Phenilpropanoate identification in young wheat plants by liquid chromatography/tandem mass spectrometry: Monomeric and dimeric compounds

Journal of Mass Spectrometry

Volumn 45, Issue 9, 2010, Pages 1026-1040

  Callipo, Luciano ^a   Cavaliere, Chiara ^a   Fuscoletti, Valentina ^a   Gubbiotti, Riccardo ^a   Samperi, Roberto ^a   Laganá, Aldo ^a  

^a SAPIENZA UNIVERSITY OF ROME   (Italy)

Author keywords

Hydroxycinnamates; Liquid chromatography; Phenilpropanoates; Shikimate pathway; Tandem mass spectrometry

Indexed keywords

CELL WALLS; COMPLEX STRUCTURE; DIMERIC COMPOUNDS; ELECTROSPRAY SOURCE; FERULATES; HYDROXYCINNAMATES; LINEAR ION TRAP; LIQUID CHROMATOGRAPHY/TANDEM MASS SPECTROMETRY; MASS SPECTRA; METABOLOMICS; MINOR COMPONENTS; PEAK AREA; PHENILPROPANOATES; PROTEIN ACTIVITY; QUADRUPOLES; REPRODUCIBILITIES; SHIKIMATE PATHWAY; SOLID-PHASE EXTRACTION; SYRINGIC ACID; TANDEM MASS SPECTROMETRY; WHEAT PLANTS;

CHROMATOGRAPHY; ESTERS; GENE EXPRESSION; HIGH PRESSURE LIQUID CHROMATOGRAPHY; HYDRATES; LIQUIDS; MASS SPECTROMETRY;

EXTRACTION;

1 DIHYDROXYSINAPATE; CAFFEIC ACID; CINNAMIC ACID; COUMARIC ACID; DEHYDRODIFERULATE; DIMER; FERULIC ACID; MONOMER; PHENILPROPANOATE; PHENOL DERIVATIVE; POLYFUNCTIONAL GROUP; PROPIONIC ACID DERIVATIVE; SINAPIC ACID; SYRINGIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CELL WALL; CHEMICAL ANALYSIS; DECARBOXYLATION; EXTRACTION; FREEZE DRYING; ION TRAP MASS SPECTROMETRY; LIQUID CHROMATOGRAPHY; METABOLOME; NONHUMAN; PHOTOCHEMISTRY; PLANT CELL; PRIORITY JOURNAL; REPRODUCIBILITY; SOLID PHASE EXTRACTION; TANDEM MASS SPECTROMETRY; WHEAT;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COUMARIC ACIDS; PHENYLPROPIONATES; REPRODUCIBILITY OF RESULTS; SHIKIMIC ACID; SOLID PHASE EXTRACTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; TANDEM MASS SPECTROMETRY; TRITICUM;

TRITICUM AESTIVUM;

EID: 77956831557     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1800     Document Type: Article

References (20)

1. J. Mann. Secondary Metabolism, Chapter 4, 2nd ed. Oxford Science publication, Clarendon Press: Oxford, 1987.
2. L. Saulnier, J.-F. Thibault. Ferulic acid and diferulic acids as components of sugar-beet pectins and maize bran heteroxylans. J. Sci. Food Agric. 1999, 79, 396.
3. T. Ishii. Structure and functions of feruloylated polysaccharides. Plant Sci. 1997, 127, 111.
4. J. Ralph, S. Quideau, J. H. Grabber, R. D. Hatfield. Identification and synthesis of new ferulic acid dehydrodimers present in grass cell walls. J. Chem. Soc. Perkin Trans. 1994, 23, 3485.
5. A. Renger, H. Steinhart. Ferulic acid dehydrodimers as structural elements in cereal dietary fibre. Eur. Food Res. Technol. 2000, 211, 422.
6. M. Bunzel, J. Ralph, J. M. Marita, H. Steinhart. Identification of 4-O-5′ coupled diferulic acid from insoluble cereal fiber. J. Agric. Food Chem. 2000, 48, 3166.
7. M. Bunzel, J. Ralph, J. M. Marita, R. D. Hatfield, H. Steinhart. Diferulates as structural components in soluble and insoluble cereal dietary fibre. J. Sci. Food Agric. 2001, 81, 653.
8. J. Ralph, M. Bunzel, J. M. Marita, R. D. Hatfield, F. Lu, H. Kim, P. F. Schatz, J. H. Grabber, H. Steinhart. Peroxidase-dependent cross-linking reactions of p-hydroxycinnamates in plant cell walls. Phytochem. Rev. 2004, 3, 79.
9. R. D. Hartley, W. H. Morrison, III, F. Balza, G. H. N. Towers. Substituted truxillic and truxinic acids in cell walls of Cynodon dactilon. Phytochemistry 1990, 29, 3699.
10. R. D. Hartley, W. H. Morrison, III, D. S. Himmelsbach, W. S. Borneman. Cross-linking of cell wall phenolic arabinoxylans in graminaceous plants. Phytochemistry 1990, 29, 3705.
11. M. Bunzel, J. Ralph, C. Funk, H. Steinhart. Structural elucidation of new ferulic acid-containing phenolic dimers and trimers isolated from maize bran. Tetrahedron Lett. 2005, 46, 5845.
12. M. Bunzel, J. Ralph, C. Funk, H. Steinhart. Isolation and identification of a ferulic acid dehydrotrimer fromsaponified maize bran insoluble fiber. Eur. Food Res. Technol. 2003, 217, 128.
13. M. Bunzel, J. Ralph, F. Brüning, H. Steinhart. Structural identification of dehydrotriferulic an dehydrotetraferulic acids isolated from insolublemaize bran fiber. J. Agric. Food Chem. 2006, 54, 640.
14. M. Bunzel, J. Ralph, H. Kim, F. Lu, J. M. Marita, R. D. Hatfield, H. Steinhart. Sinapate dehydrodimers and sinapate-ferulate heterodimers in cereal dietary fiber. J. Agric. Food Chem. 2003, 51, 1427.
15. A. C. Bily, A. J. Burt, A.-A. Ramputh, J. Livesey, C. Regnault-Roger, B. R. Philogène, J. T. Arnason. HPLC-PAD-APCI/MS assay of phenylpropanoids in cereals. Phytochem. Anal. 2004, 15, 9.
16. M. Bunzel, C. Funk, H. Steinhart. Semipreparative isolation of dehydrodiferulic and dehydrotriferulic acids as standard substances from maize bran. J. Sep. Sci. 2004, 27, 1080.
17. C. Cavaliere, P. Foglia, E. Pastorini, R. Samperi, A. Laganà. Identification and mass spectrometric characterization of glycosilated flavonoids in Triticum durum plants by High Performance Liquid Chromatography-Tandem Mass Spectrometry. Rapid Commun. Mass Spectrom. 2005, 19, 3143.
18. K. W. Waldrom, A. J. Parr, A. Ng, J. Ralph. Cell wall esterified phenolic dimers: identification and quantification by reverse phase high performance liquid chromatography and diode array detection. Phytochem. Anal. 1996, 7, 305.
19. J. H. Grabber, J. Ralph, R. D. Hatfield. Cross-linking of maize walls by ferulate dimerization and incorporation into lignin. J. Agric. Food Chem. 2000, 48, 6106.
20. O. Fiehn. Metabolomics - the link between genotypes and phenotypes. Plant Mol. Biol. 2002, 48, 155.