메뉴 건너뛰기




Volumn 48, Issue 7, 2013, Pages 856-861

The ornithine effect in peptide cation dissociation

Author keywords

deguanidination; lactam formation; ornithine; selective cleavage

Indexed keywords

DEGUANIDINATION; FRAGMENTATION PATHWAYS; FRAGMENTATION PATTERNS; LACTAM FORMATION; ORNITHINE; PEPTIDE FRAGMENTATION; PROTONATED PEPTIDES; SELECTIVE CLEAVAGE;

EID: 84879906810     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.3233     Document Type: Article
Times cited : (30)

References (47)
  • 1
    • 0024289037 scopus 로고
    • Laser desorption ionization of proteins with molecular masses exceeding 10, 000 daltons
    • M. Karas, F. Hillenkamp,. Laser desorption ionization of proteins with molecular masses exceeding 10, 000 daltons. Anal. Chem. 1987, 60, 2299.
    • (1987) Anal. Chem. , vol.60 , pp. 2299
    • Karas, M.1    Hillenkamp, F.2
  • 2
    • 0024438708 scopus 로고
    • Electrospray Ionization for Mass Spectrometry of Large Biomolecules
    • J. B. Fenn, M. Mann, C. K. Meng, S. F. Wong, C. M. Whitehouse,. Electrospray Ionization for Mass Spectrometry of Large Biomolecules. Science 1989, 246, 64.
    • (1989) Science , vol.246 , pp. 64
    • Fenn, J.B.1    Mann, M.2    Meng, C.K.3    Wong, S.F.4    Whitehouse, C.M.5
  • 4
    • 0030022989 scopus 로고    scopus 로고
    • Tandem Mass Spectrometry: A Primer
    • E. de Hoffmann,. Tandem Mass Spectrometry: A Primer. J. Mass Spectrom. 1996, 31, 129.
    • (1996) J. Mass Spectrom. , vol.31 , pp. 129
    • De Hoffmann, E.1
  • 5
    • 0033798919 scopus 로고    scopus 로고
    • Tandem Mass Spectrometry: Dissociation of Ions by Collisional Activation
    • A. K. Shukla, J. H. Futrell,. Tandem Mass Spectrometry: Dissociation of Ions by Collisional Activation. J. Mass Spectrom. 2000, 35, 1069.
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1069
    • Shukla, A.K.1    Futrell, J.H.2
  • 6
    • 0034716216 scopus 로고    scopus 로고
    • The Changing Impact of the Collision-Induced Decomposition of Ions in Mass Spectrometry
    • K. R. Jennings,. The Changing Impact of the Collision-Induced Decomposition of Ions in Mass Spectrometry. Int. J. Mass Spectrom. 2000, 200, 479.
    • (2000) Int. J. Mass Spectrom. , vol.200 , pp. 479
    • Jennings, K.R.1
  • 9
    • 0037099128 scopus 로고    scopus 로고
    • Surface-Induced Dissociation in a Fourier Transform Ion Cyclotron Resonance Mass Spectrometer: Instrument Design and Evaluation
    • J. Laskin, E. V. Denisov, A. K. Shukla, S. E. Barlow, J. H. Futrell,. Surface-Induced Dissociation in a Fourier Transform Ion Cyclotron Resonance Mass Spectrometer: Instrument Design and Evaluation. Anal. Chem. 2002, 74, 3255.
    • (2002) Anal. Chem. , vol.74 , pp. 3255
    • Laskin, J.1    Denisov, E.V.2    Shukla, A.K.3    Barlow, S.E.4    Futrell, J.H.5
  • 11
    • 0027997748 scopus 로고
    • Infrared Multiphoton Dissociation of Large Multiply Charged Ions for Biomolecule Sequencing
    • D. P. Little, J. P. Speir, P. B. O'Connor, F. W. McLafferty,. Infrared Multiphoton Dissociation of Large Multiply Charged Ions for Biomolecule Sequencing. Anal. Chem. 1994, 66, 2809.
    • (1994) Anal. Chem. , vol.66 , pp. 2809
    • Little, D.P.1    Speir, J.P.2    O'Connor, P.B.3    McLafferty, F.W.4
  • 12
    • 14744271540 scopus 로고    scopus 로고
    • Activation of Large Ions in FT-ICR Mass Spectrometry
    • J. Laskin, J. H. Futrell,. Activation of Large Ions in FT-ICR Mass Spectrometry. Mass Spectrom. Rev. 2005, 24, 135.
    • (2005) Mass Spectrom. Rev. , vol.24 , pp. 135
    • Laskin, J.1    Futrell, J.H.2
  • 13
    • 34447528868 scopus 로고    scopus 로고
    • Reaction Products in Mass Spectrometry Elucidated with Infrared Spectroscopy
    • N. C. Polfer, J. Oomens,. Reaction Products in Mass Spectrometry Elucidated with Infrared Spectroscopy. Phys. Chem. Chem. Phys. 2007, 9, 3804.
    • (2007) Phys. Chem. Chem. Phys. , vol.9 , pp. 3804
    • Polfer, N.C.1    Oomens, J.2
  • 14
    • 0027918082 scopus 로고
    • Fragmentation of Protonated Peptides: Surface-Induced Dissociation in Conjunction with a Quantum Mechanical Approach
    • A. L. McCormack, Á. Somogyi, A. R. Dongré, V. H. Wysocki,. Fragmentation of Protonated Peptides: Surface-Induced Dissociation in Conjunction with a Quantum Mechanical Approach. Anal. Chem. 1993, 65, 2859.
    • (1993) Anal. Chem. , vol.65 , pp. 2859
    • McCormack, A.L.1    Somogyi, Á.2    Dongré, A.R.3    Wysocki, V.H.4
  • 15
    • 0001595008 scopus 로고
    • The Effect of Protonation Site on Bond Strengths in Simple Protonated Peptides: Application of Ab Initio and MNDO Bond Orders and MNDO Energy Partitioning
    • Á. Somogyi, V. H. Wysocki, I. Mayer,. The Effect of Protonation Site on Bond Strengths in Simple Protonated Peptides: Application of Ab Initio and MNDO Bond Orders and MNDO Energy Partitioning. J. Am. Soc. Mass Spectrom. 1994, 5, 704.
    • (1994) J. Am. Soc. Mass Spectrom. , vol.5 , pp. 704
    • Somogyi, Á.1    Wysocki, V.H.2    Mayer, I.3
  • 16
    • 0029810698 scopus 로고    scopus 로고
    • Influence of Peptide Composition, Gas-Phase Basicity, and Chemical Modification on Fragmentation Efficiency: Evidence for the Mobile Proton Model
    • A. R. Dongré, J. L. Jones, Á. Somogyi, V. H. Wysocki,. Influence of Peptide Composition, Gas-Phase Basicity, and Chemical Modification on Fragmentation Efficiency: Evidence for the Mobile Proton Model. J. Am. Chem. Soc. 1996, 118, 8365.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 8365
    • Dongré, A.R.1    Jones, J.L.2    Somogyi, Á.3    Wysocki, V.H.4
  • 17
    • 0032828711 scopus 로고    scopus 로고
    • Fragmentation of Protonated Oligopeptides XLDVLQ (X-L, H, K or R) by Surface Induced Dissociation: Additional Evidence for the 'Mobile Proton' Model
    • C. Gu, Á. Somogyi, V. H. Wysocki, K. F. Medzihradszky,. Fragmentation of Protonated Oligopeptides XLDVLQ (X-L, H, K or R) by Surface Induced Dissociation: Additional Evidence for the 'Mobile Proton' Model. Anal. Chim. Acta 1999, 397, 247.
    • (1999) Anal. Chim. Acta , vol.397 , pp. 247
    • Gu, C.1    Somogyi, Á.2    Wysocki, V.H.3    Medzihradszky, K.F.4
  • 18
    • 0033538311 scopus 로고    scopus 로고
    • Influence of Secondary Structure on the Fragmentation of Protonated Peptides
    • G. Tsaprailis, H. Nair, Á. Somogyi, V. H. Wysocki,. Influence of Secondary Structure on the Fragmentation of Protonated Peptides. J. Am. Soc. Mass Spectrom. 1999, 121, 5142.
    • (1999) J. Am. Soc. Mass Spectrom. , vol.121 , pp. 5142
    • Tsaprailis, G.1    Nair, H.2    Somogyi, Á.3    Wysocki, V.H.4
  • 19
    • 0034501099 scopus 로고    scopus 로고
    • Mobile and Localized Protons: A Framework for Understanding Peptide Dissociation
    • V. H. Wysocki, G. Tsaprailis, L. L. Smith, L. A. Breci,. Mobile and Localized Protons: A Framework for Understanding Peptide Dissociation. J. Mass Spectrom. 2000, 35, 1399.
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1399
    • Wysocki, V.H.1    Tsaprailis, G.2    Smith, L.L.3    Breci, L.A.4
  • 20
    • 21844457685 scopus 로고    scopus 로고
    • Fragmentation Pathways of Protonated Peptides
    • B. Paizs, S. Suhai,. Fragmentation Pathways of Protonated Peptides. Mass Spectrom. Rev. 2005, 24, 508.
    • (2005) Mass Spectrom. Rev. , vol.24 , pp. 508
    • Paizs, B.1    Suhai, S.2
  • 21
    • 0345862097 scopus 로고    scopus 로고
    • Towards Understanding the Tandem Mass Spectra of Protonated Oligopeptides. 1: Mechanism of Amide Bond Cleavage
    • B. Paizs, S. Suhai,. Towards Understanding the Tandem Mass Spectra of Protonated Oligopeptides. 1: Mechanism of Amide Bond Cleavage. J. Am. Soc. Mass Spectrom. 2004, 15, 103.
    • (2004) J. Am. Soc. Mass Spectrom. , vol.15 , pp. 103
    • Paizs, B.1    Suhai, S.2
  • 22
    • 0026816653 scopus 로고
    • Some Proline Substituent Effects in the Tandem Mass Spectrum of Protonated Pentaalanine
    • B. L. Schwartz, M. M. Bursey,. Some Proline Substituent Effects in the Tandem Mass Spectrum of Protonated Pentaalanine. Biol. Mass Spectrom. 1992, 21, 92.
    • (1992) Biol. Mass Spectrom. , vol.21 , pp. 92
    • Schwartz, B.L.1    Bursey, M.M.2
  • 23
    • 0027692925 scopus 로고
    • Identification of the Facile Gas-Phase Cleavage of the Asp-Pro and Asp-Xxx Peptide Bonds in Matrix-Assisted Laser Desorption Time-of-Flight Mass Spectrometry
    • W. Yu, J. E. Vath, M. C. Huberty, S. A. Martin,. Identification of the Facile Gas-Phase Cleavage of the Asp-Pro and Asp-Xxx Peptide Bonds in Matrix-Assisted Laser Desorption Time-of-Flight Mass Spectrometry. Anal. Chem. 1993, 65, 3015.
    • (1993) Anal. Chem. , vol.65 , pp. 3015
    • Yu, W.1    Vath, J.E.2    Huberty, M.C.3    Martin, S.A.4
  • 24
    • 0001061499 scopus 로고
    • 2+ with Histidine-Containing Peptides
    • 2+ with Histidine-Containing Peptides. J. Am. Chem. Soc. 1995, 117, 11314.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 11314
    • Hu, P.1    Loo, J.A.2
  • 25
    • 0029823591 scopus 로고    scopus 로고
    • Probing the Proline Effect in CID of Protonated Peptides
    • T. Vaisar, J. Urban,. Probing the Proline Effect in CID of Protonated Peptides. J. Mass Spectrom. 1996, 31, 1185.
    • (1996) J. Mass Spectrom. , vol.31 , pp. 1185
    • Vaisar, T.1    Urban, J.2
  • 26
    • 0034695361 scopus 로고    scopus 로고
    • Refining the Model for Selective Cleavage at Acidic Residues in Arginine-Containing Protonated Peptides
    • G. Tsaprailis, Á. Somogyi, E. N. Nikolaev, V. H. Wysocki,. Refining the Model for Selective Cleavage at Acidic Residues in Arginine-Containing Protonated Peptides. Int. J. Mass Spectrom. 2000, 195/196, 467.
    • (2000) Int. J. Mass Spectrom. , vol.195-196 , pp. 467
    • Tsaprailis, G.1    Somogyi, Á.2    Nikolaev, E.N.3    Wysocki, V.H.4
  • 27
    • 0035860202 scopus 로고    scopus 로고
    • The Exploitation of Selective Cleavage of Singly Protonated Peptide Ions Adjacent to Aspartic Acid Residues Using a Quadrupole Orthogonal Time-of-Flight Mass Spectrometer Equipped with a Matrix-Assisted Laser Desorption/Ionization Source
    • A. G. Sullivan, F. L. Brancia, R. Tyldesley, R. Bateman, K. Sidhu, S. J. Hubbard, S. G. Oliver, S. J. Gaskell,. The Exploitation of Selective Cleavage of Singly Protonated Peptide Ions Adjacent to Aspartic Acid Residues Using a Quadrupole Orthogonal Time-of-Flight Mass Spectrometer Equipped with a Matrix-Assisted Laser Desorption/Ionization Source. Int. J. Mass Spectrom. 2001, 210/211, 665.
    • (2001) Int. J. Mass Spectrom. , vol.210-211 , pp. 665
    • Sullivan, A.G.1    Brancia, F.L.2    Tyldesley, R.3    Bateman, R.4    Sidhu, K.5    Hubbard, S.J.6    Oliver, S.G.7    Gaskell, S.J.8
  • 28
    • 0036684103 scopus 로고    scopus 로고
    • The Influence of Histidine on Cleavage C-terminal to Acidic Residues in Doubly Protonated Tryptic Peptides
    • Y. Huang, V. H. Wysocki, D. L. Tabb, J. R. Yates III,. The Influence of Histidine on Cleavage C-terminal to Acidic Residues in Doubly Protonated Tryptic Peptides. Int. J. Mass Spectrom. 2002, 219, 233.
    • (2002) Int. J. Mass Spectrom. , vol.219 , pp. 233
    • Huang, Y.1    Wysocki, V.H.2    Tabb, D.L.3    Iii, R.Y.J.4
  • 29
    • 0037448091 scopus 로고    scopus 로고
    • Selective Cleavage at Internal Lysine Residues in Protonated vs. Metalated Peptides
    • M. M. Kish, C. Wesdemiotis,. Selective Cleavage at Internal Lysine Residues in Protonated vs. Metalated Peptides. Int. J. Mass Spectrom. 2003, 227, 191.
    • (2003) Int. J. Mass Spectrom. , vol.227 , pp. 191
    • Kish, M.M.1    Wesdemiotis, C.2
  • 30
    • 79952762453 scopus 로고    scopus 로고
    • The Role of Proton Bridges in Selective Cleavage of Ser-, Thr-, Cys-, Met-, Asp-, and Asn-Containing Peptides
    • Q. Zhang, B. Perkins, G. Tan, V. H. Wysocki,. The Role of Proton Bridges in Selective Cleavage of Ser-, Thr-, Cys-, Met-, Asp-, and Asn-Containing Peptides. Int. J. Mass Spectrom. 2011, 300, 108.
    • (2011) Int. J. Mass Spectrom. , vol.300 , pp. 108
    • Zhang, Q.1    Perkins, B.2    Tan, G.3    Wysocki, V.H.4
  • 31
    • 79955869424 scopus 로고    scopus 로고
    • Towards Understanding the Tandem Mass Spectra of Protonated Oligopeptides. 2: The Proline Effect in Collision-Induced Dissociation of Protonated Ala-Ala-Xxx-Pro-Ala (Xxx = Ala, Ser, Leu, Val, Phe, and Trp)
    • C. Bleiholder, S. Suhai, A. G. Harrison, B. Paizs,. Towards Understanding the Tandem Mass Spectra of Protonated Oligopeptides. 2: The Proline Effect in Collision-Induced Dissociation of Protonated Ala-Ala-Xxx-Pro-Ala (Xxx = Ala, Ser, Leu, Val, Phe, and Trp). J. Am. Soc. Mass Spectrom. 2011, 22, 1032.
    • (2011) J. Am. Soc. Mass Spectrom. , vol.22 , pp. 1032
    • Bleiholder, C.1    Suhai, S.2    Harrison, A.G.3    Paizs, B.4
  • 32
    • 84866655720 scopus 로고    scopus 로고
    • Tyrosine Deprotonation Yields Abundant and Selective Backbone Cleavage in Peptide Anions upon Negative Electron Transfer Dissociation and Ultraviolet Photodissociation
    • J. B. Shaw, A. R. Ledvina, X. Zhang, R. R. Julian, J. S. Brodbelt,. Tyrosine Deprotonation Yields Abundant and Selective Backbone Cleavage in Peptide Anions upon Negative Electron Transfer Dissociation and Ultraviolet Photodissociation. J. Am. Chem. Soc. 2012, 134, 15624.
    • (2012) J. Am. Chem. Soc. , vol.134 , pp. 15624
    • Shaw, J.B.1    Ledvina, A.R.2    Zhang, X.3    Julian, R.R.4    Brodbelt, J.S.5
  • 33
    • 84872358323 scopus 로고    scopus 로고
    • Selective Cleavage Enhanced by Acetylating the Side Chain of Lysine
    • L. Fu, T. Chen, G. Xue, L. Zu, W. Fang,. Selective Cleavage Enhanced by Acetylating the Side Chain of Lysine. J. Mass Spectrom. 2013, 48, 128.
    • (2013) J. Mass Spectrom. , vol.48 , pp. 128
    • Fu, L.1    Chen, T.2    Xue, G.3    Zu, L.4    Fang, W.5
  • 35
    • 84990637902 scopus 로고
    • Proton Affinity of Arginine Measured by the Kinetic Approach
    • Z. Wu, C. Fenselau,. Proton Affinity of Arginine Measured by the Kinetic Approach. Rapid Commun. Mass Spectrom. 1992, 6, 403.
    • (1992) Rapid Commun. Mass Spectrom. , vol.6 , pp. 403
    • Wu, Z.1    Fenselau, C.2
  • 36
    • 0031444782 scopus 로고    scopus 로고
    • Improving mass spectrometric sequencing of arginine-containing peptides by derivatization with acetylacetone
    • DOI 10.1002/(SICI)1096-9888(199712)32:12<1337::AID-JMS599>3.0.CO;2- X
    • S. Dikler, J. W. Kelly, D. H. Russell,. Improving Mass Spectrometric Sequencing of Arginine-containing Peptides by Derivatization with Acetylacetone. J. Mass Spectrom. 1997, 32, 1337-1349. (Pubitemid 28010109)
    • (1997) Journal of Mass Spectrometry , vol.32 , Issue.12 , pp. 1337-1349
    • Dikler, S.1    Kelly, J.W.2    Russell, D.H.3
  • 37
    • 78650340770 scopus 로고    scopus 로고
    • Conversion of Arginine to Ornithine for Improving the Fragmentation Pattern of Peptides Labeled with the N-Terminal Tris(2,4,6-Trimethoxyphenyl)- Phosphonium Group in Tandem Mass Spectrometry
    • H. Kuyama, C. Nakajima, T. Nakazawa, O. Nishimura,. Conversion of Arginine to Ornithine for Improving the Fragmentation Pattern of Peptides Labeled with the N-Terminal Tris(2,4,6-Trimethoxyphenyl)-Phosphonium Group in Tandem Mass Spectrometry. Anal. Methods 2010, 2, 1792.
    • (2010) Anal. Methods , vol.2 , pp. 1792
    • Kuyama, H.1    Nakajima, C.2    Nakazawa, T.3    Nishimura, O.4
  • 38
    • 82555174619 scopus 로고    scopus 로고
    • α-tris(2,4,6-trimethoxyphenyl)phosphonium- acetylated Peptides by Tandem Mass Spectrometry
    • α- tris(2,4,6-trimethoxyphenyl)phosphonium-acetylated Peptides by Tandem Mass Spectrometry. Anal. Methods 2011, 3, 2829-2835.
    • (2011) Anal. Methods , vol.3 , pp. 2829-2835
    • Kuyama, H.1    Nakajima, C.2    Nakazawa, T.3    Nishimuram, O.4
  • 39
    • 0034506736 scopus 로고    scopus 로고
    • The role of nucleophile-electrophile interactions in the unimolecular and bimolecular gas-phase ion chemistry of peptides and related systems
    • DOI 10.1002/1096-9888(200012)35:12<1377::AID-JMS83>3.0.CO;2-7
    • R. A. J. O'Hair,. The Role of Nucleophilie-Electrophile Interactions in the Unimolecular and Bimolecular Gas-Phase Ion Chemistry of Peptides and Related Systems. J. Mass Spectrom. 2000, 35, 1377-1381. (Pubitemid 32063643)
    • (2000) Journal of Mass Spectrometry , vol.35 , Issue.12 , pp. 1377-1381
    • O'Hair, R.A.J.1
  • 41
    • 33646586062 scopus 로고    scopus 로고
    • Alternately Pulsed Nano-electrospray Ionization/Atmospheric Pressure Chemical Ionization for Ion/Ion Reactions in an Electrodynamic Ion Trap
    • X. Liang, Y. Xia, S. A. McLuckey,. Alternately Pulsed Nano-electrospray Ionization/Atmospheric Pressure Chemical Ionization for Ion/Ion Reactions in an Electrodynamic Ion Trap. Anal. Chem. 2006, 78, 3208.
    • (2006) Anal. Chem. , vol.78 , pp. 3208
    • Liang, X.1    Xia, Y.2    McLuckey, S.A.3
  • 42
    • 0141450231 scopus 로고    scopus 로고
    • Mass Selective Axial Ion Ejection from a Linear Quadrupole Ion Trap
    • F. A. Londry, J. W. Hager,. Mass Selective Axial Ion Ejection from a Linear Quadrupole Ion Trap. J. Am. Soc. Mass Spectrom. 2003, 14, 1130.
    • (2003) J. Am. Soc. Mass Spectrom. , vol.14 , pp. 1130
    • Londry, F.A.1    Hager, J.W.2
  • 43
    • 84987046987 scopus 로고
    • Chemical Ionization Mass Spectra of Amino Acids and Derivatives. Occurrence and Fragmentation of Ion-Molecule Reaction Products
    • P. A. Leclercq, D. M. Desiderio,. Chemical Ionization Mass Spectra of Amino Acids and Derivatives. Occurrence and Fragmentation of Ion-Molecule Reaction Products. Org. Mass Spectrom. 1973, 7, 515-533.
    • (1973) Org. Mass Spectrom. , vol.7 , pp. 515-533
    • Leclercq, P.A.1    Desiderio, D.M.2
  • 44
    • 0345920957 scopus 로고
    • Reactions of Protonated Diamino Acids in the Gas Phase
    • R. J. Weinkam,. Reactions of Protonated Diamino Acids in the Gas Phase. J. Org. Chem. 1978, 43, 2581-2586.
    • (1978) J. Org. Chem. , vol.43 , pp. 2581-2586
    • Weinkam, R.J.1
  • 45
    • 0024287314 scopus 로고
    • A Study of the Positive and Negative Ion Fast Atom Bombardment Mass Spectra of α-Amino Acids
    • W. Kulik, W. Heerma,. A Study of the Positive and Negative Ion Fast Atom Bombardment Mass Spectra of α-Amino Acids. Biomed. Environ. Mass Spectrom. 1988, 15, 419-427.
    • (1988) Biomed. Environ. Mass Spectrom. , vol.15 , pp. 419-427
    • Kulik, W.1    Heerma, W.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.