89. Rosu, F., Pirotte, S., De Pauw, E., and Gabelica, V. (2006) Positive and negative ion mode ESI-MS and MS/MS for studying drug-DNA complexes. Int. J. Mass Spectrom., 253, 156-171.
90. Smiljanic, D. and Wesdemiotis, C. (2010) Non-covalent complexes between singlestranded oligodeoxynucleotides and poly (ethylene imine). Int. J. Mass Spectrom., 2011, 304, 148-153.
91. Kan, P.L., Schatzlein, A.G., and Uchegbu, L.F. (2006) Polymers used for the delivery of genes in gene therapy, in Polymers in Drug Delivery (eds I. Uchegbu and A.G. Schatzlein), CRC Press, Boca Raton, FL, pp. 183-198.
92. Wang, J-.L., Li, X., Lu, X., Chan, Y.-T., Moorefield, C.N., Wesdemiotis, C., and Newkome, G.R. (2011) Dendron functionalized bis(terpyridine)-iron(II) or -cadmium(II) metallomacrocycles: synthesis, traveling-wave ionmobility mass spectrometry, and photophysical properties. Chem. Eur. J., 17, 4830-4838.
93. McEwen, C.N. and Trimpin, S. (2011) An alternative ionization paradigm for atmospheric pressure mass spectrometry: flying elephants from Trojan horses. Int. J. Mass Spectrom., 300, 167-172.
94. Thalassinos, K., Jackson, A.T., Williams, J.P., Hilton, G.R., Slade, S.E., and Scrivens, J.H. (2007) Novel software for the assignment of peaks from tandem mass spectrometry spectra of synthetic polymers. J. Am. Soc. Mass Spectrom., 18, 1324-1331.