메뉴 건너뛰기




Volumn 43, Issue 12, 2008, Pages 1641-1648

IRMPD spectra of Gly·NH4+ and proton-bound betaine dimer: Evidence for the smallest gas phase zwitterionic structures

Author keywords

Betaine; Electronic structure calculation; Gas phase ion chemistry; Glycine; IRMPD spectroscopy; Zwitterionic structures

Indexed keywords

AMINATION; AMINES; AMINO ACIDS; AMMONIUM COMPOUNDS; BIOLOGICAL SYSTEMS; CARBOXYLATION; DENSITY FUNCTIONAL THEORY; ELECTRIC FIELDS; ELECTRONIC PROPERTIES; ELECTRONIC STRUCTURE; EXPERIMENTS; GAS DYNAMICS; INFRARED SPECTROSCOPY; IONS; ORGANIC ACIDS; OXYGEN; PROTEINS; PROTONS;

EID: 57149104125     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1449     Document Type: Article
Times cited : (21)

References (37)
  • 1
    • 1242299059 scopus 로고    scopus 로고
    • Protein stabilization by salt bridges: Concepts, experimental approaches and clarification of some misunderstandings
    • Bosshard HR, Marti DN, Jelesarov I. Protein stabilization by salt bridges: concepts, experimental approaches and clarification of some misunderstandings. Journal of Molecular Recognition 2004; 17: 1.
    • (2004) Journal of Molecular Recognition , vol.17 , pp. 1
    • Bosshard, H.R.1    Marti, D.N.2    Jelesarov, I.3
  • 2
    • 0033995848 scopus 로고    scopus 로고
    • Zwitterionic versus charge-solvated structures in the binding of arginine to alkali metal ions in the gas phase
    • Cerda BA, Wesdemiotis C. Zwitterionic versus charge-solvated structures in the binding of arginine to alkali metal ions in the gas phase. The Analyst 2000; 125: 657.
    • (2000) The Analyst , vol.125 , pp. 657
    • Cerda, B.A.1    Wesdemiotis, C.2
  • 3
    • 0034640056 scopus 로고    scopus 로고
    • On the stability of amino acid zwitterions in the gas phase: The influence of derivatization, proton affinity, and alkali ion addition
    • Wyttenbach T, Witt M, Bowers MT. On the stability of amino acid zwitterions in the gas phase: the influence of derivatization, proton affinity, and alkali ion addition. Journal of the American Chemical Society 2000; 122: 3458.
    • (2000) Journal of the American Chemical Society , vol.122 , pp. 3458
    • Wyttenbach, T.1    Witt, M.2    Bowers, M.T.3
  • 4
  • 5
    • 1242269256 scopus 로고    scopus 로고
    • Vibrational signature of charge solvation versus salt bridge isomers of sodiated amino acids in the gas phase addition
    • Kapota C, Lemaire J, Maitre P, Ohanessian G. Vibrational signature of charge solvation versus salt bridge isomers of sodiated amino acids in the gas phase addition. Journal of the American Chemical Society 2004; 122: 1836.
    • (2004) Journal of the American Chemical Society , vol.122 , pp. 1836
    • Kapota, C.1    Lemaire, J.2    Maitre, P.3    Ohanessian, G.4
  • 6
    • 34250866783 scopus 로고    scopus 로고
    • Stabilization of zwitterionic structure of proline by an alkylammonium ion in the gas phase
    • Wu RH, McMahon TB. Stabilization of zwitterionic structure of proline by an alkylammonium ion in the gas phase. Angewandte Chemie (International ed. in English) 2007; 46: 3668.
    • (2007) Angewandte Chemie (International ed. in English) , vol.46 , pp. 3668
    • Wu, R.H.1    McMahon, T.B.2
  • 7
    • 0029640188 scopus 로고
    • On the number of water molecules necessary to stabilize the glycine zwitterion
    • Jensen JH, Gordon MS. On the number of water molecules necessary to stabilize the glycine zwitterion. Journal of the American Chemical Society 1995; 117: 8159.
    • (1995) Journal of the American Chemical Society , vol.117 , pp. 8159
    • Jensen, J.H.1    Gordon, M.S.2
  • 8
    • 84962439789 scopus 로고    scopus 로고
    • Theoretical study of solvent effect on intramolecular proton transfer of glycine
    • Kassab E, Langlet J, Evleth E, Akacem Y. Theoretical study of solvent effect on intramolecular proton transfer of glycine. Journal of Molecular Structure 2000; 531: 267.
    • (2000) Journal of Molecular Structure , vol.531 , pp. 267
    • Kassab, E.1    Langlet, J.2    Evleth, E.3    Akacem, Y.4
  • 9
    • 0346316898 scopus 로고    scopus 로고
    • Zwitterion formation in hydrated amino acid, dipole bound anions: How many water molecules are required?
    • Xu SJ, Nilles M, Bowen KH. Zwitterion formation in hydrated amino acid, dipole bound anions: how many water molecules are required? Journal of Chemical Physics 2003; 119: 10696.
    • (2003) Journal of Chemical Physics , vol.119 , pp. 10696
    • Xu, S.J.1    Nilles, M.2    Bowen, K.H.3
  • 11
    • 34247469768 scopus 로고    scopus 로고
    • Infrared multiple photon dissociation spectra of proline and glycine proton-bound homodimers. Evidence for zwitterionic structure
    • Wu RH, McMahon TB. Infrared multiple photon dissociation spectra of proline and glycine proton-bound homodimers. Evidence for zwitterionic structure. Journal of the American Chemical Society 2007; 129: 4864.
    • (2007) Journal of the American Chemical Society , vol.129 , pp. 4864
    • Wu, R.H.1    McMahon, T.B.2
  • 13
    • 33846988307 scopus 로고    scopus 로고
    • Infrared spectroscopy of cationized arginine in the gas phase: Direct evidence for the transition from nonzwitterionic to zwitterionic structure
    • Bush MF, O'Brien JT, Prell JS, Saykally RJ, Williams ER. Infrared spectroscopy of cationized arginine in the gas phase: direct evidence for the transition from nonzwitterionic to zwitterionic structure. Journal of the American Chemical Society 2007; 129: 1612.
    • (2007) Journal of the American Chemical Society , vol.129 , pp. 1612
    • Bush, M.F.1    O'Brien, J.T.2    Prell, J.S.3    Saykally, R.J.4    Williams, E.R.5
  • 17
    • 0037987964 scopus 로고    scopus 로고
    • Resonant ionization using IR light: A new tool to study the spectroscopy and dynamics of gas-phase molecules and clusters
    • von Helden G, van Heijnsbergen D, Meijer G. Resonant ionization using IR light: a new tool to study the spectroscopy and dynamics of gas-phase molecules and clusters. Journal of Physical Chemistry A 2003; 107: 1671.
    • (2003) Journal of Physical Chemistry A , vol.107 , pp. 1671
    • von Helden, G.1    van Heijnsbergen, D.2    Meijer, G.3
  • 20
    • 33144454844 scopus 로고    scopus 로고
    • Gas phase infrared multiple-photon dissociation spectra of methanol, ethanol and propanol proton-bound dimers, protonated propanol and the propanol/water proton-bound dimer
    • Fridgen TD, MacAleese L, McMahon TB, Lemaire J, Maitre P. Gas phase infrared multiple-photon dissociation spectra of methanol, ethanol and propanol proton-bound dimers, protonated propanol and the propanol/water proton-bound dimer. Physical Chemistry Chemical Physics 2006; 8: 955.
    • (2006) Physical Chemistry Chemical Physics , vol.8 , pp. 955
    • Fridgen, T.D.1    MacAleese, L.2    McMahon, T.B.3    Lemaire, J.4    Maitre, P.5
  • 24
    • 57149107524 scopus 로고    scopus 로고
    • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery Jr JA, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, 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 JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi RF, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA. Gaussian 03, Revision B.03, Gaussian: Pittsburgh, 2003
    • Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery Jr JA, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, 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 JE, Hratchian HP, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi RF, Pomelli C, Ochterski JW, Ayala PY, Morokuma K, Voth GA, Salvador P, Dannenberg JJ, Zakrzewski VG, Dapprich S, Daniels AD, Strain MC, Farkas O, Malick DK, Rabuck AD, Raghavachari K, Foresman JB, Ortiz JV, Cui Q, Baboul AG, Clifford S, Cioslowski J, Stefanov BB, Liu G, Liashenko A, Piskorz P, Komaromi I, Martin RL, Fox DJ, Keith T, Al-Laham MA, Peng CY, Nanayakkara A, Challacombe M, Gill PMW, Johnson B, Chen W, Wong MW, Gonzalez C, Pople JA. Gaussian 03, Revision B.03, Gaussian: Pittsburgh, 2003.
  • 27
    • 4944230457 scopus 로고    scopus 로고
    • Effects of protonation on proton-transfer processes in guanine-cytosine Watson-Crick base pairs
    • Noguera M, Sodupe M, Bertran J. Effects of protonation on proton-transfer processes in guanine-cytosine Watson-Crick base pairs. Theoretical Chemistry Accounts 2004; 112: 318.
    • (2004) Theoretical Chemistry Accounts , vol.112 , pp. 318
    • Noguera, M.1    Sodupe, M.2    Bertran, J.3
  • 28
    • 1642502300 scopus 로고    scopus 로고
    • Structure, conformation, and electronic properties of apigenin, luteolin, and taxifolin antioxidants. A first principle theoretical study
    • Leopoldini M, Pitarch IP, Russo N, Toscano M. Structure, conformation, and electronic properties of apigenin, luteolin, and taxifolin antioxidants. A first principle theoretical study. Journal of Physical Chemistry A 2004; 108: 92.
    • (2004) Journal of Physical Chemistry A , vol.108 , pp. 92
    • Leopoldini, M.1    Pitarch, I.P.2    Russo, N.3    Toscano, M.4
  • 30
  • 31
    • 33745190746 scopus 로고    scopus 로고
    • An investigation of the ion-molecule interactions of protonated glycine with ammonia by high pressure mass spectrometry and ab initio calculations
    • Wu RH, McMahon TB. An investigation of the ion-molecule interactions of protonated glycine with ammonia by high pressure mass spectrometry and ab initio calculations. Canadian Journal of Chemistry 2005; 83: 1978.
    • (2005) Canadian Journal of Chemistry , vol.83 , pp. 1978
    • Wu, R.H.1    McMahon, T.B.2
  • 32
    • 35448946869 scopus 로고    scopus 로고
    • Gas-phase basicities of polyfunctional molecules. Part 1: Theory and methods
    • Bouchoux G. Gas-phase basicities of polyfunctional molecules. Part 1: theory and methods. Mass Spectrometry Reviews 2007; 26: 775.
    • (2007) Mass Spectrometry Reviews , vol.26 , pp. 775
    • Bouchoux, G.1
  • 34
    • 0030577123 scopus 로고    scopus 로고
    • Resonance Raman examination of the electronic excited states of glycylglycine and other dipeptides: Observation of a carboxylate->amide charge transfer transition
    • Chen XG, Li PS, Holtz JSW, Chi ZH, Pajcini V, Asher SA, Kelly LA. Resonance Raman examination of the electronic excited states of glycylglycine and other dipeptides: observation of a carboxylate->amide charge transfer transition. Journal of the American Chemical Society 1996; 118: 9705.
    • (1996) Journal of the American Chemical Society , vol.118 , pp. 9705
    • Chen, X.G.1    Li, P.S.2    Holtz, J.S.W.3    Chi, Z.H.4    Pajcini, V.5    Asher, S.A.6    Kelly, L.A.7
  • 35
    • 0001404427 scopus 로고    scopus 로고
    • Carboxylate-counterion interactions and changes in these interactions during photopolymerization of a long-chain diacetylene monocarboxylic acid at air-water interfaces: External infrared reflection absorption spectroscopic study
    • Ohe C, Ando H, Sato N, Urai Y, Yamamoto M, Itoh K. Carboxylate-counterion interactions and changes in these interactions during photopolymerization of a long-chain diacetylene monocarboxylic acid at air-water interfaces: external infrared reflection absorption spectroscopic study. Journal of Physical Chemistry B 1999; 103: 435.
    • (1999) Journal of Physical Chemistry B , vol.103 , pp. 435
    • Ohe, C.1    Ando, H.2    Sato, N.3    Urai, Y.4    Yamamoto, M.5    Itoh, K.6
  • 36
    • 0032522105 scopus 로고    scopus 로고
    • Binding energies of protonated betaine complexes: A probe of zwitterion structure in the gas phase
    • Price WD, Jockusch RA, Williams ER. Binding energies of protonated betaine complexes: a probe of zwitterion structure in the gas phase. Journal of the American Chemical Society 1998; 120: 3474.
    • (1998) Journal of the American Chemical Society , vol.120 , pp. 3474
    • Price, W.D.1    Jockusch, R.A.2    Williams, E.R.3
  • 37
    • 41449083868 scopus 로고    scopus 로고
    • Stabilization of zwitterionic structures of amino acids (Gly, Ala, Val, Leu, Ile, Ser and Pro) by ammonium Ions in the gas phase
    • Chemical Society
    • Wu RH, McMahon TB. Stabilization of zwitterionic structures of amino acids (Gly, Ala, Val, Leu, Ile, Ser and Pro) by ammonium Ions in the gas phase. Journal of the American Chemical Society 2008; 130: 3065.
    • (2008) Journal of the American , vol.130 , pp. 3065
    • Wu, R.H.1    McMahon, T.B.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.