Liquid chromatography coupled with ultraviolet absorbance detection, electrospray ionization, collision-induced dissociation and tandem mass spectrometry on a triple quadrupole for the on-line characterization of polyphenols and methylxanthines in green coffee beans.
Rapid Commun Mass Spectrom. 2009 Feb; 23(3):363-83.RC

Abstract

Liquid chromatography coupled with a photodiode array detector, electrospray ionization, collision-induced dissociation and tandem mass spectrometry (LC-DAD/ESI-CID-MS/MS) on a triple quadrupole (QqQ) has been used to detect and characterize polyphenols and methylxanthines in green coffee beans: three phenolic acids (caffeic acid, ferulic acid and dimethoxycinnamic acid), three isomeric caffeoylquinic acids (M(r) 354), three feruloylquinic acids (M(r) 368), one p-coumaroylquinic acid (M(r) 338), three dicaffeoylquinic acids (M(r) 516), three feruloyl-caffeoylquinic acids (M(r) 530), four p-coumaroyl-caffeoylquinic acids (M(r) 500), three diferuloylquinic acids (M(r) 544), six dimethoxycinnamoyl-caffeoylquinic acids (M(r) 544), three dimethoxycinnamoyl-feruloylquinic acids (M(r) 558), six cinnamoyl-amino acid conjugates, three cinnamoyl glycosides, and three methylxanthines (caffeine, theobromine and theophylline). Dimethoxycinnamic acid, three isomers of dimethoxycinnamoyl-caffeoylquinic acids and another three of dimethoxycinnamoyl-feruloylquinic acids, as well as the three cinnamoyl glycosides, had not previously been reported in coffee beans. Structures have been assigned on the basis of the complementary information obtained from UV-visible spectra, relative hydrophobicity, scan mode MS spectra, and fragmentation patterns in MS(2) spectra (both in the positive and negative ion modes) obtained using a QqQ at different collision energies. A structure diagnosis scheme is provided for the identification of different isomers of polyphenols and methylxanthines.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Alonso-Salces RM

European Commission - Joint Research Centre, Institute for Health and Consumer Protection, Physical and Chemical Exposure Unit, Via Fermi 2, I-21020 Ispra, Italy. rosa-maria.alonso-salces@jrc.it

Guillou C

No affiliation info available

Berrueta LA

No affiliation info available

MeSH

Chromatography, High Pressure LiquidCoffeaFlavonoidsModels, ChemicalPhenolsPolyphenolsSeedsSensitivity and SpecificitySpectrometry, Mass, Electrospray IonizationTandem Mass SpectrometryXanthines

Pub Type(s)

Journal Article

Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

19127547

Citation

Alonso-Salces, Rosa Maria, et al. "Liquid Chromatography Coupled With Ultraviolet Absorbance Detection, Electrospray Ionization, Collision-induced Dissociation and Tandem Mass Spectrometry On a Triple Quadrupole for the On-line Characterization of Polyphenols and Methylxanthines in Green Coffee Beans." Rapid Communications in Mass Spectrometry : RCM, vol. 23, no. 3, 2009, pp. 363-83.

Alonso-Salces RM, Guillou C, Berrueta LA. Liquid chromatography coupled with ultraviolet absorbance detection, electrospray ionization, collision-induced dissociation and tandem mass spectrometry on a triple quadrupole for the on-line characterization of polyphenols and methylxanthines in green coffee beans. Rapid Commun Mass Spectrom. 2009;23(3):363-83.

Alonso-Salces, R. M., Guillou, C., & Berrueta, L. A. (2009). Liquid chromatography coupled with ultraviolet absorbance detection, electrospray ionization, collision-induced dissociation and tandem mass spectrometry on a triple quadrupole for the on-line characterization of polyphenols and methylxanthines in green coffee beans. Rapid Communications in Mass Spectrometry : RCM, 23(3), 363-83. https://doi.org/10.1002/rcm.3884

Alonso-Salces RM, Guillou C, Berrueta LA. Liquid Chromatography Coupled With Ultraviolet Absorbance Detection, Electrospray Ionization, Collision-induced Dissociation and Tandem Mass Spectrometry On a Triple Quadrupole for the On-line Characterization of Polyphenols and Methylxanthines in Green Coffee Beans. Rapid Commun Mass Spectrom. 2009;23(3):363-83. PubMed PMID: 19127547.

* Article titles in AMA citation format should be in sentence-case

TY - JOUR T1 - Liquid chromatography coupled with ultraviolet absorbance detection, electrospray ionization, collision-induced dissociation and tandem mass spectrometry on a triple quadrupole for the on-line characterization of polyphenols and methylxanthines in green coffee beans. AU - Alonso-Salces,Rosa Maria, AU - Guillou,Claude, AU - Berrueta,Luis A, PY - 2009/1/8/entrez PY - 2009/1/8/pubmed PY - 2009/3/7/medline SP - 363 EP - 83 JF - Rapid communications in mass spectrometry : RCM JO - Rapid Commun Mass Spectrom VL - 23 IS - 3 N2 - Liquid chromatography coupled with a photodiode array detector, electrospray ionization, collision-induced dissociation and tandem mass spectrometry (LC-DAD/ESI-CID-MS/MS) on a triple quadrupole (QqQ) has been used to detect and characterize polyphenols and methylxanthines in green coffee beans: three phenolic acids (caffeic acid, ferulic acid and dimethoxycinnamic acid), three isomeric caffeoylquinic acids (M(r) 354), three feruloylquinic acids (M(r) 368), one p-coumaroylquinic acid (M(r) 338), three dicaffeoylquinic acids (M(r) 516), three feruloyl-caffeoylquinic acids (M(r) 530), four p-coumaroyl-caffeoylquinic acids (M(r) 500), three diferuloylquinic acids (M(r) 544), six dimethoxycinnamoyl-caffeoylquinic acids (M(r) 544), three dimethoxycinnamoyl-feruloylquinic acids (M(r) 558), six cinnamoyl-amino acid conjugates, three cinnamoyl glycosides, and three methylxanthines (caffeine, theobromine and theophylline). Dimethoxycinnamic acid, three isomers of dimethoxycinnamoyl-caffeoylquinic acids and another three of dimethoxycinnamoyl-feruloylquinic acids, as well as the three cinnamoyl glycosides, had not previously been reported in coffee beans. Structures have been assigned on the basis of the complementary information obtained from UV-visible spectra, relative hydrophobicity, scan mode MS spectra, and fragmentation patterns in MS(2) spectra (both in the positive and negative ion modes) obtained using a QqQ at different collision energies. A structure diagnosis scheme is provided for the identification of different isomers of polyphenols and methylxanthines. SN - 0951-4198 UR - https://www.unboundmedicine.com/medline/citation/19127547/Liquid_chromatography_coupled_with_ultraviolet_absorbance_detection_electrospray_ionization_collision_induced_dissociation_and_tandem_mass_spectrometry_on_a_triple_quadrupole_for_the_on_line_characterization_of_polyphenols_and_methylxanthines_in_green_coffee_beans_ DB - PRIME DP - Unbound Medicine ER -

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