Vibrational spectra of cysteine zwitterion and mechanism of its formation: Bulk and specific solvent effects and geometry optimization in aqueous media

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy

Volumn 73, Issue 4, 2009, Pages 719-729

  Tiwari, Saumya ^a   Mishra, P C ^a  

^a BANARAS HINDU UNIVERSITY   (India)

Author keywords

Cysteine; Solvent effect; Tautomerization; Vibrational spectra; Zwitterionic structure

Indexed keywords

AQUEOUS MEDIA; BARRIER ENERGY; BULK SOLVENTS; CYSTEINE; GASPHASE; GEOMETRY OPTIMIZATION; INTEGRAL EQUATION FORMALISMS; POLARIZABLE CONTINUUM MODEL; SINGLE-POINT ENERGY; SOLVENT EFFECT; SOLVENT EFFECTS; STABLE CONFORMERS; TAUTOMERIZATION; TRANSITION STATE; VIBRATIONAL FREQUENCIES; WATER MOLECULE; ZWITTERIONIC STRUCTURE;

COMPUTATIONAL GEOMETRY; CONTINUUM MECHANICS; MOLECULAR SPECTROSCOPY; OPTIMIZATION; SOLVENTS; VIBRATIONAL SPECTRA;

MOLECULES;

CYSTEINE; ION; SOLVENT; WATER;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; COMPUTER SIMULATION; INFRARED SPECTROPHOTOMETRY; ISOMERISM; RAMAN SPECTROMETRY; THERMODYNAMICS;

COMPUTER SIMULATION; CYSTEINE; IONS; ISOMERISM; MODELS, MOLECULAR; MOLECULAR STRUCTURE; SOLVENTS; SPECTROPHOTOMETRY, INFRARED; SPECTRUM ANALYSIS, RAMAN; THERMODYNAMICS; WATER;

EID: 67649268403     PISSN: 13861425     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.saa.2009.03.011     Document Type: Article

References (52)

1. Bulaj G., Kortemne T., and Goldenberg D. Biochemistry 37 (1998) 25
2. McDonald N.Q., and Hendrickson W.A. Cell 73 (1993) 421
3. Gamcsik M.P., Dubay G.R., and Cox B.R. Biochem. Pharmacol. 63 (2002) 843
4. Tubbs L.J., Pegg E.A., and Tainer J.A. DNA Repair 6 (2007) 1100
5. Daniels S.D., Woo T.T., Luu K.X., Noll M.D., Clarke N.D., Pegg A.E., and Tainer J.A. Nat. Struct. Mol. Biol. 11 (2004) 8
6. Császár A.G. J. Am. Chem. Soc. 114 (1992) 9568
7. Jensen J.H., and Gordon M.S. J. Am. Chem. Soc. 113 (1991) 7917
8. Nguyen D.T., Scheiner A.C., Andzelm J.W., Sirois S., Salahub D.R., and Hagler A.T. J. Comput. Chem. 18 (1997) 1609
9. Pacios L.F., and Gomez P.C. J. Comput. Chem. 22 (2001) 702
10. Barone V., Adamo C., and Lelj F.J. Chem. Phys. 102 (1995) 364
11. Suenram R.D., and Lovas F.J. J. Am. Chem. Soc. 102 (1980) 7180
12. Schafer L., Sellers H.L., Lovas F.J., and Suenram R.D. J. Am. Chem. Soc. 102 (1980) 6566
13. Iijima K., Tanaka K., and Onuma S. J. Mol. Struct. 246 (1991) 257
14. Bandyopadhyay P., and Gordon M.S. J. Chem. Phys. 113 (2000) 1104
15. Godfrey P.D., and Brown R.D. J. Am. Chem. Soc. 117 (1995) 2019
16. Marsh R.E. Acta. Crystallogr. 11 (1958) 654
17. Jonsson P.G., and Kvick A. Acta Crystallogr. B 28 (1972) 1827
18. Almlof J., Kvick A., and Thomas J.O. J. Chem. Phys. 59 (1973) 3901
19. Robertson E.G., and Simons J.P. Phys. Chem. Chem. Phys. 3 (2001) 1
20. Kokpal S.U., Doungdee P.B., Hannongbua S.V., Rode B.M., and Limtrakul J.P. J. Chem. Soc. 84 (1988) 1789
21. Kassab E., Langlet J., Evleth E., and Akacen Y.J. Mol. Struct. (Theochem) 531 (2000) 267
22. Fernandez-Ramos A., Lago C.E., Ramon H.J.M., Nunez M.E., and Gallego P.A. J. Mol. Struct. (Theochem) 498 (2000) 191
23. Lee K.T., Sung J., Lee K.J., Kim S.K., and Park Y.D. J. Chem. Phys. 116 (2002) 8251
24. Lee S., Kim H.S., and Beauchamp J.L. J. Am. Chem. Soc. 120 (1998) 3188
25. Magdalena P. Chem. Phys. Lett. 418 (2006) 1
26. Tortonda F.R., Pascual-Ahuir J.L., Silla E., and Tunon I. Chem. Phys. Lett. 260 (1996) 21
27. Tortonda F.R., Silla E., Tunon I., Rinaldi D., and Ruiz-Lopez M.F. Theor. Chem. Acc. 321 (2002) 433
28. Ding Y., and Jespersen K.K. J. Comput. Chem. 17 (1996) 338
29. Bonaccorsi R., Pall P., and Tomasi J.J. Am. Chem. Soc. 106 (1984) 1945
30. Tiwari S., Mishra P.C., and Suhai S. Int. J. Quant. Chem. 108 (2007) 104
31. Cances M.T., Mennucci B., and Tomasi J. J. Chem. Phys. 107 (1997) 3032
32. Cossi M., Barone V., Mennucci B., and Tomasi J. Chem. Phys. Lett. 286 (1998) 253
33. Mennucci B., and Tomasi J. Chem. Phys. 106 (1997) 5151
34. Tomasi J., Mennucci B., and Cances E.J. Mol. Struct. (Theochem) 464 (1999) 211
35. Becke A.D. J. Chem. Phys. 98 (1993) 564
36. Lee C., Yang W., and Parr R.G. Phys. Rev. B 37 (1988) 785
37. Stephen P.J., Devlin F.J., Frisch M.J., and Chabalowski C.F. J. Phys. Chem. 98 (1994) 11623
38. Frisch M.J., Head-Gordon M., and Pople J.A. Chem. Phys. Lett. 166 (1990) 275
39. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Zakrzewski V.G., Montgomery Jr. J.A., Stratmann R.E., Burant J.C., Dapprich S., Millam J.M., Daniels A.D., Kudin K.N., Strain M.C., Farkas O., Tomasi J., Barone V., Cossi M., Cammy R., Mennucci B., Pomelli C., Adamo C., Clifford S., Ochterski J., Petersson G.A., Ayala P.Y., Cui Q., Morokuma K., Rega N., Salvodar P., Dannenberg J.J., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Cioslowski J., Ortiz J.V., Baboul A.G., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Gomperts R., 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., Andres J.L., Gonzalez C., Head-Gordon M., Replogle E.S., and Pople J.A. Gaussian 98, Revision A.11.2 (2001), Gaussian, Inc., Pittsburgh, PA
40. Frisch A.E., Dennington R.D., Keith T.A., Neilsen A.B., and Holder A.J. GassView, Revision 3.9 (2003), Gaussian, Inc., Pittsburgh, PA
41. Gronert S., and O'Hair R.A.J. J. Am. Chem. Soc. 117 (1995) 2071
42. Tarakeshwar P., and Manogaran S. J. Mol. Struct. (Theochem) 305 (1994) 205
43. Tarakeshwar P., and Manogaran S. Spectrochim. Acta 51A (1995) 925
44. Dobrowolski J.C., Rode J.E., and Sadlej J. J. Mol. Struct. (Theochem) 810 (2007) 129
45. Goerbitz C.H., and Dalhus B. Acta Crystallogr. C 52 (1996) 1756
46. Kerr K.A., and Ashmore J.P. Acta Crystallogr. B 29 (1973) 2124
47. Kerr K.A., Ashmore J.P., and Koetzle T.F. Acta Crystallogr. B 31 (1975) 2022
48. Pawlukojc A., Leciejewicz J., Ramirez-Cuesta A.J., and Nowicka-Scheibe J. Spectrochim. Acta A 61 (2005) 2475
49. Moggach S.A., Clark S.J., and Parsons S. Acta Crystallogr. E 61 (2005) 2739
50. Foley S., and Enescu M. Vib. Spectrosc. 44 (2007) 256
51. Dobrowolski J.C., Jamroz H.M., Kolos R., Rode J.E., and Sadlej J. ChemPhysChem 8 (2007) 1085
52. Schoone K., Smets J., Houben L., Van Bael M.K., Adamowicz L., and Maes G. J. Phys. Chem. A 102 (1998) 4863