A Simple Model for Metal Cation-Phosphate Interactions in Nucleic Acids in the Gas Phase: Alkali Metal Cations and Trimethyl Phosphate

Journal of the American Society for Mass Spectrometry

Volumn 19, Issue 2, 2008, Pages 305-314

  Ruan, Chunhai ^a   Huang, Hai ^a   Rodgers, M T ^a  

^a WAYNE STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

METAL CATIONS; TRIMETHYL PHOSPHATE;

ALKALI METAL COMPOUNDS; DISSOCIATION; NUCLEIC ACIDS; OPTIMIZATION; POSITIVE IONS;

PHOSPHATES;

ACETONE; ALKALI METAL; LIGAND; METAL ION; METHANOL; NUCLEIC ACID; PHOSPHATE; TRIMETHYL PHOSPHATE; UNCLASSIFIED DRUG;

ARTICLE; CALCULATION; CHEMICAL BINDING; CHEMICAL INTERACTION; COLLISIONALLY ACTIVATED DISSOCIATION; COMPARATIVE STUDY; ENERGY; GAS; GEOMETRY; MODEL; THEORETICAL STUDY; THEORY; VIBRATION;

ACETONE; CATIONS; GASES; KINETICS; MASS SPECTROMETRY; METALS, ALKALI; METHANOL; MODELS, CHEMICAL; PHOSPHORIC ACID ESTERS; THERMODYNAMICS;

EID: 39049084202     PISSN: 10440305     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jasms.2007.10.006     Document Type: Article

References (59)

1. Chen W.Q., Poon K.F., and Lam M.H.W. The Application of Solid Phase Microextraction in the Analysis of Organophosphorus Pesticides in a Food Plant. Environ. Sci. Technol. 32 (1998) 3816-3820
2. Roast S.D., Thompson R.S., Donkin P., Widdows J., and Jones M.B. Toxicity of the organophosphate pesticides chlorpyrifos and dimethoate to Neomysis integer (Crustacea: Mysidacea). Water Res. 33 (1999) 319-326
3. Brown M.A., and Brix K.A. Review of Health Consequences from High-, Intermediate-, and Low-Level Exposure to Organophosphorus Nerve Agents. J. Appl. Toxicol. 18 (1998) 393-408
4. Eichhorn G.L., Butzow J.J., and Shin Y.A. Some Effects of Metal Ions on DNA Structure and Genetic Information Transfer. Proceedings of the International Symposium of Biomolecular Structure Interactions. J. Biosci. 8 Suppl (1985) 527-535
5. In: Tullius T.D. (Ed). Metal-DNA Chemistry (1989), ACS, Washington, D.C. 159 402
6. Eichhorn G.L., and Marzilli L.G. Advances in Inorganic Chemistry, Vol. 3; Metal Ions in Genertic Information Transfer (1981), Elsevier, New York 16
7. Ohndorf U.M., Rould M.A., He Q., Pabo C.O., and Lippard S.J. Basis for Recognition of Cisplatin-Modified DNA by High-Mobility-Group Proteins. Nature 399 (1999) 708-712
8. Spiro T.G. Nucleic Acid-Metal Ion Interactions (1980), Wiley, New York 1 p. 31
9. Hendry P., and Sargeson A.M. Metal Ion Promoted Phosphate Ester Hydrolysis. Intramolecular Attack of Coordinated Hydroxide Ion. J. Am. Chem. Soc. 111 (1989) 2521-2527
10. - Moiety. J. Am. Chem. Soc. 116 (1994) 4511-4512
11. Schneider B., and Kabelac M. Stereochemistry of Binding of Metal Cations and Water to a Phosphate Group. J. Am. Chem. Soc. 120 (1998) 161-165
12. Schneider B., Kabelac M., and Hobza P. Geometry of the Phosphate Group and Its Interactions with Metal Cations in Crystals and ab Initio Calculations. J. Am. Chem. Soc. 118 (1996) 12207-12217
13. Streek R., Barnes A.J., Herrebout W.A., and van der Veken B.J. Conformational Behavior of Trimethyl Phosphate Studied by Infrared Spectroscopy. J. Mol. Struct. 376 (1996) 277-287
14. Mastrantonio G., and Della Vedova C.O. Spectroscopic and Conformational Comparative Study of Trimethyl Chalcogen Phosphates. J. Mol. Struct. 561 (2001) 161-174
15. George L., Sankaran K., Viswanathan K.S., and Mathews C.K. Matrix-Isolation Infrared Spectroscopy of Organic Phosphates. Appl. Spectrosc. 48 (1994) 7-12
16. Reva I., Simao A., and Fausto R. Conformational Properties of Trimethyl Phosphate Monomer. Chem. Phys. Lett. 406 (2005) 126-136
17. Sablinskas V., Horn A., and Klaeboe P. Conformational Stability of Trimethyl Phosphate Studied by Vibrational Spectroscopy and ab Initio Calculations. J. Mol. Struct. 349 (1995) 157-160
18. Sankaran K., Vidya V., Viswanathan K.S., George L., and Singh S. Trimethyl Phosphate-Water Interaction: A Matrix-Isolation Infrared and Ab Initio Study. J. Phys. Chem. A 102 (1998) 2944-2953
19. Vidya V., Sankaran K., and Viswanathan K.S. Matrix Isolation-Supersonic Jet Infrared Spectroscopy: Conformational Cooling in Trimethyl Phosphate. Chem. Phys. Lett. 258 (1996) 113-117
20. Khetrapal C.L., Govil G., and Yeh H.J.C. The Preferred Conformation(s) of Trimethyl Phosphate as Derived from NMR Spectra of Partially Oriented Molecules and Potential Energy Calculations. J. Mol. Struct. 116 (1984) 303-311
21. Aroney M.J., Chia L.H.L., Le Fevre R.J.W., and Saxby J.D. Molecular Polarizability. The Dipole Moments, Molar Kerr Constants, and Conformations of Eleven Phosphate and Phosphite Triesters as Solutes in Benzene. J. Chem. Soc. (1964) 2948-2954
22. Van Wazer J.R., and Ewig C.S. Ab Initio Structures of Phosphorus Acids and Esters. II. Methyl Phosphinate, Dimethyl Phosphonate, and Trimethyl Phosphate. J. Am. Chem. Soc. 108 (1986) 4354-4360
23. Gorenstein D.G., Kar D., Luxon B.A., and Momii R.K. Conformational Study of Cyclic and Acyclic Phosphate Esters. CNDO/2 Calculations of Angle Strain and Torsional Strain. J. Am. Chem. Soc. 98 (1976) 1668-1673
24. George L., Viswanathan K.S., and Singh S. Ab Initio Study of Trimethyl Phosphate: Conformational Analysis, Dipole Moments, Vibrational Frequencies, and Barriers for Conformer Interconversion. J. Phys. Chem. A 101 (1997) 2459-2464
25. Rodgers M.T., Ervin K.M., and Armentrout P.B. Statistical Modeling of Collision-Induced Dissociation Thresholds. J. Chem. Phys. 106 (1997) 4499-4508
26. Song J.H., Kim J., Seo J., and Lee J.Y. Ab Initio Study on the Structures, Energies, and Vibrational Frequencies of Acetone Complexes with Metal Monocations and Dications. J. Mol. Struct. (Theochem.) 686 (2004) 147-151
27. 2n + 2O, n = 1-4, Determined by Threshold Collision-Induced Dissociation. J. Phys. Chem. A 101 (1997) 2614-2625
28. 2n + 2O, n = 1-4, Determined by Threshold Collision-Induced Dissociation. J. Phys. Chem. A 103 (1999) 4955-4963
29. Keesee R.G., and Castleman Jr. A.W. Thermochemical Data on Gas Phase Ion-Molecule Association and Clustering Reactions. J. Phys. Chem. Ref. Data 15 (1986) 1011-1071
30. n in the Gas Phase. J. Am. Chem. Soc. 111 (1989) 6506-6510
31. Evans D.H., Keese R.G., and Castleman Jr. A.W. Thermodynamics of Gas-Phase Mixed-Solvent Cluster Ions: Water and Methanol on Potassium (1+) and Chloride and Comparison to Liquid Solutions. J. Phys. Chem. 95 (1991) 3558-3564
32. n Clusters (M = K, Rb, Cs). Competition Between Interior and Surface Structures. J. Phys. Chem. A 106 (2002) 7195-7203
33. 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 (2001) 2374-2383
34. Teloy E., and Gerlich D. Integral Cross Sections for Ion-Molecule Reactions. I. The Guided Beam Technique. Chem. Phys. 4 (1974) 417-427
35. Gerlich D. Thesis (Diplomarbeit) (1971), University of Freiburg, Germany
36. Gerlich D. State-Selected and State-to-State Ion-Molecule Reaction Dynamics, Part I. Experiment. In: Ng C.-Y., and Baer M. (Eds). Advances in Chemical Physics Series (1992), Wiley, New York 1 82
37. Dalleska N.F., Honma K., and Armentrout P.B. Stepwise Solvation Enthalpies of Protonated Water Clusters: Collision-Induced Dissociation as an Alternative to Equilibrium Studies. J. Am. Chem. Soc. 115 (1993) 12125-12131
38. Aristov N., and Armentrout P.B. Collision-Induced Dissociation of Vanadium Monoxide Ion. J. Phys. Chem. 90 (1986) 5135-5140
39. 2+. J. Cluster. Sci. 1 (1990) 127-142
40. 2, HD) from Thermal to 30 eV C.M. J. Chem. Phys. 83 (1985) 166-189
41. x (x = 1-4) for M = Ti to Cu Determined by Collision-Induced Dissociation. J. Am. Chem. Soc. 116 (1994) 3519-3528
42. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery J.A., Vreven Jr. 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., 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., Zakrzerski 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., and Pople J.A. Gaussian 03, Revision C.01 (2004), Gaussian, Inc., Wallingford, CT
43. Hay P.J., and Wadt W.R. Ab Initio Effective Core Potentials for Molecular Calculations. Potentials for K to Au Including the Outermost Core Orbitals. J. Chem. Phys. 82 (1985) 299-301
44. Glendening E.D., Feller D., and Thompson M.A. An ab Initio Investigation of the Structure and Alkali Metal Cation Selectivity of 18-Crown-6. J. Am. Chem. Soc. 116 (1994) 10657-10669
45. Foresman J.B., and Frisch M.J. Exploring Chemistry with Electronic Structure Methods. 2nd ed. (1996), Gaussian, Pittsburgh, PA 64
46. Boys S.F., and Bernardi F. The Calculations of Small Molecular Interaction by the Difference of Separate Total Energies. Some Procedures with Reduced Error. Mol. Phys. 19 (1970) 553-566
47. van Duijneveldt F.B., van Duijneveldt-van de Rijdt J.G.C.M., and van Lenthe J.H. State of the Art in Counterpoise Theory. Chem. Rev. 94 (1994) 1873-1885
48. Smith S.M., Markevitch A.N., Romanov D.A., Li X., Levis R.J., and Schlegel H.B. Static and Dynamic Polarizabilities of Conjugated Molecules and Their Cations. J. Phys. Chem. A 108 (2004) 11063-11072
49. Muntean F., and Armentrout P.B. Guided Ion Beam Study of Collision-Induced Dissociation Dynamics: Integral and Differential Cross Sections. J. Chem. Phys. 115 (2001) 1213-1228
50. Beyer T., and Swinehart D.F. Number of Multiply-Restricted Partitions [A1]. Commun. ACM 16 (1973) 379
51. Stein S.E., and Rabinovitch B.S. Accurate Evaluation of Internal Energy Level Sums and Densities Including Anharmonic Oscillators and Hindered Rotors. J. Chem. Phys. 58 (1973) 2438-2455
52. Stein S.E., and Rabinovitch B.S. On the Use of Exact State Counting Methods in RRKM Rate Calculations. Chem. Phys. Lett. 49 (1977) 183-188
53. +, x = 1-6). J. Phys. Chem. 97 (1993) 7978-7987
54. Chesnavich W.J., and Bowers M.T. Theory of Translationally Driven Reactions. J. Phys. Chem. 83 (1979) 900-905
55. Armentrout P.B., and Simons J. Understanding Heterolytic Bond Cleavage. J. Am. Chem. Soc. 114 (1992) 8627-8633
56. Rodgers M.T., and Armentrout P.B.. A Critical Evaluation of the Experimental and Theoretical Determination of Lithium Cation Affinities. Int. J. Mass Spectrom. 267 (2007) 167-182
57. Ruan C., Yang Z., Hallowita N., and Rodgers M.T. Cation-π Interactions with a Model for the Side Chain of Tryptophan: Structures and Absolute Binding Energies of Alkali Metal Cation-Indole Complexes. J. Phys. Chem. A 109 (2005) 11539-11550
58. Ruan C., Yang Z., and Rodgers M.T. Cation-π Interactions with a π-excessive Nitrogen Heterocycle: Structures and Absolute Binding Energies of Alkali Metal Cation-Pyrrole Complexes. Int. J. Mass Spectrom. 267 (2007) 233-247
59. Laughton C.A., Luque F.J., and Orozco M. Counterion Distribution Around DNA Studied by Molecular Dynamics and Quantum Mechanical Simulations. J. Phys. Chem. 99 (1995) 11591-11599