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2015 | OriginalPaper | Buchkapitel

Isolated Neutral Peptides

verfasst von : Eric Gloaguen, Michel Mons

Erschienen in: Gas-Phase IR Spectroscopy and Structure of Biological Molecules

Verlag: Springer International Publishing

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Abstract

This chapter examines the structural characterisation of isolated neutral amino-acids and peptides. After a presentation of the experimental and theoretical state-of-the-art in the field, a review of the major structures and shaping interactions is presented. Special focus is made on conformationally-resolved studies which enable one to go beyond simple structural characterisation; probing flexibility and excited-state photophysics are given as examples of promising future directions.

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Zurück zum Zitat Abo-Riziq AG, Crews B, Bushnell JE, Callahan MP, De Vries MS (2005) Conformational analysis of cyclo(Phe-Ser) by UV-UV and IR-UV double resonance spectroscopy and ab initio calculations. Mol Phys 103:1491 Abo-Riziq AG, Crews B, Bushnell JE, Callahan MP, De Vries MS (2005) Conformational analysis of cyclo(Phe-Ser) by UV-UV and IR-UV double resonance spectroscopy and ab initio calculations. Mol Phys 103:1491
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Zurück zum Zitat Bakker JM, Plützer C, Hünig I, Häber T, Compagnon I, von Helden G, Meijer G, Kleinermanns K (2005) Folding structures of isolated peptides as revealed by gas-phase mid-infrared spectroscopy. ChemPhysChem 6:120 Bakker JM, Plützer C, Hünig I, Häber T, Compagnon I, von Helden G, Meijer G, Kleinermanns K (2005) Folding structures of isolated peptides as revealed by gas-phase mid-infrared spectroscopy. ChemPhysChem 6:120
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Zurück zum Zitat Chin W, Compagnon I, Dognon JP, Canuel C, Piuzzi F, Dimicoli I, von Helden G, Meijer G, Mons M (2005) Spectroscopic evidence for gas-phase formation of successive β-turns in a three-residue peptide chain. J Am Chem Soc 127:1388 Chin W, Compagnon I, Dognon JP, Canuel C, Piuzzi F, Dimicoli I, von Helden G, Meijer G, Mons M (2005) Spectroscopic evidence for gas-phase formation of successive β-turns in a three-residue peptide chain. J Am Chem Soc 127:1388
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Zurück zum Zitat Chin W, Dognon JP, Piuzzi F, Tardivel B, Dimicoli I, Mons M (2005) Intrinsic folding of small peptide chains: spectroscopic evidence for the formation of beta-turns in the gas phase. J Am Chem Soc 127:707 Chin W, Dognon JP, Piuzzi F, Tardivel B, Dimicoli I, Mons M (2005) Intrinsic folding of small peptide chains: spectroscopic evidence for the formation of beta-turns in the gas phase. J Am Chem Soc 127:707
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Zurück zum Zitat Chin W, Dognon J-P, Canuel C, Piuzzi F, Dimicoli I, Mons M, Compagnon I, von Helden G, Meijer G (2005) Secondary structures of short peptide chains in the gas phase: double resonance spectroscopy of protected dipeptides. J Chem Phys 122:054317 Chin W, Dognon J-P, Canuel C, Piuzzi F, Dimicoli I, Mons M, Compagnon I, von Helden G, Meijer G (2005) Secondary structures of short peptide chains in the gas phase: double resonance spectroscopy of protected dipeptides. J Chem Phys 122:054317
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Zurück zum Zitat Chin W, Mons M, Dognon J-P, Mirasol R, Chass G, Dimicoli I, Piuzzi F, Butz P, Tardivel B, Compagnon I, von Helden G, Meijer G (2005) The gas-phase dipeptide analogue acetyl-phenylalanyl-amide: a model for the study of side chain/backbone interactions in proteins. J Phys Chem A 109:5281 Chin W, Mons M, Dognon J-P, Mirasol R, Chass G, Dimicoli I, Piuzzi F, Butz P, Tardivel B, Compagnon I, von Helden G, Meijer G (2005) The gas-phase dipeptide analogue acetyl-phenylalanyl-amide: a model for the study of side chain/backbone interactions in proteins. J Phys Chem A 109:5281
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Zurück zum Zitat Chin W, Piuzzi F, Dognon J-P, Dimicoli I, Mons M (2005) Gas phase models of γ-turns: effects of side-chain/backbone interactions investigated by IR/UV spectroscopy and quantum chemistry. J Chem Phys 123:084301 Chin W, Piuzzi F, Dognon J-P, Dimicoli I, Mons M (2005) Gas phase models of γ-turns: effects of side-chain/backbone interactions investigated by IR/UV spectroscopy and quantum chemistry. J Chem Phys 123:084301
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Zurück zum Zitat Chin W, Piuzzi F, Dognon J-P, Dimicoli I, Tardivel B, Mons M (2005) Gas phase formation of a 310-helix in a three-residue peptide chain: role of side chain-backbone interactions as evidenced by IR-UV double resonance experiments. J Am Chem Soc 127:11900 Chin W, Piuzzi F, Dognon J-P, Dimicoli I, Tardivel B, Mons M (2005) Gas phase formation of a 310-helix in a three-residue peptide chain: role of side chain-backbone interactions as evidenced by IR-UV double resonance experiments. J Am Chem Soc 127:11900
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Zurück zum Zitat Chin W, Dognon JP, Piuzzi F, Dimicoli I, Mons M (2005) Secondary structures of Val-Phe and Val-Tyr( Me) peptide chains in the gas phase: effect of the nature of the protecting groups. Mol Phys 103:1579 Chin W, Dognon JP, Piuzzi F, Dimicoli I, Mons M (2005) Secondary structures of Val-Phe and Val-Tyr( Me) peptide chains in the gas phase: effect of the nature of the protecting groups. Mol Phys 103:1579
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Zurück zum Zitat Gerlach A, Unterberg C, Fricke H, Gerhards M (2005) Structures of Ac-Trp-OMe and its dimer (Ac-Trp-OMe)2 in the gas phase: influence of a polar group in the side-chain. Mol Phys 103:1521 Gerlach A, Unterberg C, Fricke H, Gerhards M (2005) Structures of Ac-Trp-OMe and its dimer (Ac-Trp-OMe)2 in the gas phase: influence of a polar group in the side-chain. Mol Phys 103:1521
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Zurück zum Zitat Řeha D, Valdés H, Vondrášek J, Hobza P, Abu-Riziq A, Crews B, de Vries MS (2005) Structure and IR spectrum of phenylalanyl-glycyl-glycine tripetide in the gas-phase: IR/UV experiments, ab initio quantum chemical calculations, and molecular dynamic simulations. Chem-Eur J 11:6803 Řeha D, Valdés H, Vondrášek J, Hobza P, Abu-Riziq A, Crews B, de Vries MS (2005) Structure and IR spectrum of phenylalanyl-glycyl-glycine tripetide in the gas-phase: IR/UV experiments, ab initio quantum chemical calculations, and molecular dynamic simulations. Chem-Eur J 11:6803
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Zurück zum Zitat Abo-Riziq A, Bushnell JE, Crews B, Callahan M, Grace L, De Vries MS (2006) Gas phase spectroscopy of the pentapeptide FDASV. Chem Phys Lett 431:227 Abo-Riziq A, Bushnell JE, Crews B, Callahan M, Grace L, De Vries MS (2006) Gas phase spectroscopy of the pentapeptide FDASV. Chem Phys Lett 431:227
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Zurück zum Zitat Hashimoto T, Takasu Y, Yamada Y, Ebata T (2006) Anomalous conformer dependent S1 lifetime of L-phenylalanine. Chem Phys Lett 421:227 Hashimoto T, Takasu Y, Yamada Y, Ebata T (2006) Anomalous conformer dependent S1 lifetime of L-phenylalanine. Chem Phys Lett 421:227
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Zurück zum Zitat Brenner V, Piuzzi F, Dimicoli I, Tardivel B, Mons M (2007) Chirality-controlled formation of β-turn secondary structures in short peptide chains: gas-phase experiment versus quantum chemistry. Angew Chem Int Ed 46:2463 Brenner V, Piuzzi F, Dimicoli I, Tardivel B, Mons M (2007) Chirality-controlled formation of β-turn secondary structures in short peptide chains: gas-phase experiment versus quantum chemistry. Angew Chem Int Ed 46:2463
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Zurück zum Zitat Brenner V, Piuzzi F, Dimicoli I, Tardivel B, Mons M (2007) Spectroscopic evidence for the formation of helical structures in gas-phase short peptide chains. J Phys Chem A 111:7347 Brenner V, Piuzzi F, Dimicoli I, Tardivel B, Mons M (2007) Spectroscopic evidence for the formation of helical structures in gas-phase short peptide chains. J Phys Chem A 111:7347
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Zurück zum Zitat Gloaguen E, Pagliarulo F, Brenner V, Chin W, Piuzzi F, Tardivel B, Mons M (2007) Intramolecular recognition in a jet-cooled short peptide chain: γ-turn helicity probed by a neighbouring residue. Phys Chem Chem Phys 9:4491 Gloaguen E, Pagliarulo F, Brenner V, Chin W, Piuzzi F, Tardivel B, Mons M (2007) Intramolecular recognition in a jet-cooled short peptide chain: γ-turn helicity probed by a neighbouring residue. Phys Chem Chem Phys 9:4491
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Zurück zum Zitat Häber T, Seefeld K, Kleinermanns K (2007) Mid- and near-infrared spectra of conformers of H-Pro-Trp-OH. J Phys Chem A 111:3038 Häber T, Seefeld K, Kleinermanns K (2007) Mid- and near-infrared spectra of conformers of H-Pro-Trp-OH. J Phys Chem A 111:3038
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Zurück zum Zitat Häber T, Seefeld K, Engler G, Grimme S, Kleinermanns K (2008) IR/UV spectra and quantum chemical calculations of Trp-Ser: stacking interactions between backbone and indole side-chain. Phys Chem Chem Phys 10:2844 Häber T, Seefeld K, Engler G, Grimme S, Kleinermanns K (2008) IR/UV spectra and quantum chemical calculations of Trp-Ser: stacking interactions between backbone and indole side-chain. Phys Chem Chem Phys 10:2844
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Zurück zum Zitat Vaden TD, Gowers SAN, de Boer T, Steill JD, Oomens J, Snoek LC (2008) Conformational preferences of an amyloidogenic peptide: IR spectroscopy of Ac-VQIVYK-NHMe. J Am Chem Soc 130:14640 Vaden TD, Gowers SAN, de Boer T, Steill JD, Oomens J, Snoek LC (2008) Conformational preferences of an amyloidogenic peptide: IR spectroscopy of Ac-VQIVYK-NHMe. J Am Chem Soc 130:14640
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Zurück zum Zitat Valdés H, Spirko V, Rezac J, Řeha D, Abo-Riziq AG, de Vries MS, Hobza P (2008) Potential-energy and free-energy surfaces of glycyl-phenylalanyl-alanine (GFA) tripeptide: experiment and theory. Chem-Eur J 14:4886 Valdés H, Spirko V, Rezac J, Řeha D, Abo-Riziq AG, de Vries MS, Hobza P (2008) Potential-energy and free-energy surfaces of glycyl-phenylalanyl-alanine (GFA) tripeptide: experiment and theory. Chem-Eur J 14:4886
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Zurück zum Zitat Fricke H, Gerlach A, Unterberg C, Wehner M, Schrader T, Gerhards M (2009) Interactions of small protected peptides with aminopyrazole derivatives: the efficiency of blocking a beta-sheet model in the gas phase. Angew Chem Int Ed 48:900 Fricke H, Gerlach A, Unterberg C, Wehner M, Schrader T, Gerhards M (2009) Interactions of small protected peptides with aminopyrazole derivatives: the efficiency of blocking a beta-sheet model in the gas phase. Angew Chem Int Ed 48:900
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Zurück zum Zitat Fricke H, Schwing K, Gerlach A, Unterberg C, Gerhards M (2010) Investigations of the water clusters of the protected amino acid Ac-Phe-OMe by applying IR/UV double resonance spectroscopy: microsolvation of the backbone. Phys Chem Chem Phys 12:3511 Fricke H, Schwing K, Gerlach A, Unterberg C, Gerhards M (2010) Investigations of the water clusters of the protected amino acid Ac-Phe-OMe by applying IR/UV double resonance spectroscopy: microsolvation of the backbone. Phys Chem Chem Phys 12:3511
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Zurück zum Zitat Gloaguen E, Valdes H, Pagliarulo F, Pollet R, Tardivel B, Hobza P, Piuzzi F, Mons M (2010) Experimental and theoretical investigation of the aromatic-aromatic interaction in isolated capped dipeptides. J Phys Chem A 114:2973 Gloaguen E, Valdes H, Pagliarulo F, Pollet R, Tardivel B, Hobza P, Piuzzi F, Mons M (2010) Experimental and theoretical investigation of the aromatic-aromatic interaction in isolated capped dipeptides. J Phys Chem A 114:2973
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Zurück zum Zitat James WH, Baquero EE, Choi SH, Gellman SH, Zwier TS (2010) Laser spectroscopy of conformationally constrained alpha/beta-peptides: Ac-ACPC-Phe-NHMe and Ac-Phe-ACPC-NHMe. J Phys Chem A 114:1581 James WH, Baquero EE, Choi SH, Gellman SH, Zwier TS (2010) Laser spectroscopy of conformationally constrained alpha/beta-peptides: Ac-ACPC-Phe-NHMe and Ac-Phe-ACPC-NHMe. J Phys Chem A 114:1581
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Zurück zum Zitat Rijs AM, Ohanessian G, Oomens J, Meijer G, von Helden G, Compagnon I (2010) Internal proton transfer leading to stable zwitterionic structures in a neutral isolated peptide. Angew Chem Int Ed 49:2332 Rijs AM, Ohanessian G, Oomens J, Meijer G, von Helden G, Compagnon I (2010) Internal proton transfer leading to stable zwitterionic structures in a neutral isolated peptide. Angew Chem Int Ed 49:2332
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Zurück zum Zitat Abo-Riziq A, Grace L, Crews B, Callahan MP, van Mourik T, de Vries MS (2011) Conformational structure of tyrosine, tyrosyl-glycine, and tyrosyl-glycyl-glycine by double resonance spectroscopy. J Phys Chem A 115:6077 Abo-Riziq A, Grace L, Crews B, Callahan MP, van Mourik T, de Vries MS (2011) Conformational structure of tyrosine, tyrosyl-glycine, and tyrosyl-glycyl-glycine by double resonance spectroscopy. J Phys Chem A 115:6077
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Zurück zum Zitat Plowright RJ, Gloaguen E, Mons M (2011) Compact folding of isolated four-residue neutral peptide chains: H-bonding patterns and entropy effects. ChemPhysChem 12:1889 Plowright RJ, Gloaguen E, Mons M (2011) Compact folding of isolated four-residue neutral peptide chains: H-bonding patterns and entropy effects. ChemPhysChem 12:1889
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Zurück zum Zitat Rijs AM, Kabeláč M, Abo-Riziq A, Hobza P, de Vries MS (2011) Isolated gramicidin peptides probed by IR spectroscopy. ChemPhysChem 12:1816 Rijs AM, Kabeláč M, Abo-Riziq A, Hobza P, de Vries MS (2011) Isolated gramicidin peptides probed by IR spectroscopy. ChemPhysChem 12:1816
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Zurück zum Zitat Biswal HS, Gloaguen E, Loquais Y, Tardivel B, Mons M (2012) Strength of NH···S hydrogen bonds in methionine residues revealed by gas-phase IR/UV spectroscopy. J Phys Chem Lett 3:755 Biswal HS, Gloaguen E, Loquais Y, Tardivel B, Mons M (2012) Strength of NH···S hydrogen bonds in methionine residues revealed by gas-phase IR/UV spectroscopy. J Phys Chem Lett 3:755
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Zurück zum Zitat Mališ M, Loquais Y, Gloaguen E, Biswal HS, Piuzzi F, Tardivel B, Brenner V, Broquier M, Jouvet C, Mons M, Došlić N, Ljubić I (2012) Unraveling the mechanisms of nonradiative deactivation in model peptides following photoexcitation of a phenylalanine residue. J Am Chem Soc 134:20340 Mališ M, Loquais Y, Gloaguen E, Biswal HS, Piuzzi F, Tardivel B, Brenner V, Broquier M, Jouvet C, Mons M, Došlić N, Ljubić I (2012) Unraveling the mechanisms of nonradiative deactivation in model peptides following photoexcitation of a phenylalanine residue. J Am Chem Soc 134:20340
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Zurück zum Zitat Schwing K, Fricke H, Bartl K, Polkowska J, Schrader T, Gerhards M (2012) Isolated β-turn model systems investigated by combined IR/UV spectroscopy. ChemPhysChem 13:1576 Schwing K, Fricke H, Bartl K, Polkowska J, Schrader T, Gerhards M (2012) Isolated β-turn model systems investigated by combined IR/UV spectroscopy. ChemPhysChem 13:1576
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Zurück zum Zitat Gloaguen E, Loquais Y, Thomas JA, Pratt DW, Mons M (2013) Spontaneous formation of hydrophobic domains in isolated peptides. J Phys Chem B 117:4945 Gloaguen E, Loquais Y, Thomas JA, Pratt DW, Mons M (2013) Spontaneous formation of hydrophobic domains in isolated peptides. J Phys Chem B 117:4945
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Zurück zum Zitat Shimozono Y, Yamada K, S-i I, Tsukiyama K, Fujii M (2013) Revised conformational assignments and conformational evolution of tyrosine by laser desorption supersonic jet laser spectroscopy. Phys Chem Chem Phys 15:5163 Shimozono Y, Yamada K, S-i I, Tsukiyama K, Fujii M (2013) Revised conformational assignments and conformational evolution of tyrosine by laser desorption supersonic jet laser spectroscopy. Phys Chem Chem Phys 15:5163
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Zurück zum Zitat Stanca-Kaposta EC, Çarçabal P, Cocinero EJ, Hurtado P, Simons JP (2013) Carbohydrate-aromatic interactions: vibrational spectroscopy and structural assignment of isolated monosaccharide complexes with p-hydroxy toluene and N-acetyl L-tyrosine Methylamide. J Phys Chem B 117:8135 Stanca-Kaposta EC, Çarçabal P, Cocinero EJ, Hurtado P, Simons JP (2013) Carbohydrate-aromatic interactions: vibrational spectroscopy and structural assignment of isolated monosaccharide complexes with p-hydroxy toluene and N-acetyl L-tyrosine Methylamide. J Phys Chem B 117:8135
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Zurück zum Zitat Mališ M, Loquais Y, Gloaguen E, Jouvet C, Brenner V, Mons M, Ljubić I, Došlić N (2014) Non-radiative deactivation of electronically excited phenylalanine in model peptides: quenching properties of a primary amide group. Phys Chem Chem Phys 16:2285 Mališ M, Loquais Y, Gloaguen E, Jouvet C, Brenner V, Mons M, Ljubić I, Došlić N (2014) Non-radiative deactivation of electronically excited phenylalanine in model peptides: quenching properties of a primary amide group. Phys Chem Chem Phys 16:2285
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Zurück zum Zitat Yan B, Jaeqx S, van der Zande WJ, Rijs AM (2014) A conformation-selective IR-UV study of the dipeptides Ac-Phe-Ser-NH2 and Ac-Phe-Cys-NH2: probing the SH∙∙∙O and OH∙∙∙O hydrogen bond interactions. Phys Chem Chem Phys 16:10770 Yan B, Jaeqx S, van der Zande WJ, Rijs AM (2014) A conformation-selective IR-UV study of the dipeptides Ac-Phe-Ser-NH2 and Ac-Phe-Cys-NH2: probing the SH∙∙∙O and OH∙∙∙O hydrogen bond interactions. Phys Chem Chem Phys 16:10770
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Zurück zum Zitat Jaeqx S, Oomens J, Cimas A, Gaigeot MP, Rijs AM (2014) Gas-phase peptide structures unraveled by far-IR spectroscopy: combining IR-UV ion-dip experiments with Born-Oppenheimer molecular dynamics simulations. Angew Chem Int Ed 53:3663 Jaeqx S, Oomens J, Cimas A, Gaigeot MP, Rijs AM (2014) Gas-phase peptide structures unraveled by far-IR spectroscopy: combining IR-UV ion-dip experiments with Born-Oppenheimer molecular dynamics simulations. Angew Chem Int Ed 53:3663
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Zurück zum Zitat Alauddin M, Biswal HS, Gloaguen E, Mons M (2014) Intra-residue interactions in proteins: interplay between serine or cysteine side chains and backbone conformations, revealed by laser spectroscopy of isolated model peptides. Phys Chem Chem Phys. doi:10.1039/c4cp04449e Alauddin M, Biswal HS, Gloaguen E, Mons M (2014) Intra-residue interactions in proteins: interplay between serine or cysteine side chains and backbone conformations, revealed by laser spectroscopy of isolated model peptides. Phys Chem Chem Phys. doi:10.​1039/​c4cp04449e
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Zurück zum Zitat Dian BC, Florio GM, Clarkson JR, Longarte A, Zwier TS (2004) Infrared-induced conformational isomerization and vibrational relaxation dynamics in melatonin and 5-methoxy-N-acetyl tryptophan methyl amide. J Chem Phys 120:9033 Dian BC, Florio GM, Clarkson JR, Longarte A, Zwier TS (2004) Infrared-induced conformational isomerization and vibrational relaxation dynamics in melatonin and 5-methoxy-N-acetyl tryptophan methyl amide. J Chem Phys 120:9033
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Zurück zum Zitat Fricke H, Gerlach A, Unterberg C, Rzepecki P, Schrader T, Gerhards M (2004) Structure of the tripeptide model Ac-Val-Tyr(Me)-NHMe and its cluster with water investigated by IR/UV double resonance spectroscopy. Phys Chem Chem Phys 6:4636 Fricke H, Gerlach A, Unterberg C, Rzepecki P, Schrader T, Gerhards M (2004) Structure of the tripeptide model Ac-Val-Tyr(Me)-NHMe and its cluster with water investigated by IR/UV double resonance spectroscopy. Phys Chem Chem Phys 6:4636
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Zurück zum Zitat Fricke H, Schäfer G, Schrader T, Gerhards M (2007) Secondary structure binding motifs of the jet cooled tetrapeptide model Ac-Leu-Val-Tyr(Me)-NHMe. Phys Chem Chem Phys 9:4592 Fricke H, Schäfer G, Schrader T, Gerhards M (2007) Secondary structure binding motifs of the jet cooled tetrapeptide model Ac-Leu-Val-Tyr(Me)-NHMe. Phys Chem Chem Phys 9:4592
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Zurück zum Zitat Baquero EE, James WH, Choi SH, Gellman SH, Zwier TS (2008) Single-conformation ultraviolet and infrared spectroscopy of model synthetic foldamers: β-peptides Ac-β3-hPhe-NHMe and Ac-β3-hTyr-NHMe. J Am Chem Soc 130:4784 Baquero EE, James WH, Choi SH, Gellman SH, Zwier TS (2008) Single-conformation ultraviolet and infrared spectroscopy of model synthetic foldamers: β-peptides Ac-β3-hPhe-NHMe and Ac-β3-hTyr-NHMe. J Am Chem Soc 130:4784
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Zurück zum Zitat Baquero EE, James WH, Choi SH, Gellman SH, Zwier TS (2008) Single-conformation ultraviolet and infrared spectroscopy of model synthetic foldamers: β-peptides Ac-β3-hPhe-β3-hAla-NHMe and Ac-β3-hAla-β3-hPhe-NHMe. J Am Chem Soc 130:4795 Baquero EE, James WH, Choi SH, Gellman SH, Zwier TS (2008) Single-conformation ultraviolet and infrared spectroscopy of model synthetic foldamers: β-peptides Ac-β3-hPhe-β3-hAla-NHMe and Ac-β3-hAla-β3-hPhe-NHMe. J Am Chem Soc 130:4795
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Zurück zum Zitat Fricke H, Funk A, Schrader T, Gerhards M (2008) Investigation of secondary structure elements by IR/UV double resonance spectroscopy: analysis of an isolated β-sheet model system. J Am Chem Soc 130:4692 Fricke H, Funk A, Schrader T, Gerhards M (2008) Investigation of secondary structure elements by IR/UV double resonance spectroscopy: analysis of an isolated β-sheet model system. J Am Chem Soc 130:4692
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Zurück zum Zitat James WH, Müller CW, Buchanan EG, Nix MGD, Guo L, Roskop L, Gordon MS, Slipchenko LV, Gellman SH, Zwier TS (2009) Intramolecular amide stacking and its competition with hydrogen bonding in a small foldamer. J Am Chem Soc 131:14243 James WH, Müller CW, Buchanan EG, Nix MGD, Guo L, Roskop L, Gordon MS, Slipchenko LV, Gellman SH, Zwier TS (2009) Intramolecular amide stacking and its competition with hydrogen bonding in a small foldamer. J Am Chem Soc 131:14243
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Zurück zum Zitat Buchanan EG, James WH, Gutberlet A, Dean JC, Guo L, Gellman SH, Zwier TS (2011) Single-conformation spectroscopy and population analysis of model gamma-peptides: new tests of amide stacking. Faraday Discuss 150:209 Buchanan EG, James WH, Gutberlet A, Dean JC, Guo L, Gellman SH, Zwier TS (2011) Single-conformation spectroscopy and population analysis of model gamma-peptides: new tests of amide stacking. Faraday Discuss 150:209
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Zurück zum Zitat James WH, Buchanan EG, Guo L, Geman SH, Zwier TS (2011) Competition between amide stacking and intramolecular H bonds in γ-peptide derivatives: controlling nearest-neighbor preferences. J Phys Chem A 115:11960 James WH, Buchanan EG, Guo L, Geman SH, Zwier TS (2011) Competition between amide stacking and intramolecular H bonds in γ-peptide derivatives: controlling nearest-neighbor preferences. J Phys Chem A 115:11960
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Zurück zum Zitat James WH, Buchanan EG, Muller CW, Dean JC, Kosenkov D, Slipchenko LV, Guo L, Reidenbach AG, Gellman SH, Zwier TS (2011) Evolution of amide stacking in larger gamma-peptides: triamide H-bonded cycles. J Phys Chem A 115:13783 James WH, Buchanan EG, Muller CW, Dean JC, Kosenkov D, Slipchenko LV, Guo L, Reidenbach AG, Gellman SH, Zwier TS (2011) Evolution of amide stacking in larger gamma-peptides: triamide H-bonded cycles. J Phys Chem A 115:13783
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Zurück zum Zitat Cocinero EJ, Stanca-Kaposta EC, Gamblin DP, Davis BG, Simons JP (2009) Peptide secondary structures in the gas phase: consensus motif of N-linked glycoproteins. J Am Chem Soc 131:1282 Cocinero EJ, Stanca-Kaposta EC, Gamblin DP, Davis BG, Simons JP (2009) Peptide secondary structures in the gas phase: consensus motif of N-linked glycoproteins. J Am Chem Soc 131:1282
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Metadaten
Titel
Isolated Neutral Peptides
verfasst von
Eric Gloaguen
Michel Mons
Copyright-Jahr
2015
DOI
https://doi.org/10.1007/128_2014_580

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