Application of hydrophilic interaction liquid chromatography/comparative taste dilution analysis for identification of a bitter inhibitor by a combinatorial approach based on Maillard reaction chemistry

Journal of Agricultural and Food Chemistry

Volumn 53, Issue 23, 2005, Pages 9165-9171

  Soldo, Tomislav ^a   Hofmann, Thomas ^b  

^a DEUTSCHE FORSCHUNGSANSTALT FÜR LEBENSMITTELCHEMIE   (Germany)

^b UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

Alapyridaine; Bitter blocker; Bitter inhibitor; Hydrophilic interaction liquid chromatography; Maillard reaction; Pyridinium betaine; Taste dilution analysis

Indexed keywords

ALANINE; ALAPYRIDAINE; BETAINE; DRUG DERIVATIVE; PYRIDINE DERIVATIVE; PYRIDINIUM DERIVATIVE;

ARTICLE; CHEMISTRY; COMPARATIVE STUDY; GLYCATION; HYDROPHOBICITY; LIQUID CHROMATOGRAPHY; METHODOLOGY; SYNTHESIS; TASTE;

ALANINE; BETAINE; CHROMATOGRAPHY, LIQUID; HYDROPHOBICITY; MAILLARD REACTION; PYRIDINES; PYRIDINIUM COMPOUNDS; TASTE;

EID: 28444438931     PISSN: 00218561     EISSN: None     Source Type: Journal    
DOI: 10.1021/jf051701o     Document Type: Article

References (12)

1. Hofmann, T.; Ho, C. T.; Pickenhagen, W. Challenges in taste research: Present knowledge and future implications. In Challenges in Taste Chemistry and Biology; Hofmann, T., Ho, C. T., Pickenhagen, W., Eds.; ACS Symposium Series 867; American Chemical Society: Washington, DC, 2004; pp 1-24.
2. Ming, D.; Ninomiya, Y.; Margolskee, R. F. Blocking taste receptor activation of gustducin inhibits gustatory responses to bitter compounds. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 9903-9908.
3. McGregor, R. A.; Gravina, S. A. Nucleotide compounds that block the bitter taste of oral compositions. U.S. Pat. Appl. 20020177576, 2002.
4. Guadagni, D. G.; Horowitz, R. M.; Gentili, B.; Maier, V. P. Methods of reducing bitterness in citrus juices. U.S. Patent 4031265, 1977.
5. Guadagni, D. G.; Horowitz, R. M.; Gentili, B.; Maier, V. P. Method of reducing bitterness and off-after-taste. U.S. Patent 4154862, 1979.
6. Ottinger, H.; Soldo, T.; Hofmann, T. Discovery and structure determination of a novel Maillard-derived sweetness enhancer by application of the comparative taste dilution analysis (cTDA). J. Agric. Food Chem. 2003, 51, 1035-1041.
7. Soldo, T.; Blank, I.; Hofmann, T. (+)-(S)-Alapyridaine - A general taste enhancer? Chem. Senses 2003, 28, 371-379.
8. Ottinger, H.; Hofmann, T. Identification of the taste enhancer Alapyridaine in beef broth and evaluation of its sensory impact by taste reconstitution experiments. J. Agric. Food Chem. 2003, 51, 6791-6796.
9. Frank, O.; Ottinger, H.; Hofmann, T. Characterization of an intense bitter-tasting 1H,4H-quinolizinium-7-olate by application of the taste dilution analysis, a novel bioassay for the screening and identification of taste-active compounds in foods. J. Agric. Food Chem. 2001, 49, 231-238.
10. Bufe, B.; Hofmann, T.; Krautwurst, D.; Raguse, J.-D.; Meyerhof W. The human T2R16 receptor mediates bitter taste in response to bitter β-glycosides. Nat. Genet. 2002, 32, 397-401.
11. Kuhn, Ch.; Bufe, B.; Winnig, M.; Hofmann, T.; Frank, O.; Beherns, M.; Lewtschenko, T.; Slack, J. P.; Ward, C. D.; Meyerhof W. Bitter taste receptors for saccharin and acesulfame K. J. Neurosci. 2004, 24, 10260-10265.
12. Villard, R.; Robert, F.; Blank, I.; Bernardinelli, G.; Soldo, T.; Hofmann T. Racemic and enantiopure synthesis and physicochemical characterization of the novel taste enhancer N-(1-carboxyethyl)-6-hydroxymethyl-pyridinium-3-ol inner salt. J. Agric. Food Chem. 2003, 51, 4040-4045.