Sodium cation affinities of commonly used MALDI matrices determined by guided ion beam tandem mass spectrometry

Journal of the American Society for Mass Spectrometry

Volumn 23, Issue 4, 2012, Pages 676-689

  Chinthaka, S D M ^a   Rodgers, M T ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

Bond dissociation energy; Collision induced dissociation; Guided ion beam tandem mass spectrometry; MALDI matrices; Sodium cations

Indexed keywords

BOND DISSOCIATION ENERGIES; CATION TRANSFERS; CATIONIZED; COLLISION-INDUCED DISSOCIATION; CROSS SECTION; DENSITY FUNCTIONAL THEORY CALCULATIONS; DISSOCIATION LIFETIME; DISSOCIATION PATHWAYS; INTERNAL ENERGIES; ION-NEUTRAL COLLISIONS; MALDI MATRIX; NICOTINIC ACID; PICOLINIC ACID; SODIUM CATIONS; TANDEM MASS SPECTROMETRY; TANDEM MASS SPECTROMETRY TECHNIQUES;

CHEMICAL BONDS; DENSITY FUNCTIONAL THEORY; DISSOCIATION; ION BEAMS; MASS SPECTROMETRY;

POSITIVE IONS;

3 AMINOQUINOLINE; 3 HYDROXYPICOLINIC ACID; 4 NITROANILINE; CATION; NICOTINIC ACID; PICOLINIC ACID; QUINOLINE; SODIUM ION; UNCLASSIFIED DRUG; XENON;

ANALYTIC METHOD; ANALYTICAL PARAMETERS; ARTICLE; BINDING AFFINITY; CATION TRANSFER EQUILIBRIUM METHOD; CHEMICAL BOND; COLLISIONALLY ACTIVATED DISSOCIATION; ENERGY; INTERMETHOD COMPARISON; ION BEAM TANDEM MASS SPECTROMETRY; KINETICS; MATHEMATICAL COMPUTING; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; STRUCTURE ANALYSIS; TANDEM MASS SPECTROMETRY;

EID: 84862558547     PISSN: 10440305     EISSN: 18791123     Source Type: Journal    
DOI: 10.1007/s13361-012-0336-8     Document Type: Article

References (78)

1. Rashidzadeh, H., Wang, W., Guo, B.: Matrix Effects on Selectivities of Poly(ethylene glycol)s for Alkali Metal Ion Complexation in Matrix- Assisted Laser Desorption/Ionization. Rapid Commun. Mass Spectrom. 14, 439-443 (2000)
2. Chen, R., Yalcin, T., Wallace, W.E., Guttman, M., Li, L.: Laser Desorption Ionization and MALDI Time-of-Flight Mass Spectrometry for Low Molecular Mass Polyethylene Analysis. J. Am. Soc. Mass Spectrom. 12, 1186-1192 (2001)
3. Nielen, M.W.F.: Maldi Time-of-Flight Mass Spectrometry of Synthetic Polymers. Mass Spectrom. Rev. 18, 309-344 (1999)
4. Deery, M.J., Jennings, K.R., Jasieczek, B.C., Haddleton, D.M., Jackson, A.T., Yates, H.T., Scrivens, J.H.: A Study of Cation Attachment to Polystyrene by Means of Matrix-Assisted Laser Desorption/Ionization and Electrospray Ionization-Mass Spectrometry. Rapid Commun. Mass Spectrom. 11, 57-62 (1997)
5. Gidden, J., Wyttenbach, T., Batka, J.J., Weis, P., Jackson, A.T., Scrivens, J.H., Bowers, M.T.: Poly(ethylene terephthalate) Oligomers Cationized by Alkali Ions: Structures, Energetics, and Their Effect on Mass Spectra and the Matrix-Assisted Laser Desorption/Ionization Process. J. Am. Soc. Mass Spectrom. 10, 883-895 (1999)
6. Wang, Y., Rashidzadeh, H., Guo, B.: Structural Effects on Polyether Cationization by Alkali Metal Ions in Matrix-Assisted Laser Desorption/ Ionization. J. Am. Soc. Mass Spectrom. 11, 639-643 (2000)
7. Rashidzadeh, H., Guo, B.: Investigation of Metal Attachment to Polystyrenes in Matrix-Assisted Laser Desorption Ionization. J. Am. Soc. Mass Spectrom. 9, 724-730 (1998)
8. Murgasova, R., Hercules, D.M.: MALDI of Synthetic Polymers-an Update. Int. J. Mass Spectrom. 226, 151-162 (2003)
9. Rashidzadeh, H., Hung, H., Guo, B.: Probing Polystyrene Cationization in Matrix-Assisted Laser Desorption/Ionization. Eur. Mass Spectrom. 4, 429-433 (1998)
10. Knochenmuss, R., Lehmann, E., Zenobi, R.: Polymer Cationization in Matrix-Assisted Laser Desorption/Ionization. Eur. Mass Spectrom. 4, 421-427 (1998)
11. Mowat, I.A., Donovan, R.J., Maier, R.R.J.: Enhanced Cationization of Polymers Using Delayed Ion Extraction with Matrix-Assisted Laser Desorption/Ionization. Rapid Commun. Mass Spectrom. 11, 89-98 (1997)
12. Ehlers, A.W., de Koster, C.E., Meier, R.J., Lammertsma, K.: MALDITOF-MS of Saturated Polyolefins by Coordination of Metal Cations: A Theoretical Study. J. Phys. Chem. A 105, 8691-8695 (2001)
13. Fati,D., Leeman,V.,Vasil'ev,Y.V.,Drewello, T., Leyh, B., Hungerbühler, H.: Alkali Cation Attachment to Derivatized Fullerenes Studied byMatrix- Assisted Laser Desorption/Ionization. J. Am. Soc. Mass Spectrom. 13, 1448-1458 (2002)
14. Xu, S., Li, Y., Zou, H., Qiu, J., Guo, Z., Guo, B.: Carbon Nanotubes as Assisted Matrix for Laser Desorption/Ionization Time-of-Flight Mass Spectrometry. Anal. Chem. 75, 6191-6195 (2003)
15. Blais, J.C., Turrin, C.O., Caminade, A.M., Majoral, J.P.: MALDI TOF Mass Spectrometry for the Characterization of Phosphorus-Containing Dendrimers. Scope and Limitations. Anal. Chem. 72, 5097-5105 (2000)
16. Chessa, G., Scrivanti, A., Seraglia, R., Traldi, P.: Matrix Effects on Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry Analysis of Dendrimers with a Pyridine-Based Skeleton. Rapid Commun. Mass Spectrom. 12, 1533-1537 (1998)
17. Puapaiboon, U., Taylor, R.T.: Characterization and Monitoring Reaction of Polyurethane Dendritic Wedges and Dendrimers Using Matrix- Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry. Rapid Commun. Mass Spectrom. 13, 508-515 (1999)
18. Chiarelli, M.P., Sharkey, A.G., Hercules, D.M.: Excited-State Proton Transfer in Laser Mass Spectrometry. Anal. Chem. 65, 307-311 (1993)
19. Karas, M., Bahr, U., Giessmann, U.: Matrix-Assisted Laser Desorption Ionization Mass Spectrometry. Mass Spectrom. Rev. 10, 335-357 (1991)
20. Gimon-Kinsel, M., Preston-Schaffter, L.M., Kinsel, G.R., Russell, D. H.: Effects of Matrix Structure/Acidity on Ion Formation in Matrix-Assisted Laser Desorption Ionization Mass Spectrometry. J. Am. Chem. Soc. 119, 2534-2540 (1997)
21. Ehring, H., Karas, M., Hillenkamp, F.: Role of Photoionization and Photochemistry in Ionization Processes of Organic Molecules and Relevance for Matrix-Assisted Laser Desorption Ionization Mass Spectrometry. Org. Mass Spectrom. 27, 472-480 (1992)
22. Horneffer, V., Dreisewerd, K., Ludenmann, H.-C., Hillenkamp, F., Lage, M., Strupat, K.: Is the Incorporation of Analytes Into Matrix Crystals a Prerequisite for Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry? A Study of Five Positional Isomers of Dihydroxybenzoic Acid. Int. J. Mass Spectrom. 185/186/187, 859-870 (1999)
23. Liao, P.C., Allison, J.: Ionization processes in matrix-assisted laser desorption/ionization mass spectrometry: Matrix-Dependent Formation of [M + H]+ vs [M + Na]+ Ions of Small Peptides and Some Mechanistic Comments. J. Mass Spectrom. 30, 408-423 (1995)
24. Zenobi, R., Knochenmuss, R.: Ion Formation in MALDI Mass Spectrometry. Mass Spectrom. Rev. 17, 337-366 (1998)
25. Zhang, J., Zenobi, R.: Matrix-Dependent Cationization in MALDI Mass Spectrometry. J. Mass Spectrom. 39, 808-816 (2004)
26. Knochenmuss, R., Dubois, F., Dale, M.J., Zenobi, R.: The Matrix Suppression Effect and Ionization Mechanisms in Matrix-Assisted Laser Desorption/Ionization. Rapid Commun. Mass Spectrom. 10, 871-877 (1996)
27. Botek, E., Debrun, J.L., Hakim, B., Morin-Allory, L.: Attachment of Alkali Cations on β-D-Glucopyranose: Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Studies and ab initio Calculations. Rapid Commun. Mass Spectrom. 15, 273-276 (2001)
28. Scrivens, J.H., Jackson, A.T., Yates, H.T., Green, M.R., Critchley, G., Brown, J., Bateman, R.H., Bowers, M.T., Gidden, J.: The Effect of the Variation of Cation in the Matrix-Assisted Laser Desorption/Ionization-Collision Induced Dissociation (MALDI-CID) Spectra of Oligomeric Systems. Int. J. Mass Spectrom. Ion Processes 165/166, 363-375 (1997)
29. Smirnow, I.P., Zhu, X., Taylor, T., Huang, Y., Ross, P., Papayanopoulos, I. A., Martin, S.A., Pappin, D.J.: Suppression of α-Cyano-4- hydroxycinnamic Acid Matrix Clusters and Reduction of Chemical Noise in MALDITOF Mass Spectrometry. Anal. Chem. 76, 2958-2965 (2004)
30. Chen, W., Chen, Y.: Reducing the Alkali Cation Adductions of Oligonucleotides Using Sol-Gel-Assisted Laser Desorption/Ionization Mass Spectrometry. Anal. Chem. 75, 4223-4228 (2003)
31. North, S., Okafo, G., Birrell, H., Haskins, N., Camilleri, P.: Minimizing Cationization Effects in the Analysis of Complex Mixtures of Oligosaccharides. Rapid Commun. Mass Spectrom. 11, 1635-1642 (1997)
32. Dogruel, D., Nelson, R.W., Williams, P.: The Effects of Matrix pH and Cation Availability on the Matrix-assisted Laser Desorption/Ionization Mass Spectrometry of Poly(methyl methacrylate). Rapid Commun. Mass Spectrom. 10, 801-804 (1996)
33. Jackson, A.T., Yates, H.T., MacDonald, W.A., Scrivens, J.H., Critchley, G., Brown, J., Deery, M.J., Jennings, K.R., Brookes, C.: Time-Lag Focusing and Cation Attachment in the Analysis of Synthetic Polymers by Matrix-Assisted Laser Desorption/Ionization-Time-of-Flight-Mass Spectrometry. J. Am. Soc. Mass Spectrom. 8, 32-139 (1997)
34. + Ion Formation by Matrix-Assisted Laser Desorption Ionization. Int. J. Mass Spectrom. 182/183, 185-195 (1999)
35. Keki, S., Deak, G., Zsuga, M.: Copper(I) Chloride: a Simple Salt for Enhancement of Polystyrene Cationization in Matrix-Assisted Laser Desorption/Ionization Mass Spectrometry. Rapid Commun. Mass Spectrom. 15, 675-678 (2001)
36. Cohen, S.L., Chait, B.T.: Influence of Matrix Solution Conditions on the MALDI-MS Analysis of Peptides and Proteins. Anal. Chem. 68, 31-37 (1996)
37. Zhang, N., Doucette, A., Li, L.: Two-Layer Sample Preparation Method for MALDI Mass Spectrometric Analysis of Protein and Peptide Samples Containing Sodium Dodecyl Sulfate. Anal. Chem. 73, 2968-2975 (2001)
38. Mank, M., Stahl, B., Boehm, G.: 2,5-Dihydroxybenzoic Acid Butylamine and Other Ionic Liquid Matrixes for Enhanced MALDI-MS Analysis of Biomolecules. Anal. Chem. 76, 2938-2950 (2004)
39. Knochenmuss, R., Zenobi, R.: MALDI Ionization: In-Plume Processes. Chem. Rev. 103, 441-452 (2003)
40. Ohanessian, G.: Interaction of MALDI Matrix Molecules with Na+ in the Gas Phase. Int. J. Mass Spectrom. 219, 577-592 (2002)
41. Lidgard, R., Duncan, M.W.: Utility of Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry for the Analysis of Low Molecular Weight Compounds. Rapid Commun. Mass Spectrom. 9, 128-132 (1995)
42. Bökelmann, V., Spengler, B., Kaufmann, R.: Dynamical Parameters of Ion Ejection and Ion Formation in Matrix-Assisted Laser Desorption/ Ionization. Eur. Mass Spectrom. 1995(1), 81-93 (1995)
43. Bourcier, S., Hoppilliard, Y.: B3LYP DFT Molecular Orbital Approach, an Efficient Method to Evaluate the Thermochemical Properties of MALDI Matrices. Int. J. Mass Spectrom. 217, 231-244 (2002)
44. Burton, R.D., Watson, C.H., Eyler, J.R., Lang, G.L., Powell, D.H., Avery, M.Y.: Proton Affinities of Eight Matrices Used for Matrix-Assisted Laser Desorption/Ionization. Rapid Commun. Mass Spectrom. 11, 443-446 (1997)
45. Thomas, J.D.J., Bojesen, G., Rahbek-Nielsen, H.: The Proton Affinities of Seven Matrix-Assisted laser Desoprtion/Ionization Matrices Correlated with the Formation of Multiply Charged Ions. Eur. Mass Spectrom. 4, 39-45 (1998)
46. Mirza, S.P., Raju, N.P., Vairamani, M.: Estimation of the Proton Affinity Values of Fifteen Matrix-Assisted Laser Desorption/Ionisation Matrices Under Electrospray Ionization Conditions Using the Kinetic Method. J. Am. Soc. Mass Spectrom. 15, 431-435 (2004)
47. Steenvoorden, R.J.J.M., Breuker, K., Zenobi, R.: The Gas-Phase Basicities of Matrix-Assisted Laser Desorption/Ionization Matrices. Eur. Mass Spectrom. 3, 339-346 (1997)
48. Breuker, K., Knochenmuss, R., Zenobi, R.: Gas-Phase Basicities of Deprotonated Matrix-Assisted Laser Desorption/Ionization Matrix Molecules. Int. J. Mass Spectrom. 184, 25-38 (1999)
49. Breuker, K., Knochenmuss, R., Zhang, J., Stortelder, A., Zenobi, R.: Thermodynamic Control of Final Ion Distributions in MALDI: In-plume Proton Transfer Reactions. Int. J. Mass Spectrom. 226, 211-222 (2003)
50. Yassin, F.H., Marynick, D.S.: Computational Estimates of the Gas-Phase Acidities of Dihydroxybenzoic Acid Radical Cations and Their Corresponding Neutral Species. Theochem. 629, 223-235 (2003)
51. Zhang, J., Knochenmuss, R., Stevenson, E., Zenobi, R.: The Gas-Phase Sodium Basicities of Common Matrix-Assisted Laser Desorption/ Ionization Matrices. Int. J. Mass Spectrom. 213, 237-250 (2002)
52. Zhang, J., Ha, T.-K., Knochenmuss, R., Zenobi, R.: Theoretical Calculation of Gas-Phase Sodium Binding Energies of Common MALDI Matrices J. Phys. Chem. A 106, 6610-6617 (2002)
53. Zhang, J., Dyachokva, E., Ha, T.-K., Knochenmuss, R., Zenobi, R.: Gas- Phase Potassium Binding Energies of MALDI Matrices: An Experimental and Theoretical Study J. Phys. Chem. A 107, 6891-6900 (2003)
54. Chinthaka, S.D.M., Chu, Y., Rannulu, N.S., Rodgers, M.T.: Sodium Cation Affinities of MALDI Matrices Determined by Guided In Beam Tandem Mass Spectrometry: Application to Benzoic Acid Derivatives. J. Phys. Chem. A 110, 1426-1437 (2006)
55. Chinthaka, S.D.M., Rodgers, M.T.: Potassium Cation Affinities of Matrix Assisted Laser Desorption Ionization Matrices Determined by Threshold Collision-Induced Dissociation: Application to Benzoic Acid Derivatives. J. Phys. Chem. A 111, 8152-8162 (2007)
56. Rodgers, M.T.: Substituent Effects in the Binding of Alkali Metal Ions to Pyridines, Studied by Threshold Collision-Induced Dissociation and ab Initio Theory: The Methylpyridines. J. Phys. Chem. A 105, 2374-2383 (2001)
57. Teloy, E., Gerlich, D.: Integral Cross Sections for Ion Molecule Reactions: The Guided Ion Beam Technique. Chem. Phys. 4, 417-427 (1974)
58. Gerlich, D.: Inhomogeneous RF Fields: A Versatile Tool for the Study of Processes with Slow Ions. Diplomarbeit, University of Freiburg, Federal Republic of Germany, 1971.
59. Gerlich, D.: State-Selected and State-to-State Ion-Molecule Reaction Dynamics, Part I, Experiment. In: Ng, C.-Y., Baer, M. (eds.) Advances in Chemical Physics Series, vol. 82, pp. 1-176. Wiley, New York (1992)
60. Ervin, K.M., Armentrout, P.B.: Translational Energy Dependence of Ar+ + XY ( ArX+ + Y (XY = H2, D2, HD) from Thermal to 30 eV c.m. J. Chem. Phys. 83, 166-189 (1985)
61. Armentrout, P.B.: Not Just a Structural Tool: The Use of Guided Ion Beam Tandem Mass Spectrometry to Determine Thermochemistry. J. Am. Soc. Mass Spectrom. 13, 419-434 (2002)
62. Dalleska, N.F., Honma, K., Sunderlin, L.S., Armentrout, P.B.: Solvation of Transition Metal Ions by Water. Sequential Binding Energies of M + (H2O)x (x = 1-4) for M = Ti - Cu Determined by Collision-Induced Dissociation. J. Am. Chem. Soc. 116, 3519-3528 (1994)
63. 2: An Evaluation of Pseudo-Arrhenius Analyses of Ion-molecule Reaction Systems. J. Chem. Phys. 96, 1046-1052 (1992)
64. Frisch, M. J., Trucks, G. W., Schlegel, H. B., Scuseria, G. E., Robb, M. A., Cheeseman, J. R., Montgomery, Jr., J. A., Vreven, T., Kudin, K. N., Burant, J. C., Millam, J. M., Iyengar, S. S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G. A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J. E., Hratchian, H. P., Cross, J. B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R. E., Yazyev, O., Austin, A. J., Cammi, R., Pomelli, C., Ochterski, J. W., Ayala, P. Y., Morokuma, K., Voth, G. A., Salvador, P., Dannenberg, J. J., Zakrzewski, V. G., Dapprich, S., Daniels, A. D., Strain, M. C., Farkas, O., Malick, D. K., Rabuck, A. D., Raghavachari, K., Foresman, J. B., Ortiz, J. V., Cui, Q., Baboul, A. G., Clifford, S., Cioslowski, J., Stefanov, B. B., Liu, G. Liashenko, A., Piskorz, P., Komaromi, I., Martin, R. L., Fox, D. J., Keith, T., Al-Laham, M. A., Peng, C. Y., Nanayakkara, A., Challacombe, M., Gill, P. M. W., Johnson, B., Chen, W., Wong, M. W., Gonzalez, C., Pople, J. A.: Gaussian, Inc., Wallingford CT, 2004.
65. nd Ed., Gaussian 03, Revision C.02; Gaussion: Pittsburgh, 1996, p. 64.
66. Adamo, C., Barone, V.: Toward Reliabl e Density Functional Methods Without Adjustable Parameters: The PBE0 Model. J. Chem. Phys. 110, 6158-6169 (1999)
67. Smith, S.M., Markevitch, A.N., Romanov, D.A., Li, X., Levis, R.J., Schlegel, H.B.: Static and Dynamic Polarizabilities of Conjugated Molecules and Their Cations. J. Phys. Chem. A 108, 11063-11072 (2004)
68. Muntean, F., Armentrout, P.B.: Guided Ion Beam Study of Collision- Induced Dissociation Dynamics: Integral and Differential Cross Sections. J. Chem. Phys. 115, 1213-1229 (2001)
69. Beyer, T.S., Swinehart, D.F.: Algorithm 448: Number of Multiplerestricted partitions. Commun. Assoc. Comput. Machines 16, 379 (1973)
70. Stein, S.E., Rabinovitch, B.S.: Accurate Evaluation of Internal Energy Level Sums and Densitites Including Anharmonic Oscillators and Hindered Rotors. J. Chem. Phys. 58, 2438-2445 (1973)
71. Stein, S.E., Rabinovitch, B.S.: On the Use of Exact State Counting Methods in RRKM Rate Calculations. Chem. Phys. Lett. 49, 183-188 (1977)
72. Rodgers, M.T., Ervin, K.M., Armentrout, P.B.: Statistical Modeling of Collision-Induced Dissociation Thresholds. J. Chem. Phys. 106, 4499-4508 (1997)
73. Khan, F.A., Clemmer, D.E., Schultz, R.H., Armentrout, P.B.: The Sequential Bond Energies of Cr(CO)x+, x=1-6. J. Phys. Chem. 97, 7978-7987 (1993)
74. Chesnavich, W.J., Bowers, M.T.: Theory of Translationally Driven Reactions. J. Phys. Chem. 83, 900-905 (1979)
75. Armentrout, P.B., Simons, J.: Understanding Heterolytic Bond Cleavage. J. Am. Chem. Soc. 114, 8627-8633 (1992)
76. See for example Figure 1 in Dalleska, N. F., Honma, K., Armentrout, P. B.: Stepwise Solvation Enthalpies of Protonated Water Clusters: Collision Induced Dissociation as an Alternative to Equilibrium Studies. J. Am. Chem. Soc. 115, 12125-12131 (1993)
77. Rodgers, M.T., Armentrout, P.B.: Absolute Binding Energies of Lithium Ions to Short Chain Alcohols, CnHn+2O, n = 1-4, Determined by Threshold Collision-Induced Dissociation. J. Phys. Chem. A 101, 2614-2625 (1997)
78. Feller, D.: A Complete Basis Set Estimate of Cation-π Bond Strengths: Na+(ethylene) and Na+(benzene). Chem. Phys. Lett. 322, 543-548 (2000)