메뉴 건너뛰기




Volumn 12, Issue 4, 2006, Pages 235-245

Multi-stage collisionally-activated decomposition in an ion trap for identification of sequences, structures and bn → bn-1 fragmentation pathways of protonated cyclic peptides

Author keywords

Collisionally activated decomposition; Cyclic peptides; Fragmentation pathways; Sequencing; Tandem mass spectrometry

Indexed keywords

CYCLOPEPTIDE; DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; PEPTIDE FRAGMENT; PROTON;

EID: 33750950500     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.815     Document Type: Article
Times cited : (5)

References (34)
  • 1
    • 0041475925 scopus 로고    scopus 로고
    • The cyclization of peptides and depsipeptides
    • doi: 10.1002/psc.491
    • J.S. Davies, "The cyclization of peptides and depsipeptides", J. Peptide Sci. 9, 471 (2003). doi: 10.1002/psc.491
    • (2003) J. Peptide Sci. , vol.9 , pp. 471
    • Davies, J.S.1
  • 3
    • 0029782186 scopus 로고    scopus 로고
    • Progress in the discovery of biosynthetic anticancer drugs
    • doi: 10.1021/np9604386
    • G.R. Pettit, "Progress in the Discovery of Biosynthetic Anticancer Drugs", J. Nat. Prod. 59, 812 (1996). doi: 10.1021/np9604386
    • (1996) J. Nat. Prod. , vol.59 , pp. 812
    • Pettit, G.R.1
  • 4
    • 0028297115 scopus 로고
    • Antineoplastic agents. 278. Isolation and structure of Axinastatins 2 and 3 from a western caroline island marine sponge
    • doi: 10.1021/jm00034a014
    • G.R. Pettit, F. Gao, R.L. Cerny, D.L. Doubek, L.P. Tackett, J.M. Schmidt and J. Chapuis, "Antineoplastic agents. 278. Isolation and structure of Axinastatins 2 and 3 from a western caroline island marine sponge", J. Med. Chem. 37, 1165 (1994). doi: 10.1021/jm00034a014
    • (1994) J. Med. Chem. , vol.37 , pp. 1165
    • Pettit, G.R.1    Gao, F.2    Cerny, R.L.3    Doubek, D.L.4    Tackett, L.P.5    Schmidt, J.M.6    Chapuis, J.7
  • 5
    • 0033472947 scopus 로고    scopus 로고
    • Multistep tandem mass spectrometry for sequencing cyclic peptides in an ion-trap mass spectrometer
    • doi: 10.1016/S1044-0305(99)00049-5
    • L.C.M. Ngoka and M.L. Gross, "Multistep tandem mass spectrometry for sequencing cyclic peptides in an ion-trap mass spectrometer", J. Am. Soc. Mass Spectrom. 10, 732 (1999). doi: 10.1016/S1044-0305(99)00049-5
    • (1999) J. Am. Soc. Mass Spectrom. , vol.10 , pp. 732
    • Ngoka, L.C.M.1    Gross, M.L.2
  • 6
    • 0033426504 scopus 로고    scopus 로고
    • A nomenclature system for labeling cyclic peptide fragments
    • doi: 10.1016/S1044-0305(99)00006-9
    • L.C.M. Ngoka and M.L. Gross, "A nomenclature system for labeling cyclic peptide fragments", J. Am. Soc. Mass Spectrom. 10, 360 (1999). doi: 10.1016/S1044-0305(99)00006-9
    • (1999) J. Am. Soc. Mass Spectrom. , vol.10 , pp. 360
    • Ngoka, L.C.M.1    Gross, M.L.2
  • 7
    • 0000459823 scopus 로고    scopus 로고
    • Sodium-directed selective cleavage of lactones: A method for structure determination of cyclodepsipeptides
    • doi: 10.1016/S1387-3806(98)14248-3
    • L.C.M. Ngoka, M.L. Gross and P.L. Toogood, "Sodium-directed selective cleavage of lactones: a method for structure determination of cyclodepsipeptides", Int. J. Mass Spectrom. 182/183, 289 (1999). doi: 10.1016/S1387-3806(98)14248-3
    • (1999) Int. J. Mass Spectrom. , vol.182-183 , pp. 289
    • Ngoka, L.C.M.1    Gross, M.L.2    Toogood, P.L.3
  • 8
    • 0034614305 scopus 로고    scopus 로고
    • Multistep collisionally activated decomposition in an ion trap for the determination of the amino-acid sequence and gas-phase ion chemistry of lithium-coordinated valinomycin
    • doi: 10.1016/S1387-3806(99)00192-X
    • L.C.M. Ngoka and M.L. Gross, "Multistep collisionally activated decomposition in an ion trap for the determination of the amino-acid sequence and gas-phase ion chemistry of lithium-coordinated valinomycin", Int. J. Mass Spectrom. 194, 247 (2000). doi: 10.1016/S1387-3806(99)00192-X
    • (2000) Int. J. Mass Spectrom. , vol.194 , pp. 247
    • Ngoka, L.C.M.1    Gross, M.L.2
  • 9
    • 0033951136 scopus 로고    scopus 로고
    • Location of alkali metal binding sites in endothelin a selective receptor antagonists, cyclo(D-Trp-D-Asp-Pro-D-Val-Leu) and cyclo(D-Trp-D-Asp-Pro-D-Ile- Leu), from multistep collisionally activated decompositions
    • doi: 10.1002/(SICI)1096-9888(200002)35:2<265::AID-JMS946>3.0.CO;2-#
    • L.C.M. Ngoka and M.L. Gross, "Location of alkali metal binding sites in endothelin a selective receptor antagonists, cyclo(D-Trp-D-Asp-Pro-D-Val- Leu) and cyclo(D-Trp-D-Asp-Pro-D-Ile-Leu), from multistep collisionally activated decompositions", J. Mass Spectrom. 35, 265 (2000). doi: 10.1002/(SICI)1096-9888(200002)35:2<265::AID-JMS946>3.0.CO;2-#
    • (2000) J. Mass Spectrom. , vol.35 , pp. 265
    • Ngoka, L.C.M.1    Gross, M.L.2
  • 10
    • 0038142335 scopus 로고    scopus 로고
    • Profiling of cyclic hexadepsipeptides roseotoxins synthesized in vitro and in vivo: A combined tandem mass spectrometry and quantum chemical study
    • doi: 10.1255/ejms.531
    • A. Jegorov, B. Paizs, M. Zabka, M. Kuzma, A.E. Giannakopulos, P.J. Derrick and V. Havlicek, "Profiling of cyclic hexadepsipeptides roseotoxins synthesized in vitro and in vivo: a combined tandem mass spectrometry and quantum chemical study", Eur. J. Mass Spectrom. 9, 105 (2003). doi: 10.1255/ejms.531
    • (2003) Eur. J. Mass Spectrom. , vol.9 , pp. 105
    • Jegorov, A.1    Paizs, B.2    Zabka, M.3    Kuzma, M.4    Giannakopulos, A.E.5    Derrick, P.J.6    Havlicek, V.7
  • 11
    • 4444250959 scopus 로고    scopus 로고
    • Extraribosomal cyclic tetradepsipeptides beauverolides: Profiling and modeling the fragmentation pathways
    • doi: 10.1002/jms.674
    • A. Jegorov, B. Paizs, M. Kuzma, M. Zabka, Z. Landa, M. Sulc, M.P. Barrow and V. Havlicek, "Extraribosomal cyclic tetradepsipeptides beauverolides: profiling and modeling the fragmentation pathways", J. Mass Spectrom. 39, 949 (2004). doi: 10.1002/jms.674
    • (2004) J. Mass Spectrom. , vol.39 , pp. 949
    • Jegorov, A.1    Paizs, B.2    Kuzma, M.3    Zabka, M.4    Landa, Z.5    Sulc, M.6    Barrow, M.P.7    Havlicek, V.8
  • 12
    • 10044232954 scopus 로고    scopus 로고
    • Electrospray mass spectrometry and tandem mass spectrometry of the natural mixture of cyclic peptides from linseed
    • doi: 10.1255/ejms.657
    • P. Stefanowicz, "Electrospray mass spectrometry and tandem mass spectrometry of the natural mixture of cyclic peptides from linseed", Eur. J. Mass Spectrom. 10, 665 (2004). doi: 10.1255/ejms.657
    • (2004) Eur. J. Mass Spectrom. , vol.10 , pp. 665
    • Stefanowicz, P.1
  • 13
    • 3242699876 scopus 로고    scopus 로고
    • "MS" characterization of protonated cyclic peptides and metal complexes
    • doi: 10.1016/j.jasms.2004.03.015
    • S.M. Williams and J.S. Brodbelt, "MS" characterization of protonated cyclic peptides and metal complexes", J. Am. Soc. Mass Spectrom. 15, 1039 (2004). doi: 10.1016/j.jasms.2004.03.015
    • (2004) J. Am. Soc. Mass Spectrom. , vol.15 , pp. 1039
    • Williams, S.M.1    Brodbelt, J.S.2
  • 14
    • 0032747894 scopus 로고    scopus 로고
    • Fragmentation and sequencing of cyclic peptides by matrix-assisted laser desorption/ionization post-source decay mass spectrometry
    • doi: 10.1002/(SICI)1097-0231(19991115)13:21<2174::AID-RCM771>3.0. CO;2-K
    • B. Schilling, W. Wang, J.S. McMurray, and K.F. Medzihradszky, "Fragmentation and sequencing of cyclic peptides by matrix-assisted laser desorption/ionization post-source decay mass spectrometry", Rapid Commun. Mass Spectrom. 13, 2174 (1999). doi: 10.1002/(SICI)1097-0231(19991115)13: 21<2174::AID-RCM771>3.0.CO;2-K
    • (1999) Rapid Commun. Mass Spectrom. , vol.13 , pp. 2174
    • Schilling, B.1    Wang, W.2    McMurray, J.S.3    Medzihradszky, K.F.4
  • 15
    • 0002227659 scopus 로고
    • Mass spectrometry of cyclic peptides
    • doi: 10.1002/mas.1280130104
    • K. Eckart, "Mass spectrometry of cyclic peptides", Mass Spectrom. Rev. 13, 23 (1994). doi: 10.1002/mas.1280130104
    • (1994) Mass Spectrom. Rev. , vol.13 , pp. 23
    • Eckart, K.1
  • 16
    • 2542498990 scopus 로고    scopus 로고
    • Mass spectrometric characterization of two novel inflammatory peptides from the venom of the social wasp Polybia paulista
    • doi: 10.1002/rcm.1452
    • B.M. Souza, M.R. Marques, D.M. Tomazela, M.N. Eberlin, M.A. Mendes and M.S. Palma, "Mass spectrometric characterization of two novel inflammatory peptides from the venom of the social wasp Polybia paulista", Rapid Commun. Mass Spectrom. 18, 1095 (2004). doi: 10.1002/rcm.1452
    • (2004) Rapid Commun. Mass Spectrom. , vol.18 , pp. 1095
    • Souza, B.M.1    Marques, M.R.2    Tomazela, D.M.3    Eberlin, M.N.4    Mendes, M.A.5    Palma, M.S.6
  • 18
    • 0023399896 scopus 로고
    • Characterization by tandem mass-spectrometry of structural modifications in proteins
    • K. Biemann and H.A. Scoble, "Characterization by tandem mass-spectrometry of structural modifications in proteins", Science 237, 992 (1987).
    • (1987) Science , vol.237 , pp. 992
    • Biemann, K.1    Scoble, H.A.2
  • 19
    • 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 nucleophile-electrophile interactions in the unimolecular and bimolecular gas-phase ion chemistry of peptides and related systems", J. Mass Spectrom. 35, 1377 (2000). doi: 10.1002/1096-9888(200012)35:12<1377:: AID-JMS83>3.0.CO;2-7
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1377
    • O'Hair, R.A.J.1
  • 20
    • 0034506737 scopus 로고    scopus 로고
    • Five-membered ring formation in unimolecular reactions of peptides: A key structural element controlling low-energy collision-induced dissociation of peptides
    • doi: 10.1002/1096-9888(200012)35:12<1382::AID-JMS84>3.0.CO;2-6
    • A. Schlosser and W.D. Lehmann, "Five-membered ring formation in unimolecular reactions of peptides: a key structural element controlling low-energy collision-induced dissociation of peptides", J. Mass Spectrom. 35, 1382 (2000). doi: 10.1002/1096-9888(200012)35:12<1382::AID-JMS84>3.0. CO;2-6
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1382
    • Schlosser, A.1    Lehmann, W.D.2
  • 21
    • 0034516862 scopus 로고    scopus 로고
    • Dissociation of the peptide bond in protonated peptides
    • doi: 10.1002/1096-9888(200012)35:12<1391:: AID-JMS85>3.0.CO;2-1
    • M.J. Polce, D. Ren and C. Wesdemiotis, "Dissociation of the peptide bond in protonated peptides", J. Mass Spectrom. 35, 1391 (2000). doi: 10.1002/1096-9888(200012)35:12<1391:: AID-JMS85>3.0.CO;2-1
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1391
    • Polce, M.J.1    Ren, D.2    Wesdemiotis, C.3
  • 22
    • 0034501099 scopus 로고    scopus 로고
    • Mobile and localized protons: A framework for understanding peptide dissociation
    • doi: 10.1002/1096-9888(200012)35:12<1399::AID-JMS86>3.0.CO;2-R
    • V.H. Wysocki, G. Tsaprailis, L.L. Smith and L.A. Breci, "Mobile and localized protons: a framework for understanding peptide dissociation", J. Mass Spectrom. 35, 1399 (2000). doi: 10.1002/1096-9888(200012)35:12<1399:: AID-JMS86>3.0.CO;2-R
    • (2000) J. Mass Spectrom. , vol.35 , pp. 1399
    • Wysocki, V.H.1    Tsaprailis, G.2    Smith, L.L.3    Breci, L.A.4
  • 23
    • 21844457685 scopus 로고    scopus 로고
    • Fragmentation pathways of protonated peptides
    • doi: 10.1002/mas.20024
    • B. Paizs and S. Suhai, "Fragmentation pathways of protonated peptides", Mass Spectrom. Rev. 24, 508 (2005). doi: 10.1002/mas.20024
    • (2005) Mass Spectrom. Rev. , vol.24 , pp. 508
    • Paizs, B.1    Suhai, S.2
  • 24
    • 0029805733 scopus 로고    scopus 로고
    • Ion chemistry of protonated lysine derivatives
    • doi: 10.1002/(SICI)1096-9888(199611)31:11<1237:: AID-JMS416>3.0. CO;2-P
    • T. Yalcin and A.G. Harrison, "Ion chemistry of protonated lysine derivatives", J. Mass Spectrom. 31, 1237 (1996). doi: 10.1002/(SICI)1096- 9888(199611)31:11<1237:: AID-JMS416>3.0.CO;2-P
    • (1996) J. Mass Spectrom. , vol.31 , pp. 1237
    • Yalcin, T.1    Harrison, A.G.2
  • 26
    • 0030861687 scopus 로고    scopus 로고
    • Novel peptide dissociation: Gas-phase intramolecular rearrangement of internal amino acid residues
    • doi: 10.1021/ja9640758
    • R.W. Vachet, B.M. Bishop, B.W. Erickson and G.L. Glish, "Novel peptide dissociation: Gas-phase intramolecular rearrangement of internal amino acid residues", J. Am. Chem. Soc. 119, 5481 (1997). doi: 10.1021/ja9640758
    • (1997) J. Am. Chem. Soc. , vol.119 , pp. 5481
    • Vachet, R.W.1    Bishop, B.M.2    Erickson, B.W.3    Glish, G.L.4
  • 27
    • 33750440226 scopus 로고    scopus 로고
    • Synthesis of heptapeptides and analysis of sequence by tandem ion trap mass spectrometry
    • doi: 10.2478/s11532-006-0004-6
    • C.X. Jia, W. Qi, Z.M. He, H.M. Yang and B. Qiao, "Synthesis of heptapeptides and analysis of sequence by tandem ion trap mass spectrometry", Cent. Eur. J. Chem. 4, 285 (2006). doi: 10.2478/s11532-006- 0004-6
    • (2006) Cent. Eur. J. Chem. , vol.4 , pp. 285
    • Jia, C.X.1    Qi, W.2    He, Z.M.3    Yang, H.M.4    Qiao, B.5
  • 28
    • 84987419408 scopus 로고
    • Proposal for a common nomenclature for sequence ions in mass spectra of peptides
    • P. Roepstorff and J. Fohlmann, "Proposal for a common nomenclature for sequence ions in mass spectra of peptides", Biomed. Mass Spectrom. 11, 601 (1984).
    • (1984) Biomed. Mass Spectrom. , vol.11 , pp. 601
    • Roepstorff, P.1    Fohlmann, J.2
  • 29
    • 84988129057 scopus 로고
    • Optimization of parameters for semi-empirical methods. 1. Method
    • doi: 10.1002/jcc.540100208
    • J.J.P. Stewart, "Optimization of parameters for semi-empirical methods. 1. Method", J. Comput. Chem. 10, 209 (1989). doi: 10.1002/jcc.540100208
    • (1989) J. Comput. Chem. , vol.10 , pp. 209
    • Stewart, J.J.P.1
  • 30
    • 0842341771 scopus 로고
    • Development and use of quantum mechanical molecular models. 76. AM1: A new general purpose quantum mechanical molecular model
    • doi: 10.1021/ja00299a024
    • M.J.S. Dewar, E.G. Zoebisch, E.F. Healy and J.J.P. Stewart, "Development and use of quantum mechanical molecular models. 76. AM1: a new general purpose quantum mechanical molecular model", J. Am. Chem. Soc. 107, 3902 (1985). doi: 10.1021/ja00299a024
    • (1985) J. Am. Chem. Soc. , vol.107 , pp. 3902
    • Dewar, M.J.S.1    Zoebisch, E.G.2    Healy, E.F.3    Stewart, J.J.P.4
  • 31
    • 0035860166 scopus 로고    scopus 로고
    • 2 ions have oxazolone structures? Multi-stage mass spectrometry and ab initio studies on protonated N-acyl amino acid methyl ester model systems
    • doi: 10.1016/S1387-3806(01)00421-3
    • 2 ions have oxazolone structures? Multi-stage mass spectrometry and ab initio studies on protonated N-acyl amino acid methyl ester model systems", Int. J. Mass Spectrom. 210/211, 71 (2001). doi: 10.1016/S1387-3806(01)00421-3
    • (2001) Int. J. Mass Spectrom. , vol.210-211 , pp. 71
    • Farrugia, J.M.1    O'Hair, R.A.J.2    Reid, G.E.3
  • 33
    • 2342517539 scopus 로고    scopus 로고
    • Fragmentation of protonated tripeptides: The proline effect revisited
    • doi: 10.1021/jp031093k
    • R.N. Grewal, H.E. Aribi, A.G. Harrison, K.W.M. Siu and A.C. Hopkinson, "Fragmentation of protonated tripeptides: The proline effect revisited", J. Phys. Chem. B 108, 4899 (2004). doi: 10.1021/jp031093k
    • (2004) J. Phys. Chem. B , vol.108 , pp. 4899
    • Grewal, R.N.1    Aribi, H.E.2    Harrison, A.G.3    Siu, K.W.M.4    Hopkinson, A.C.5
  • 34
    • 0035561190 scopus 로고    scopus 로고
    • Gln-Gly cleavage: Correlation between collision-induced dissociation and biological degradation
    • doi: 10.1016/S1044-0305(01)00210-0
    • A.P. Jonsson, T. Bergman, H. Jörnvall, W.J. Griffiths, P. Bratt and N. Strömberg, "Gln-Gly cleavage: Correlation between collision-induced dissociation and biological degradation", J. Am. Soc. Mass Spectrom. 12, 337 (2001). doi: 10.1016/S1044-0305(01)00210-0
    • (2001) J. Am. Soc. Mass Spectrom. , vol.12 , pp. 337
    • Jonsson, A.P.1    Bergman, T.2    Jörnvall, H.3    Griffiths, W.J.4    Bratt, P.5    Strömberg, N.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.