Electrospray mass spectrometry and tandem mass spectrometry of the natural mixture of cyclic peptides from linseed

European Journal of Mass Spectrometry

Volumn 10, Issue 5, 2004, Pages 665-671

  Stefanowicz, Piotr ^a  

^a UNIVERSITY OF WROC AW   (Poland)

Author keywords

Collision induced dissociation; Cyclic peptides; Electrospray; Linseed; Neutral loss

Indexed keywords

CYCLOPEPTIDE; PLANT EXTRACT; PROLYLALANYLPHENYLALANYLPHENYLALANYLALANYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLALANYLPHENYLALANYLPHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLLEUCYLMETHIONYLLEUCYLVALYLPHENYLALANYLISOLEUCYLPHENYLALANINE; PROLYLPROLYLALANYLPHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYL DEXTRO PHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLISOLEUCYLLEUCYLLEUCYLTRYPTOPHYL METHIONINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYL THREONINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLLEUCYLISOLEUCYLISOLEUCYLTHREONYLVALINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLLEUCYLTHREONYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLTHREONYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLPHENYLALANYLPHENYLALANYLVALYLLEUCYLMETHIONYLISOLEUCYLLEUCINE; PROLYLPROLYLPHENYLALANYLTRYPTOPHYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; PROLYLPROLYLTRYPTOPHYLTRYPTOPHYLLEUCYLISOLEUCYLISOLEUCYLLEUCYLVALINE; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL STRUCTURE; DISSOCIATION; ELECTROSPRAY MASS SPECTROMETRY; FRAGMENTATION REACTION; LINSEED; OXIDATION; TANDEM MASS SPECTROMETRY;

AMINO ACID SEQUENCE; FLAX; LINSEED OIL; MOLECULAR SEQUENCE DATA; PEPTIDES, CYCLIC; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 10044232954     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.657     Document Type: Article

References (20)

1. H. Morita, A. Shishido, T. Matsumoto, H. Itokawa and K. Takeya, "Cyclolinopeptides B-E, New Cyclic Peptides from Linum usitatissimum", Tetrahedron 55, 967 (1999).
2. T. Matsumoto, A. Shishido, H. Morita, H. Itokawa and K. Takeya, "Cyclolinopeptides F-I, Cyclic Peptides from Linseed", Phytochemistry 57, 251 (2001).
3. Z. Wieczorek, B. Bengtson, J. Trojnar and I.Z. Siemion, "Immunosuppressive Activity of Cyclolinopeptide A", Peptide Res. 4, 275 (1991).
4. T.J. Gaymes, M. Cebrat, I.Z. Siemion and J.E. Kay, "Cyclolinopeptide A (CLA) Mediates its Immunosuppressive Activity through Cyclophilin-dependent Calcineurin Inactivation", FEBS Lett. 418, 224 (1997).
5. K. Ziegler, M. Frimmer, H. Kessler, I. Damm, V. Eiermann, S. Koll and J. Zarbock, "Modified Somatostatins as Inhibitors of a Multispecific Transport System for Bile Acids and Phallotoxins in Isolated Hepatocytes", Biochim. Biophys. Acta 845, 86 (1985).
6. A. Bell, P.M. McSteen, M. Cebrat, B. Picur and I.Z. Siemion, "Antimalarial Activity of Cyclolinopeptide A and its Analogues", Acta Pol. Pharm. 57, 134 (2000).
7. H. Kaufmann and A. Tobschirbel, "An Oligopeptide from Linseed", Chem. Ber. 92, 2805 (1959).
8. H. Morita, A. Shishido, T. Matsumoto, K. Takeya, H. Itokawa and T. Hirano, "A New Immunosuppressive Cyclic Nonapeptide, Cyclolinopeptide B from Linum Usitatissimum", Bioorg. Med. Chem. Lett. 7, 1269 (1997).
9. B. Picur, M. Lisowski and I.Z. Siemion, "A New Cyclinopeptide Containing Nonproteinaceous Amino Acid N-methyl-4-aminoproline", Lett. Pept. Sci. 5, 1839 (1998).
10. B. Picur, A. Brzezicka, P. Chliszcz, M. Cebrat, M. Lisowski, M. Olejarnik, P. Ruchała and I.Z. Siemion, "Cyclic Peptides from Different Flaxes", in Abstracts of 27th European Peptide Symposium, Sorrento, Italy (2002).
11. M. Wilm, G. Neubauer and M. Mann, "Parent Ion Scans of Unseparated Peptide Mixtures", Anal. Chem. 67, 527 (1997).
12. P. Stefanowicz, J.K. Prasain, K.F. Yeboah and Y. Konishi, "Detection and Partial Structure Elucidation of Basic Taxoids from Taxus Wallichiana by Electrospray Ionization Tandem Mass Spectrometry", Anal. Chem. 73, 3583 (2001).
13. S.H. Hoke, J.M. Wood, R.G. Cooks, X.H. Li and C. Chang, "Rapid Screening for Taxanes by Tandem Mass Spectrometry", Anal. Chem. 64, 2313 (1992).
14. J.W. Metzger, C. Kempter, K.H. Weismuller and G. Jung, "Electrospray Mass Spectrometry and Tandem Mass Spectrometry of Synthetic Multicomponent Peptide Mixtures: Determination of Composition and Purity", Anal. Biochem. 219, 261 (1994).
15. R.A.J. O'Hair and G.E. Reid, "Neighboring Group Versus Cis-Elimination Mechanisms for Side Chain Loss From Protonated Methionine, Methionine Sulfoxide and their Peptides", Eur. Mass Spectrom. 5, 325 (1999).
16. W. Mo, Y. Ma, T. Takao and T.A. Neubert, "Sequencing of Oxidized Methionine-containing Peptides for Protein Identification", Rapid Commun. Mass Spectrom. 14, 2080 (2000).
17. K. Eckart, "Mass Spectrometry of Cyclic Peptides", Mass Spectrom. Rev. 13, 23 (1994).
18. C. Govaterts, J. Orva, A.V. Shepadel, E. Roets and J. Hoogmartens, "Characterization of Polypeptide Antibiotics of the Polymyxin Series by Liquid Chromatography Electrospray Ionization Ion Trap Tandem Mass Spectrometry", J. Pept. Sci. 7, 45 (2002).
19. L.C.M. Ngoka and M.L. Gross, "Multistep Tandem Mass Spectrometry for Sequencing Cyclic Peptides in Ion-Trap Mass Spectrometer" J. Am. Soc. Mass Spectrom. 10, 372 (1999).
20. H.K. Nielsen, J. Loligerand and R.F. Hurrell, "Reactions of proteins with oxidizing lipids. 1. Analytical Measurements of Lipid Oxidation and of Amino Acid Losses in a Whey Protein - Methyl Linolenate Model System", Br. J. Nutr. 53, 61 (1985).