Investigating the Role of Adducts in Protein Supercharging with Sulfolane
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  • 作者:Kevin Aart Douglass (1)
    Andre R. Venter (1)
  • 关键词:Supercharging ; Multiple charging ; Sulfolane ; Cytochrome c ; Cyt c ; Electrospray ; Adduct ; Protein ; New model ; Dipole ; Gas ; phase basicity ; Apparent gas phase basicity ; Basic site ; Charge stabilization
  • 刊名:Journal of The American Society for Mass Spectrometry
  • 出版年:2012
  • 出版时间:March 2012
  • 年:2012
  • 卷:23
  • 期:3
  • 页码:489-497
  • 全文大小:1320KB
  • 参考文献:1. Rayleigh, L.: On the equilibrium of liquid conducting masses charged with electricity. / Philos. Mag. 14, 184-86 (1882)
    2. Cole, R.B.: Some tenets pertaining to electrospray ionization mass spectrometry. / J. Mass Spectrom. 35, 763-72 (2000) CrossRef
    3. Taflin, D.C., Ward, T.L., Davis, E.J.: Electrified droplet fission and the Rayleigh limit. / Langmuir 5, 376-84 (1989) CrossRef
    4. Iribarne, J.V., Thomson, B.A.: On the evaporation of small ions from charged droplets. / J. Chem. Phys. 64, 2287-294 (1976) CrossRef
    5. Thomson, B.A., Iribarne, J.V.: Field induced ion evaporation from liquid surfaces at atmospheric pressure. / J. Chem. Phys. 71, 4451-463 (1979) CrossRef
    6. Tang, L., Kebarle, P.: Dependence of ion intensity in electrospray mass spectrometry on the concentration of the analytes in the electrosprayed solution. / Anal. Chem. 65, 3654-668 (1993) CrossRef
    7. Dole, M., Mack, L.L., Hines, R.L., Mobley, R.C., Ferguson, L.D., Alice, M.B.: Molecular beams of Mmacroions. / J. Chem. Phys. 49, 2240-249 (1968) CrossRef
    8. Fernandez de la Mora, J.: Electrospray ionization of large multiply charged species proceeds via Dole’s charged residue mechanism. / Anal. Chim. Acta 406, 93-04 (2000) CrossRef
    9. Iavarone, A.T., Williams, E.R.: Mechanism of charging and supercharging molecules in electrospray ionization. / J. Am. Chem. Soc. 125, 2319-327 (2003) CrossRef
    10. Kaltashov, I.A., Mohimen, A.: Estimates of protein surface areas in solution by electrospray ionization mass spectrometry. / Anal. Chem. 77, 5370-379 (2005) CrossRef
    11. Gamero-Casta?o, M., Fernández de la Mora, J.: Kinetics of small ion evaporation from the charge and mass distribution of multiply charged clusters in electrosprays. / J. Mass Spectrom. 35, 790-03 (2000) CrossRef
    12. Gamero-Casta?o, M., Fernández de la Mora, J.: Mechanisms of electrospray ionization of singly and multiply charged salt clusters. / Anal. Chim. Acta 406, 67-1 (2000) CrossRef
    13. Loo, J.A., Udseth, H.R., Smith, R.D., Futrell, J.H.: Collisional effects on the charge distribution of ions from large molecules, formed by electrospray-ionization mass spectrometry. / Rapid Commun. Mass Spectrom. 2, 207-10 (1988) CrossRef
    14. Covey, T.R., Bonner, R.F., Shushan, B.I., Henion, J., Boyd, R.K.: The determination of protein, oligonucleotide and peptide molecular weights by ion-spray mass spectrometry. / Rapid Commun. Mass Spectrom. 2, 249-56 (1988) CrossRef
    15. Wong, S.F., Meng, C.K., Fenn, J.B.: Multiple charging in electrospray ionization of poly(ethylene glycols). / J. Phys. Chem. 92, 546-50 (1988) CrossRef
    16. Schnier, P., Gross, D., Williams, E.: On the maximum charge state and proton transfer reactivity of peptide and protein ions formed by electrospray ionization. / J. Am. Soc. Mass Spectrom. 6, 1086-097 (1995) CrossRef
    17. Konermann, L.: A Minimalist model for exploring conformational effects on the electrospray charge state distribution of proteins. / J. Phys. Chem. B 111, 6534-543 (2007) CrossRef
    18. Williams, E.R.: Proton transfer reactivity of large multiply charged ions. / J. Mass Spectrom. 31, 831-42 (1996) CrossRef
    19. Peschke, M., Blades, A., Kebarle, P.: Charged states of proteins. Reactions of doubly protonated alkyldiamines with NH3: solvation or deprotonation. Extension of two proton Cases to multiply protonated globular proteins observed in the gas phase. / J. Am. Chem. Soc. 124, 11519-1530 (2002) CrossRef
    20. Fenselau, C., Szilagyi, Z., Williams, T.: Intercharge distances in Zn7-metallothionein analyzed by nanospray on a quadrupole ion trap and molecular modeling. / J. Mass Spectrom. Soc. Jpn. 48, 23-5 (2000) CrossRef
    21. Heck, A.J.R., van den Heuvel, R.H.H.: Investigation of intact protein complexes by mass spectrometry. / Mass Spectrom. Rev. 23, 368-89 (2004) CrossRef
    22. Nesatyy, V.J., Suter, M.J.F.: On the conformation-dependent neutralization theory and charging of individual proteins and their noncovalent complexes in the gas phase. / J. Mass Spectrom. 39, 93-7 (2004) CrossRef
    23. Samalikova, M., Matecko, I., Muller, N., Grandori, R.: Interpreting conformational effects in protein nano-ESI-MS spectra. / Anal. Bioanal. Chem. 378, 1112-123 (2004) CrossRef
    24. Samalikova, M., Grandori, R.: Testing the role of solvent surface tension in protein ionization by electrospray. / J. Mass Spectrom. 40, 503-10 (2005) CrossRef
    25. Samalikova, M., Grandori, R.: Protein charge-state distributions in electrospray-ionization mass spectrometry do not appear to be limited by the surface tension of the solvent. / J. Am. Chem. Soc. 125, 13352-3353 (2003) CrossRef
    26. Katta, V., Chait, B.T.: Observation of the heme–globin complex in native myoglobin by electrospray-ionization mass spectrometry. / J. Am. Chem. Soc. 113, 8534-535 (1991) CrossRef
    27. Grandori, R.: Origin of the conformation dependence of protein charge-state distributions in electrospray ionization mass spectrometry. / J. Mass Spectrom. 38, 11-5 (2003) CrossRef
    28. Testa, L., Brocca, S., Grandori, R.: Charge-surface correlation in electrospray ionization of folded and unfolded proteins. / Anal. Chem. 83, 6459-463 (2011)
    29. Wang, G., Cole, R.B.: Effects of solvent and counterion on ion pairing and observed charge states of diquaternary ammonium salts in electrospray ionization mass spectrometry. / J. Am. Soc. Mass Spectrom. 7, 1050-058 (1996) CrossRef
    30. Mirza, U.A., Chait, B.T.: Effects of anions on the positive ion electrospray ionization mass spectra of peptides and proteins. / Anal. Chem. 66, 2898-904 (1994) CrossRef
    31. Iavarone, A.T., Williams, E.R.: Supercharging in electrospray ionization: effects on signal and charge. / Int. J. Mass Spectrom. 219, 63-2 (2002) CrossRef
    32. Iavarone, A.T., Jurchen, J.C., Williams, E.R.: Supercharged protein and peptide Ions formed by electrospray ionization. / Anal. Chem. 73, 1455-460 (2001) CrossRef
    33. Lomeli, S.H., Peng, I.X., Yin, S., Ogorzalek Loo, R.R., Loo, J.A.: New reagents for increasing ESI multiple charging of proteins and protein complexes. / J. Am. Soc. Mass Spectrom. 21, 127-31 (2010) CrossRef
    34. Chowdhury, S.K., Katta, V., Chait, B.T.: Probing conformational changes in proteins by mass spectrometry. / J. Am. Chem. Soc. 112, 9012-013 (1990) CrossRef
    35. Loo, J.A., Loo, R.R.O., Udseth, H.R., Edmonds, C.G., Smith, R.D.: Solvent-induced conformational changes of polypeptides probed by electrospray-ionization mass spectrometry. / Rapid Commun. Mass Spectrom. 5, 101-05 (1991) CrossRef
    36. Blanc, J.C.Y.L., Beuchemin, D., Siu, K.W.M., Guevremont, R., Berman, S.S.: Thermal denaturation of some proteins and its effect on their electrospray mass spectrat. / Org. Mass Spectrom. 26, 831-39 (1991) CrossRef
    37. Kharlamova, A., Prentice, B.M., Huang, T.-Y., McLuckey, S.A.: Electrospray droplet exposure to gaseous acids for the manipulation of protein charge state distributions. / Anal. Chem. 82, 7422-429 (2010) CrossRef
    38. McLuckey, S.A., Van Berkel, G.J., Glish, G.L.: Reactions of dimethylamine with multiply charged ions of cytochrome / c. / J. Am. Chem. Soc. 112, 5668-670 (1990) CrossRef
    39. Winger, B.E., Light-Wahl, K.J., Richard, D.S.: Gas-phase proton transfer reactions involving multiply charged cytochrome / c ions and water under thermal conditions. / J. Am. Soc. Mass Spectrom. 3, 624-30 (1992) CrossRef
    40. Fenn, J.B.: Ion formation from charged droplets: roles of geometry, energy, and time. / J. Am. Soc. Mass Spectrom. 4, 524-35 (1993) CrossRef
    41. Thomson, B.A.: Declustering and fragmentation of protein ions from an electrospray ion source. / J. Am. Soc. Mass Spectrom. 8, 1053-058 (1997) CrossRef
    42. Li, Y., Cole, R.B.: Shifts in peptide and protein charge state distributions with varying spray tip orifice diameter in nanoelectrospray Fourier transform ion cycitron resonance mass spectrometry. / Anal. Chem. 75, 5739-746 (2003) CrossRef
    43. Iavarone, A.T., Williams, E.R.: Collisionally activated dissociation of supercharged proteins formed by electrospray ionization. / Anal. Chem. 75, 4525-533 (2003) CrossRef
    44. Yin, S., Loo, J.A.: Top-down mass spectrometry of supercharged native protein–ligand complexes. / Int. J. Mass Spectrom. 300, 118-22 (2011) CrossRef
    45. Iavarone, A.T., Jurchen, J.C., Williams, E.R.: Effects of solvent on the maximum charge state and charge state distribution of protein ions produced by electrospray ionization. / J. Am. Soc. Mass Spectrom. 11, 976-85 (2000) CrossRef
    46. Lomeli, S.H., Yin, S., Ogorzalek Loo, R.R., Loo, J.A.: Increasing charge while preserving noncovalent protein complexes for ESI-MS. / J. Am. Soc. Mass Spectrom. 20, 593-96 (2009) CrossRef
    47. Sterling, H.J., Williams, E.R.: Origin of supercharging in electrospray ionization of noncovalent complexes from aqueous solution. / J. Am. Soc. Mass Spectrom. 20, 1933-943 (2009) CrossRef
    48. Sterling, H., Prell, J., Cassou, C., Williams, E.: Protein conformation and supercharging with DMSO from aqueous solution. / J. Am. Soc. Mass Spectrom. 22, 1178-186 (2011) CrossRef
    49. Sterling, H., Daly, M., Feld, G., Thoren, K., Kintzer, A., Krantz, B., Williams, E.: Effects of supercharging reagents on noncovalent complex structure in electrospray ionization from aqueous solutions. / J. Am. Soc. Mass Spectrom. 21, 1762-774 (2010) CrossRef
    50. Sterling, H.J., Williams, E.R.: Real-time hydrogen/deuterium exchange kinetics via supercharged electrospray ionization tandem mass spectrometry. / Anal. Chem. 82, 9050-057 (2010) CrossRef
    51. Hogan Jr., C.J., Ogorzalek Loo, R.R., Loo, J.A., Fernández de la Mora, J.: Ion mobility-mass spectrometry of phosphorylase B ions generated with supercharging reagents but in charge-reducing buffer. / Phys. Chem. Chem. Phys. 12, 13476-3483 (2010) CrossRef
    52. ?amalikova, M., Mate?ko, I., Müller, N., Grandori, R.: Interpreting conformational effects in protein nano-ESI-MS spectra. / Anal. Bioanal. Chem. 378, 1112-123 (2004)
    53. Wang, G.D., Cole, R.B.: Effect of solution ionic-strength on analyte charge-state distributions in positive and negative-ion electrospray mass-spectrometry. / Anal. Chem. 66, 3702-708 (1994) CrossRef
    54. Babu, K.R., Moradian, A., Douglas, D.J.: The methanol-induced conformational transitions of beta-lactoglobulin, cytochrome / c, and ubiquitin at low pH: A study by electrospray ionization mass spectrometry. / J. Am. Soc. Mass Spectrom. 12, 317-28 (2001) CrossRef
    55. Kamatari, Y.O., Konno, T., Kataoka, M., Akasaka, K.: The Methanol-induced globular and expanded denatured states of cytochrome / c: a Study by CD fluorescence, NMR, and small-angle X-ray scattering. / J. Mol. Biol. 259, 512-23 (1996) CrossRef
    56. Chowdhury, S.K., Katta, V., Beavis, R.C., Chait, B.T.: Origin and removal of adducts (molecular mass--8?u) attached to peptide and protein ions in electrospray ionization mass spectra. / J. Am. Soc. Mass Spectrom. 1, 382-88 (1990) CrossRef
    57. Wasmus, S., Vielstich, W.: Electrooxidation and reduction of dimethyl sulfoxide and sulfolane in aqueous acid solution. An on-line MS study. / Electrochim. Acta 38, 175-83 (1993) CrossRef
    58. Touboul, D., Jecklin, M.C., Zenobi, R.: Investigation of deprotonation reactions on globular and denatured proteins at atmospheric pressure by ESSI-MS. / J. Am. Soc. Mass Spectrom. 19, 455-66 (2008) CrossRef
    59. Ahadi, E., Konermann, L.: Surface charge of electrosprayed water nanodroplets: a molecular dynamics study. / J. Am. Chem. Soc. 132, 11270-1277 (2010) CrossRef
    60. Cramer, C.J.: Essentials of Computational Chemistry, 2nd edn. Wiley, Chichester, England (2004)
  • 作者单位:Kevin Aart Douglass (1)
    Andre R. Venter (1)

    1. Department of Chemistry, Western Michigan University, 1901 W. Michigan Ave., Kalamazoo, MI, 49008-5413, USA
文摘
The supercharging effect of sulfolane on cytochrome c (cyt c) during electrospray ionization mass spectrometry (ESI-MS) in the absence of conformational effects was investigated. The addition of sulfolane on the order of 1?mM or greater to denaturing solutions of cyt c results in supercharging independent of protein concentration over the range of 0.1 to 10?μM. While supercharging was observed in the positive mode, no change in the charge state distribution was observed in the negative mode, ruling out polarity-independent factors such as conformational changes or surface tension effects. A series of sulfolane adducts observed with increasing intensity concurrent with increasing charge state suggests that a direct interaction between sulfolane and the charged sites of cyt c plays an important role in supercharging. We propose that charge delocalization occurring through large-scale dipole reordering of the highly polar supercharging reagent reduces the electrostatic barrier for proximal charging along the cyt c amino acid chain. Supporting this claim, supercharging was shown to increase with increasing dipole moment for several supercharging reagents structurally related to sulfolane.

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