Galactose-6-Sulfate collision induced dissociation using QM + MM chemical dynamics simulations and ESI-MS/MS experiments

International Journal of Mass Spectrometry

Volumn 358, Issue 1, 2014, Pages 25-35

  Ortiz, Daniel ^a,b   Salpin, Jean Yves ^a,b   Song, Kihyung ^c   Spezia, Riccardo ^a,b  

^a UNIVERSITÉ D EVRY VAL D ESSONNE   (France)

^b CNRS   (France)

^c Korea National University of Education   (South Korea)

Author keywords

Charge remote; Collision induced dissociation; Fragmentation pattern; Glycosaminoglycans; QM MM chemical dynamics; Structural analysis

Indexed keywords

EID: 84892364483     PISSN: 13873806     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijms.2013.11.002     Document Type: Article

References (57)

1. R.A. Dwek Glycobiology: toward understanding the function of sugars Chemical Reviews 96 1996 683 720 (Pubitemid 126649163)
2. J. Zaia Mass spectrometry of oligosaccharides Mass Spectrometry Reviews 23 2004 161 227
3. Y.Q. Dai, R.M. Whittal, C.A. Bridges, Y. Isogai, O. Hindsgaul, and L. Li Matrix-assisted laser desorption ionization mass spectrometry for the analysis of monosulfated oligosaccharides Carbohydrate Research 304 1997 1 9 (Pubitemid 27512734)
4. D.J. Harvey Matrix-assisted laser desorption/ionization mass spectrometry of carbohydrates Mass Spectrometry Reviews 18 1999 349 450
5. C. Przybylski, F. Gonnet, Y. Hersant, D. Bonnaffe, H. Lortat-Jacob, and R. Daniel Desorption electrospray ionization mass spectrometry of glycosaminoglycans and their protein noncovalent complex Analytical Chemistry 82 2010 9225 9233
6. K. Takagaki, K. Kojima, M. Majima, T. Nakamura, I. Kato, and M. Endo Ion-spray mass-spectrometric analysis of glycosaminoglycan oligosaccharides Glycoconjugate Journal 9 1992 174 179
7. Y.S. Kim, M.Y. Alm, S.J. Wu, D.-H. Kim, T. Toida, L.M. Teesch, Y. Park, G. Yu, J. Lin, and R.J. Linhardt Determination of the structure of oligosaccharides prepared from acharan sulfate Glycobiology 8 1998 869 877 (Pubitemid 28398983)
8. J. Zaia, J.E. McClellan, and C.E. Costello Tandem mass spectrometric determination of the 4S/6S sulfation sequence in chondroitin sulfate oligosaccharides Analytical Chemistry 73 2001 6030 6039 (Pubitemid 34042221)
9. J.E. McClellan, C.E. Costello, P.B. O'Connor, and J. Zaia Influence of charge state on product ion mass spectra and the determination of 4S/6S sulfation sequence of chondroitin sulfate oligosaccharides Analytical Chemistry 74 2002 3760 3771 (Pubitemid 34855869)
10. J. Zaia, and C.E. Costello Tandem mass spectrometry of sulfated heparin-like glycosaminoglycan oligosaccharides Analytical Chemistry 75 2003 2445 2455 (Pubitemid 36582831)
11. E.F. Naggar, C.E. Costello, and J. Zaia Competing fragmentation processes in tandem mass spectra of heparin-like glycosaminoglycans Journal of the American Society for Mass Spectrometry 15 2004 1534 1544 (Pubitemid 39433847)
12. M. Claeys, H. VandenHeuvel, S. Chen, P.J. Derrick, F.A. Mellon, and K.R. Price Comparison of high- and low-energy collision-induced. Dissociation tandem mass spectrometry in the analysis of glycoalkaloids and their aglycons Journal of the American Society for Mass Spectrometry 7 1996 173 181 (Pubitemid 26101202)
13. O.M. Saad, and J.A. Leary Delineating mechanisms of dissociation for isomeric heparin disaccharides using isotope labeling and ion trap tandem mass spectrometry Journal of the American Society for Mass Spectrometry 15 2004 1274 1286 (Pubitemid 39165419)
14. J. Adams Charge-remote fragmentations - analytical applications and fundamental-studies Mass Spectrometry Reviews 9 1990 141 186
15. M.L. Gross Charge-remote fragmentations - method, mechanism and applications International Journal of Mass Spectrometry and Ion Processes 118 1992 137 165
16. M.L. Gross Charge-remote fragmentation: an account of research on mechanisms and applications International Journal of Mass Spectrometry 200 2000 611 624 (Pubitemid 32015943)
17. J.A. Carroll, D. Willard, and C.B. Lebrilla Energetics of cross-ring cleavages and their relevance to the linkage determination of oligosaccharides Analytica Chimica Acta 307 1995 431 447
18. + in the gas phase Journal of Physical Chemistry A 106 2002 2641 2651 (Pubitemid 35264198)
19. J.Y. Salpin, and J. Tortajada Gas-phase acidity of d-glucose. A density functional theory study Journal of Mass Spectrometry 39 2004 930 941 (Pubitemid 39173099)
20. + by collisional activation: evidence of nonstatistical behavior Journal of Physical Chemistry A 101 1997 6513 6522 (Pubitemid 127578226)
21. + + Ar Journal of Chemical Physics 121 2004 2571 2577
22. + by collisional activation: evidence of nonstatistical behavior Journal of Physical Chemistry A 106 2002 9729 9736 (Pubitemid 35410142)
23. + using an ab initio interpolated potential energy surface Journal of Physical Chemistry A 110 2006 1225 1231 (Pubitemid 43235692)
24. E. Martinez-Nunez, A. Fernandez-Ramos, S.A. Vazquez, J.M.C. Marques, M.Y. Xue, and W.L. Hase Quasiclassical dynamics simulation of the collision-induced dissociation of Cr(CO)(6)(+) with Xe Journal of Chemical Physics 123 2005 154311
25. +-Ne collisions Journal of Chemical Physics 119 2003 3040 3050
26. S.O. Meroueh, Y.F. Wang, and W.L. Hase Direct dynamics simulations of collision- and surface-induced dissociation of N-protonated glycine. Shattering fragmentation Journal of Physical Chemistry A 106 2002 9983 9992 (Pubitemid 35410172)
27. U. Lourderaj, and W.L. Hase Theoretical and computational studies of non-RRKM unimolecular dynamics Journal of Physical Chemistry A 113 2009 2236 2253
28. T. Beyer, and D.F. Swinehar Number of multiply-restricted partitions Communications of the ACM Communications 16 1973 379
29. G. Vayner, S.V. Addepalli, K. Song, and W.L. Hase Post-transition state dynamics for propene ozonolysis: intramolecular and unimolecular dynamics of molozonide Journal of Chemical Physics 125 2006
30. 2+ gas phase unimolecular reactivity via chemical dynamics simulations Physical Chemistry Chemical Physics 14 2012 11724 11736
31. R. Spezia, J.-Y. Salpin, M.-P. Gaigeot, W.L. Hase, and K. Song Protonated urea collision-induced dissociation. Comparison of experiments and chemical dynamics simulations Journal of Physical Chemistry A 113 2009 13853 13862
32. Y. Jeanvoine, M.P. Gaigeot, W.L. Hase, K. Song, and R. Spezia Collision induced dissociation of protonated urea with N-2: effects of rotational energy on reactivity and energy transfer via chemical dynamics simulations International Journal of Mass Spectrometry 308 2011 289 298
33. D. Ortiz, P. Martin-Gago, A. Riera, K. Song, J.-Y. Salpin, and R. Spezia Gas-phase collision induced dissociation mechanisms of peptides: theoretical and experimental study of N-formylalanylamide fragmentation International Journal of Mass Spectrometry 335 2013 33 44
34. 2+ reactions in gas phase. Similarities and dissimilarities with urea and thiourea Journal of Physical Chemistry B 112 2008 5479 5486
35. A. Eizaguirre, O. Mo, M. Yanez, and J.Y. Salpin Modeling the interactions between peptide functions and Sr(2+): formamide-Sr(2+) reactions in the gas phase Physical Chemistry Chemical Physics 13 2011 18409 18417
36. K.S.H. Bednarski, M. Domański, J. Weszka, G. Adamus, M. Kowalczuk, and V. Cozan A combined theoretical and experimental study of mechanisms of fragmentation active for PHB oligomers in negative-ion mode multistage mass spectrometry International Journal of Mass Spectrometry 304 2011 15 24
37. O. Meroueh, and W.L. Hase Collisional activation of small peptides Journal of Physical Chemistry A 103 1999 3981 3990 (Pubitemid 129577015)
38. S.F. Boys, and F. Bernardi Calculation of small molecular interactions by differences of separate total energies - some procedures with reduced errors Molecular Physics 19 1970 553
39. S. Simon, M. Duran, and J.J. Dannenberg How does basis set superposition error change the potential surfaces for hydrogen bonded dimers? Journal of Chemical Physics 105 1996 11024 11031 (Pubitemid 126748043)
40. M. Kawatsura, and J.F. Hartwig Simple, highly active palladium catalysts for ketone and malonate arylation: dissecting the importance of chelation and steric hindrance Journal of the American Chemical Society 121 1999 1473 1478
41. A.D. Becke Density-functional thermochemistry. 3. The role of exact exchange Journal of Chemical Physics 98 1993 5648 5652
42. C. Lee, W. Yang, and R.G. Parr Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density Physical Reviews B 37 1988 785 789
43. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, V.G. Zakrzewski, J.J.A. Montgomery, T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmi, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, J. Austin, R. Cammi, C. Pomelli, J. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez, and J.A. Pople Gaussian03 2003 Gaussian, Inc. Wallingford, CT
44. 2 and its isotopic variants Journal of Chemical Physics 62 1975 2890 2899
45. 3Cl association and direct substitution-reactions Journal of Chemical Physics 98 1993 8626 8639
46. C.S. Sloane, and W.L. Hase Dynamics of state selected unimolecular reactions - chloroacetylene dissociation and predissociation Journal of Chemical Physics 66 1977 1523 1533
47. X.C. Hu, W.L. Hase, and T. Pirraglia Vectorization of the GEneral Monte Carlo classical trajectory program VENUS Journal of Computational Chemistry 12 1991 1014 1024
48. W.L. Hase, R.J. Duchovic, X. Hu, A. Komornicki, K. Lim, D.-H. Lu, G.H. Peslherbe, K.N. Swamy, S.R. Vande Linde, H. Wang, and R.J. Wolf VENUS96, a general chemical dynamics computer program QCPE 16 1996
49. J.J.P. Stewart Special issue - MOPAC - a semiempirical molecular-orbital program Journal of Computer-Aided Molecular Design 4 1990 1 45
50. Z.R. Zhou, S. Ogden, and J.A. Leary Linkage position determination in oligosaccharides - MS/MS study of lithium-cationized carbohydrates Journal of Organic Chemistry 55 1990 5444 5446 (Pubitemid 20345307)
51. G.E. Hofmeister, Z. Zhou, and J.A. Leary Linkage position determination in lithium-cationized disaccharides - tandem mass-spectrometry and semiempirical calculations Journal of the American Chemical Society 113 1991 5964 5970
52. S.P. Gaucher, and J.A. Leary Stereochemical differentiation of mannose, glucose, galactose, and talose using zinc(II) diethylenetriamine and ESI-ion trap mass spectrometry Analytical Chemistry 70 1998 3009 3014 (Pubitemid 128669734)
53. G. Smith, and J.A. Leary Mechanistic studies of diastereomeric nickel(II) N-glycoside complexes using tandem mass spectrometry Journal of the American Chemical Society 120 1998 13046 13056 (Pubitemid 29024065)
54. J.Y. Salpin, and J. Tortajada Gas-phase reactivity of lead(II) ions with d-glucose. Combined electrospray ionization mass spectrometry and theoretical study Journal of Physical Chemistry A 107 2003 2943 2953
55. W. Tuting, R. Adden, and P. Mischnick Fragmentation pattern of regioselectively O-methylated maltooligosaccharides in electrospray ionisation-mass spectrometry/collision induced dissociation International Journal of Mass Spectrometry 232 2004 107 115
56. 3+ during surface-induced dissociation Journal of Chemical Physics 109 1998 10976 10983
57. T. Raz, and R.D. Levine On the shattering of clusters by surface impact heating Journal of Chemical Physics 105 1996 8097 8102 (Pubitemid 126747659)