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1.
Mol Nutr Food Res ; 51(3): 301-6, 2007 Mar.
Article in English | MEDLINE | ID: mdl-17309117

ABSTRACT

Human metabolism of 2-ethylhexanoic acid (2-EHA), which is a known metabolite of important phthalates, was investigated using 2-EHA-contaminated food. The results of our studies reveal that the major catabolic pathway of 2-EHA in human is beta-oxidation. The dominant final urinary metabolite was identified and quantified as 3-oxo-2-ethylhexanoic acid (3-oxo-2-EHA), but only after immediate methylation of the extract from urine and prior to GC-MS analysis. Former studies without the precaution of immediate methylation had found 4-heptanone as the major metabolite, which is obviously an artifact arising from the decarboxylation of 3-oxo-2-EHA.


Subject(s)
Caproates/administration & dosage , Caproates/pharmacokinetics , Caproates/urine , Adult , Female , Food Contamination , Gas Chromatography-Mass Spectrometry , Humans , Kinetics , Magnetic Resonance Imaging , Male , Oxidation-Reduction
2.
J Agric Food Chem ; 52(7): 2042-6, 2004 Apr 07.
Article in English | MEDLINE | ID: mdl-15053549

ABSTRACT

The production of alcoholic beverages such as Tequila, Mezcal, whiskey, or beer includes the fermentation of a mash containing Maillard reaction products. Because excessive heating of the mash can lead to complications during the following fermentation step, the impact of Maillard products on the metabolism of Saccharomyces cerevisiae was investigated. For this purpose, fermentation was carried out in a model system in the presence and absence of Maillard reaction products and formation of ethanol served as a marker for the progression of fermentation. We found that increasing amounts of Maillard products reduced the formation of ethanol up to 80%. This effect was dependent on the pH value during the Maillard reaction, reaction time, as well as the carbohydrate and amino acid component used for the generation of Maillard reaction products. Another important factor is the pH value during fermentation: The inhibitory effect of Maillard products was not detectable at a pH of 4 and increased with higher pH-values. These findings might be of relevance for the production of above-mentioned beverages.


Subject(s)
Amino Acids/pharmacology , Carbohydrates/pharmacology , Fermentation/drug effects , Hot Temperature , Saccharomyces cerevisiae/metabolism , Alcoholic Beverages , Amino Acids/chemistry , Carbohydrates/chemistry , Ethanol/metabolism , Food Technology , Hydrogen-Ion Concentration , Maillard Reaction
3.
J Agric Food Chem ; 51(27): 8027-31, 2003 Dec 31.
Article in English | MEDLINE | ID: mdl-14690391

ABSTRACT

By use of extracts prepared by liquid-liquid separation of the volatiles from self-prepared juices of pineapple fruits (Ananas comosus) (n = 14) as well as commercial pineapple recovery aromas/water phases (n = 3), on-line capillary gas chromatography-isotope ratio mass spectrometry was employed in the combustion (C) and the pyrolysis (P) modes (HRGC-C/P-IRMS) to determine the delta(13)C(VPDB) and delta(2)H(VSMOW) values of selected pineapple flavor constituents. In addition to methyl 2-methylbutanoate 1, ethyl 2-methylbutanoate 2, methyl hexanoate 3, ethyl hexanoate 4, and 2,5-dimethyl-4-methoxy-3[2H]-furanone 5, each originating from the fruit, the delta(13)C(VPDB) and delta(2)H(VSMOW) data of commercial synthetic 1-5 and "natural" (biotechnologically derived) 1-4 were determined. With delta(13)C(VPDB) data of pineapple volatiles 1-4 varying from -12.8 to -24.4 per thousand, the range expected for CAM metabolism was observed. Compound 5 showed higher depletion from -20.9 to -28.6 per thousand. A similar situation was given for the delta(2)H(VSMOW) values of 3-5 from pineapple ranging from -118 to -191 per thousand, whereas 1 and 2 showed higher depleted values from -184 to -263 per thousand. In nearly all cases, analytical differentiation of 1-5 from pineapple and natural as well as synthetic origin was possible. In general, natural and synthetic 1-5 exhibited delta(13)C(VPDB) data ranging from -11.8 to -32.2 per thousand and -22.7 to -35.9 per thousand, respectively. Their delta(2)H(VSMOW) data were in the range from -242 to -323 per thousand and -49 to -163 per thousand, respectively.


Subject(s)
Ananas/chemistry , Chromatography, Gas/methods , Fruit/chemistry , Mass Spectrometry/methods , Butyrates/analysis , Caproates/analysis , Furans/analysis , Odorants/analysis , Plant Extracts/chemistry , Volatilization
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