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Volumn 13, Issue 31, 2011, Pages 14119-14130

Temperature-dependent intensity anomalies in amino acid esters: Weak hydrogen bonds in protected glycine, alanine and valine

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; ESTER; GLYCINE; VALINE;

EID: 79960932932     PISSN: 14639076     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1cp20883g     Document Type: Article
Times cited : (24)

References (50)
  • 1
    • 0038090950 scopus 로고    scopus 로고
    • Ab initio characterization of building units in peptides and proteins
    • DOI 10.1016/S0079-6107(98)00031-5, PII S0079610798000315
    • A. G. Császár A. Perczel Ab initio characterization of building units in peptides and proteins Prog. Biophys. Mol. Biol. 1999 71 243 309 (Pubitemid 29104362)
    • (1999) Progress in Biophysics and Molecular Biology , vol.71 , Issue.2 , pp. 243-309
    • Csaszar, A.G.1    Perczel, A.2
  • 2
    • 20444475744 scopus 로고    scopus 로고
    • Gas-phase FT-IR-spectra of natural amino acids
    • DOI 10.1016/j.cplett.2005.04.109, PII S0009261405006767
    • R. Linder M. Nispel T. Häber K. Kleinermanns Gas-phase FT-IR-spectra of natural amino acids Chem. Phys. Lett. 2005 409 260 264 (Pubitemid 40819804)
    • (2005) Chemical Physics Letters , vol.409 , Issue.4-6 , pp. 260-264
    • Linder, R.1    Nispel, M.2    Haber, T.3    Kleinermanns, K.4
  • 6
    • 77149155332 scopus 로고    scopus 로고
    • Conformational Equilibrium in Glycine: Experimental Jet-Cooled Raman Spectrum
    • R. M. Balabin Conformational Equilibrium in Glycine: Experimental Jet-Cooled Raman Spectrum J. Phys. Chem. Lett. 2010 1 20 23
    • (2010) J. Phys. Chem. Lett. , vol.1 , pp. 20-23
    • Balabin, R.M.1
  • 7
    • 11644319541 scopus 로고    scopus 로고
    • Conformational behavior of α-alanine. Matrix-isolation infrared and theoretical DFT and ab initio study
    • S. G. Stepanian I. D. Reva E. D. Radchenko L. Adamowicz Conformational Behavior of α-Alanine. Matrix-Isolation Infrared and Theoretical DFT and ab initio Study J. Phys. Chem. A 1998 102 4623 4629 (Pubitemid 128581027)
    • (1998) Journal of Physical Chemistry A , vol.102 , Issue.24 , pp. 4623-4629
    • Stepanian, S.G.1    Reva, I.D.2    Radchenko, E.D.3    Adamowicz, L.4
  • 8
    • 28944445034 scopus 로고    scopus 로고
    • Combined Matrix-Isolation Infrared and Theoretical DFT and ab initio Study of the Nonionized Valine Conformers
    • S. G. Stepanian I. D. Reva E. D. Radchenko L. Adamowicz Combined Matrix-Isolation Infrared and Theoretical DFT and ab initio Study of the Nonionized Valine Conformers J. Phys. Chem. A 1999 103 4404 4412
    • (1999) J. Phys. Chem. A , vol.103 , pp. 4404-4412
    • Stepanian, S.G.1    Reva, I.D.2    Radchenko, E.D.3    Adamowicz, L.4
  • 9
    • 16244407985 scopus 로고    scopus 로고
    • Matrix-isolation FT-IR spectroscopic study and theoretical DFT(B3LYP)/6-31++G** calculations of the vibrational and conformational properties of tyrosine
    • DOI 10.1016/j.saa.2004.10.003, PII S1386142504004950
    • R. Ramaekers J. Pajak M. Rospenk G. Maes Matrix-Isolation FTIR Spectroscopic Study and Theoretical DFT(B3LYP)/6-31++G** Calculations of the Vibrational and Conformational Properties of Tyrosine Spectrochim. Acta, Part A 2005 61 1347 1356 (Pubitemid 40455286)
    • (2005) Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy , vol.61 , Issue.7 , pp. 1347-1356
    • Ramaekers, R.1    Pajak, J.2    Rospenk, M.3    Maes, G.4
  • 10
    • 33644889925 scopus 로고    scopus 로고
    • Importance of entropy in the conformational equilibrium of phenylalanine: Matrix-isolation infrared spectroscopy and density functional theory study
    • A. Kaczor I. D. Reva L. M. Proniewicz R. Fausto Importance of Entropy in the Conformational Equilibrium of Phenylalanine: Matrix-Isolation Infrared Spectroscopy and Density Functional Theory Study J. Phys. Chem. A 2006 110 2369 2379
    • (2006) J. Phys. Chem. A , vol.110 , pp. 2369-2379
    • Kaczor, A.1    Reva, I.D.2    Proniewicz, L.M.3    Fausto, R.4
  • 11
    • 77952206232 scopus 로고    scopus 로고
    • Glycine and its hydrated complexes: A matrix isolation infrared study
    • C. Espinoza J. Szczepanski M. Vala N. C. Polfer Glycine and Its Hydrated Complexes: A Matrix Isolation Infrared Study J. Phys. Chem. A 2010 114 5919 5927
    • (2010) J. Phys. Chem. A , vol.114 , pp. 5919-5927
    • Espinoza, C.1    Szczepanski, J.2    Vala, M.3    Polfer, N.C.4
  • 12
    • 33847029566 scopus 로고    scopus 로고
    • Conformations of alanine-based peptides in water probed by FTIR, raman, circular dichroism, electronic circular dichroism and NMR spectroscopy
    • R. Schweitzer-Stenner T. Measey L. Kakalis F. Jordan S. Pizzanelli C. Forte K. Griebenow Conformations of Alanine-Based Peptides in Water Probed by FTIR, Raman, Circular Dichroism, Electronic Circular Dichroism and NMR Spectroscopy Biochemistry 2007 46 1587 1596
    • (2007) Biochemistry , vol.46 , pp. 1587-1596
    • Schweitzer-Stenner, R.1    Measey, T.2    Kakalis, L.3    Jordan, F.4    Pizzanelli, S.5    Forte, C.6    Griebenow, K.7
  • 13
    • 84988214162 scopus 로고
    • Surface-enhanced raman spectroscopy of biomolecules Part I-water-soluble proteins, dipeptides and amino acids
    • G. D. Chumanov R. G. Efremov I. R. Nabiev Surface-Enhanced Raman Spectroscopy of Biomolecules Part I-Water-Soluble Proteins, Dipeptides and Amino Acids J. Raman Spectrosc. 1990 21 43 48
    • (1990) J. Raman Spectrosc. , vol.21 , pp. 43-48
    • Chumanov, G.D.1    Efremov, R.G.2    Nabiev, I.R.3
  • 14
    • 0036249672 scopus 로고    scopus 로고
    • Structures of the protected amino acid Ac-Phe-OMe and its dimer: A beta-sheet model system in the gas phase
    • M. Gerhards C. Unterberg Structures of the protected amino acid Ac-Phe-OMe and its dimer: A beta-sheet model system in the gas phase Phys. Chem. Chem. Phys. 2002 4 1760 1765
    • (2002) Phys. Chem. Chem. Phys. , vol.4 , pp. 1760-1765
    • Gerhards, M.1    Unterberg, C.2
  • 15
    • 46749141662 scopus 로고    scopus 로고
    • Microsolvation of Glycine: A DFT Study
    • S. M. Bachrach Microsolvation of Glycine: A DFT Study J. Phys. Chem. A 2008 112 3722 3730
    • (2008) J. Phys. Chem. A , vol.112 , pp. 3722-3730
    • Bachrach, S.M.1
  • 17
    • 68849129541 scopus 로고    scopus 로고
    • Conformation and Aggregation of Proline Esters and Their Aromatic Homologs: Pyramidal vs. Planar RR′N-H in Hydrogen Bonds
    • S. Hesse M. A. Suhm Conformation and Aggregation of Proline Esters and Their Aromatic Homologs: Pyramidal vs. Planar RR′N-H in Hydrogen Bonds Z. Phys. Chem. 2009 223 579 604
    • (2009) Z. Phys. Chem. , vol.223 , pp. 579-604
    • Hesse, S.1    Suhm, M.A.2
  • 18
    • 0000540423 scopus 로고
    • Electronic Spectroscopy of Trytophan analogs in supersonic jets: 3-Indole acetic acid, 3-indole propionic acid, tryptamine and N-acetyl tryptophan ethyl ester
    • Y. D. Park T. R. Rizzo L. A. Petanu D. H. Levy Electronic Spectroscopy of Trytophan analogs in supersonic jets: 3-Indole acetic acid, 3-indole propionic acid, tryptamine and N-acetyl tryptophan ethyl ester J. Chem. Phys. 1986 84 6539 6549
    • (1986) J. Chem. Phys. , vol.84 , pp. 6539-6549
    • Park, Y.D.1    Rizzo, T.R.2    Petanu, L.A.3    Levy, D.H.4
  • 22
    • 79951938088 scopus 로고    scopus 로고
    • Gas-Phase Structure and Dissociation Chemistry of Protonated Tryptophan Elucidated by Infrared Multiple-Photon Dissociation Spectroscopy
    • W. K. Mino K. Gulyuz D. Wang C. N. Stedwell N. C. Polfer Gas-Phase Structure and Dissociation Chemistry of Protonated Tryptophan Elucidated by Infrared Multiple-Photon Dissociation Spectroscopy J. Phys. Chem. Lett. 2011 2 299 304
    • (2011) J. Phys. Chem. Lett. , vol.2 , pp. 299-304
    • Mino, W.K.1    Gulyuz, K.2    Wang, D.3    Stedwell, C.N.4    Polfer, N.C.5
  • 23
    • 77957315552 scopus 로고    scopus 로고
    • Brightening and locking a weak and floppy N-H chromophore: The case of pyrrolidine
    • S. Hesse T. N. Wassermann M. A. Suhm Brightening and locking a weak and floppy N-H chromophore: The case of pyrrolidine J. Phys. Chem. A 2010 114 10492 10499
    • (2010) J. Phys. Chem. A , vol.114 , pp. 10492-10499
    • Hesse, S.1    Wassermann, T.N.2    Suhm, M.A.3
  • 24
    • 0034671855 scopus 로고    scopus 로고
    • The Role of α-Amino Group of the N-terminal Serine of β Subunit for Enzyme Catalysis and Autoproteolytic Activation of Glutaryl 7-Aminocephalosporanic Acid Acylase
    • Y. S. Lee H. W. Kim S. S. Park The Role of α-Amino Group of the N-terminal Serine of β Subunit for Enzyme Catalysis and Autoproteolytic Activation of Glutaryl 7-Aminocephalosporanic Acid Acylase J. Biol. Chem. 2000 275 39200 39206
    • (2000) J. Biol. Chem. , vol.275 , pp. 39200-39206
    • Lee, Y.S.1    Kim, H.W.2    Park, S.S.3
  • 25
    • 0037957336 scopus 로고    scopus 로고
    • Electronic basis of improper hydrogen bonding: A subtle balance of hyperconjugation and rehybridization
    • DOI 10.1021/ja034656e
    • I. V. Alabugin M. Manoharan S. Peabody F. Weinhold Electronic Basis of Improper Hydrogen Bonding: A Subtle Balance of Hyperconjugation and Rehybridization J. Am. Chem. Soc. 2003 125 5973 5987 (Pubitemid 36592920)
    • (2003) Journal of the American Chemical Society , vol.125 , Issue.19 , pp. 5973-5987
    • Alabugin, I.V.1    Manoharan, M.2    Peabody, S.3    Weinhold, F.4
  • 26
    • 34247533707 scopus 로고    scopus 로고
    • Red-, blue-, or no-shift in hydrogen bonds: A unified explanation
    • DOI 10.1021/ja067545z
    • J. Joseph E. D. Jemmis Red-, Blue-, or No-Shift in Hydrogen Bonds: A Unified Explanation J. Am. Chem. Soc. 2007 129 4620 4632 (Pubitemid 46648761)
    • (2007) Journal of the American Chemical Society , vol.129 , Issue.15 , pp. 4620-4632
    • Joseph, J.1    Jemmis, E.D.2
  • 27
    • 33749655026 scopus 로고    scopus 로고
    • Intra- vs. Intermolecular Hydrogen Bonding: Dimers of alpha-Hydroxyesters with Methanol
    • N. Borho M. A. Suhm K. Le Barbu-Debus A. Zehnacker Intra- vs. Intermolecular Hydrogen Bonding: Dimers of alpha-Hydroxyesters with Methanol Phys. Chem. Chem. Phys. 2006 8 4449 4460
    • (2006) Phys. Chem. Chem. Phys. , vol.8 , pp. 4449-4460
    • Borho, N.1    Suhm, M.A.2    Le Barbu-Debus, K.3    Zehnacker, A.4
  • 28
    • 33745129697 scopus 로고    scopus 로고
    • Concerted proton motion in hydrogen-bonded trimers: A spontaneous scattering Raman perspective
    • P. Zielke M. A. Suhm Concerted proton motion in hydrogen-bonded trimers: a spontaneous scattering Raman perspective Phys. Chem. Chem. Phys. 2006 8 2826 2830
    • (2006) Phys. Chem. Chem. Phys. , vol.8 , pp. 2826-2830
    • Zielke, P.1    Suhm, M.A.2
  • 29
    • 67650725836 scopus 로고    scopus 로고
    • Origin of the Argon nanocoating shift in the OH-Stretching fundamental of n-propanol: A combined experimental and quantum chemical study
    • J. J. Lee S. Höfener W. Klopper T. N. Wassermann M. A. Suhm Origin of the Argon nanocoating shift in the OH-Stretching fundamental of n-propanol: a combined experimental and quantum chemical study J. Phys. Chem. C 2009 113 10929 10938
    • (2009) J. Phys. Chem. C , vol.113 , pp. 10929-10938
    • Lee, J.J.1    Höfener, S.2    Klopper, W.3    Wassermann, T.N.4    Suhm, M.A.5
  • 30
    • 77955609479 scopus 로고    scopus 로고
    • Ethanol monomers and dimers revisited: A Raman study of conformational preferences and argon nanocoating effects
    • T. N. Wassermann M. A. Suhm Ethanol monomers and dimers revisited: A Raman study of conformational preferences and argon nanocoating effects J. Phys. Chem. A 2010 114 8223 8233
    • (2010) J. Phys. Chem. A , vol.114 , pp. 8223-8233
    • Wassermann, T.N.1    Suhm, M.A.2
  • 32
    • 84986518988 scopus 로고
    • Ab initio Studies of Structural Features not Easily Amenable to Experiment. 18. Conformational Analysis and Molecular Structure of Glycine Methyl Ester
    • L. Schäfer C. V. Alsenoy J. N. Scarsdale V. J. Klimkowski J. D. Ewbank Ab initio Studies of Structural Features not Easily Amenable to Experiment. 18. Conformational Analysis and Molecular Structure of Glycine Methyl Ester J. Comput. Chem. 1981 2 410 413
    • (1981) J. Comput. Chem. , vol.2 , pp. 410-413
    • Schäfer, L.1    Alsenoy, C.V.2    Scarsdale, J.N.3    Klimkowski, V.J.4    Ewbank, J.D.5
  • 33
    • 1842399166 scopus 로고
    • Bifurcated Hydrogen Bond and Large Amplitude Vibrations in Glycine Methyl Ester
    • W. Caminati R. Cervekkati Bifurcated Hydrogen Bond and Large Amplitude Vibrations in Glycine Methyl Ester J. Am. Chem. Soc. 1982 104 4748 4752
    • (1982) J. Am. Chem. Soc. , vol.104 , pp. 4748-4752
    • Caminati, W.1    Cervekkati, R.2
  • 34
    • 69949106109 scopus 로고    scopus 로고
    • Conformational equilibrium in glycine: Focal-point analysis and ab initio limit
    • R. M. Balabin Conformational equilibrium in glycine: Focal-point analysis and ab initio limit Chem. Phys. Lett. 2009 479 195 200
    • (2009) Chem. Phys. Lett. , vol.479 , pp. 195-200
    • Balabin, R.M.1
  • 36
    • 0001866309 scopus 로고    scopus 로고
    • The missing conformers of glycine and alanine: Relaxation in seeded supersonic jets
    • P. D. Godfrey R. D. Brown F. M. Rodgers The missing conformers of glycine and alanine: relaxation in seeded supersonic jets J. Mol. Struct. 1996 376 65 81 (Pubitemid 126666103)
    • (1996) Journal of Molecular Structure , vol.376 , Issue.1-3 , pp. 65-81
    • Godfrey, P.D.1    Brown, R.D.2    Rodgers, F.M.3
  • 37
    • 3042569001 scopus 로고    scopus 로고
    • Conformers of the Peptides Glycine-Tryptophan, Tryptophan-Glycine and Tryptophan-Glycine-Glycine as Revealed by Double Resonance Laser Spectroscopy
    • I. Hünig K. Kleinermanns Conformers of the Peptides Glycine-Tryptophan, Tryptophan-Glycine and Tryptophan-Glycine-Glycine as Revealed by Double Resonance Laser Spectroscopy Phys. Chem. Chem. Phys. 2004 6 2650 2658
    • (2004) Phys. Chem. Chem. Phys. , vol.6 , pp. 2650-2658
    • Hünig, I.1    Kleinermanns, K.2
  • 38
    • 33645219262 scopus 로고
    • Rotation-Vibration Spectra of Methylamine and its Deuterium Derivatives
    • A. P. Gray R. C. Lord Rotation-Vibration Spectra of Methylamine and its Deuterium Derivatives J. Chem. Phys. 1957 26 690 705
    • (1957) J. Chem. Phys. , vol.26 , pp. 690-705
    • Gray, A.P.1    Lord, R.C.2
  • 41
    • 0033562084 scopus 로고    scopus 로고
    • Eigenstate resolved infrared and millimeter-wave-infrared double resonance spectroscopy of methylamine in the N-H stretch first overtone region
    • U. Merker H. K. Srivatava A. Callegari K. K. Lehmann G. Scoles Eigenstate resolved infrared and millimeter-wave-infrared double resonance spectroscopy of methylamine in the N-H stretch first overtone region Phys. Chem. Chem. Phys. 1999 1 2427 2433
    • (1999) Phys. Chem. Chem. Phys. , vol.1 , pp. 2427-2433
    • Merker, U.1    Srivatava, H.K.2    Callegari, A.3    Lehmann, K.K.4    Scoles, G.5
  • 42
    • 0000648723 scopus 로고    scopus 로고
    • The O-H stretching vibrations of glycine trapped in rare gas matrices and helium clusters
    • F. Huisken O. Werhahn A. Y. Ivanov S. A. Krasnokutski The O-H stretching vibrations of glycine trapped in rare gas matrices and helium clusters J. Chem. Phys. 1999 111 2978 2984
    • (1999) J. Chem. Phys. , vol.111 , pp. 2978-2984
    • Huisken, F.1    Werhahn, O.2    Ivanov, A.Y.3    Krasnokutski, S.A.4
  • 43
    • 0042588695 scopus 로고
    • 2-Methoxyethylamine: Detection of a second conformer by microwave spectroscopy
    • W. Caminati 2-Methoxyethylamine: Detection of a second conformer by microwave spectroscopy J. Mol. Spectrosc. 1987 121 61 68
    • (1987) J. Mol. Spectrosc. , vol.121 , pp. 61-68
    • Caminati, W.1
  • 44
    • 0009591393 scopus 로고
    • Conformational Analysis of the Methyl Ester of Alanine by Gas Electron Diffraction and ab initio Geometry Optimization
    • J. D. Ewbank V. J. Klimkowski K. Siam L. Schäfer Conformational Analysis of the Methyl Ester of Alanine by Gas Electron Diffraction and ab initio Geometry Optimization J. Mol. Struct. 1987 160 275 285
    • (1987) J. Mol. Struct. , vol.160 , pp. 275-285
    • Ewbank, J.D.1    Klimkowski, V.J.2    Siam, K.3    Schäfer, L.4
  • 46
    • 0037383048 scopus 로고    scopus 로고
    • On the Contribution of Intramolecular H-bonding Entropy to the Conformational Stability of Alanine Conformations
    • B. Lambie R. Ramaekers G. Maes On the Contribution of Intramolecular H-bonding Entropy to the Conformational Stability of Alanine Conformations Spectrochim. Acta, Part A 2003 59 1387 1397
    • (2003) Spectrochim. Acta, Part A , vol.59 , pp. 1387-1397
    • Lambie, B.1    Ramaekers, R.2    Maes, G.3
  • 47
    • 77954029114 scopus 로고    scopus 로고
    • The gas phase conformers and vibrational spectra of valine, leucine and isoleucine: An ab initio study
    • S. Dokmaisrijan V. S. Lee P. Nimmanpipug The gas phase conformers and vibrational spectra of valine, leucine and isoleucine: An ab initio study THEOCHEM 2010 953 28 38
    • (2010) THEOCHEM , vol.953 , pp. 28-38
    • Dokmaisrijan, S.1    Lee, V.S.2    Nimmanpipug, P.3
  • 48
    • 54749128904 scopus 로고    scopus 로고
    • Chirality recognition between neutral molecules in the gas phase
    • A. Zehnacker M. A. Suhm Chirality recognition between neutral molecules in the gas phase Angew. Chem., Int. Ed. 2008 47 6970 6992
    • (2008) Angew. Chem., Int. Ed. , vol.47 , pp. 6970-6992
    • Zehnacker, A.1    Suhm, M.A.2
  • 49
    • 0036272476 scopus 로고    scopus 로고
    • Glycidol dimer: Anatomy of a molecular handshake
    • N. Borho M. A. Suhm Glycidol dimer: anatomy of a molecular handshake Phys. Chem. Chem. Phys. 2002 4 2721 2732
    • (2002) Phys. Chem. Chem. Phys. , vol.4 , pp. 2721-2732
    • Borho, N.1    Suhm, M.A.2
  • 50
    • 77956608297 scopus 로고    scopus 로고
    • Adding more weight to a molecular recognition unit: The low-frequency modes of carboxylic acid dimers
    • Z. Xue M. A. Suhm Adding more weight to a molecular recognition unit: the low-frequency modes of carboxylic acid dimers Mol. Phys. 2010 108 2279 2288
    • (2010) Mol. Phys. , vol.108 , pp. 2279-2288
    • Xue, Z.1    Suhm, M.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.