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1.
Meat Sci ; 213: 109497, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38508078

ABSTRACT

Mainly skatole and androstenone have so far been considered causative for boar taint. Using a mixed methods approach it is shown herein that 2-aminoacetophenone (AAP) affects human perception of pork, too. We explored the importance of AAP in four trials: (1) chemical analyses of 221 fat samples from boar carcasses revealed that AAP occurs, on average, in similar quantities as skatole while the levels of androstenone being four-fold. (2) ranking tests with mixtures of androstenone and/or skatole with AAP presented on smell strips to trained sensory assessors showed that AAP amplifies boar odour. In order to study AAP's importance in meat products, four experimental variants of Lyon type sausage were then produced: a control, a product with added skatole (0.075 µg/g fat tissue), with added AAP (0.075 µg/g fat tissue), and with addition of both compounds. (3) results of a consumer discrimination test panel (n = 71) showed that, when added to a sausage system, APP causes a sensory difference of similar size as skatole while the methodology chosen affects the effect size: tetrad tests proved to be more sensitive than duo trio difference tests, in the tetrad test a sensory difference expressed as d' (d-prime) of 1.0 was reached. (4) a hedonic consumer test (n = 121) finally revealed that APP decreased consumer liking of the APP-spiked sausage - even to a stronger extent than skatole. APP caused significant drops in smell, taste, mouth-feel, after-taste and overall liking in Lyoner. Overall the findings suggest that, in the context of pork meat, AAP is of similar olfactory importance as skatole.


Subject(s)
Acetophenones , Consumer Behavior , Meat Products , Odorants , Skatole , Animals , Meat Products/analysis , Humans , Skatole/analysis , Odorants/analysis , Male , Adult , Female , Swine , Middle Aged , Acetophenones/analysis , Taste , Young Adult , Androsterone/analysis , Smell , Androstenes/analysis
2.
J Agric Food Chem ; 66(10): 2403-2409, 2018 Mar 14.
Article in English | MEDLINE | ID: mdl-28029047

ABSTRACT

The aroma profile of porcine fat from tainted boars, female pigs, and castrated male pigs was investigated by application of comparative aroma extract dilution analysis (cAEDA) on a SAFE distillate of volatiles prepared from porcine back fat samples. The AEDA resulted in a total of 16 aroma active compounds for boar fat with flavor dilution (FD) factors ranging from 2 to 2048, whereas 12 aroma active compounds were found in fat of female pigs and 14 in fat of castrated male pigs, both with FD factors ranging from 2 to 32. Odor activity values (OAVs) of key components for each fat were identified: In boar fat androstenone, skatole, indole, and 2-aminoacetophenone showed highest OAVs, whereas 2,5-dimethylpyrazine, 2,4-decadienal, and δ-decalactone showed highest OAVs in fat of female pigs. Fat of castrated male pigs showed highest OAVs for skatole, indole, 1-octen-3-ol and methional. Finally, the off-flavor attributes of boar fat were successfully simulated by a recombinant of all odorants at their natural concentration level in deodorized sunflower oil.


Subject(s)
Fats/chemistry , Volatile Organic Compounds/chemistry , Animals , Female , Gas Chromatography-Mass Spectrometry , Indicator Dilution Techniques , Male , Odorants/analysis , Smell , Sus scrofa , Swine
3.
J Agric Food Chem ; 65(49): 10775-10780, 2017 Dec 13.
Article in English | MEDLINE | ID: mdl-29151343

ABSTRACT

2-Aminoacetophenone, a product of the hepatic 3-methylindole (skatole) clearance in pigs, contributes to the specific aroma of fat from tainted boar meat. Surprisingly, high formation rates for 2-aminoacetophenone from skatole in microsomal preparations from Pietrain × Baden-Württemberg hybrid type boars have been previously demonstrated, but the mechanism of this cytochrome P450-mediated reaction remained unknown. Therefore, microsomal fractions from boars were incubated with deuterium-labeled skatole and with possible reaction intermediates. 3-Methyloxindole and 3-hydroxy-3-methyloxindole were identified as degradation products of skatole en route to 2-aminoacetophenone. Additionally, the labeling studies provided further evidence for a cytochrome P450-mediated lyase reaction that leads to the cleavage of the indole heterocyclic ring system in 3-hydroxy-3-methyloxindole and demonstrated the involvement of several cytochrome P450-isoforms by employing isotopically sensitive branching experiments.


Subject(s)
Acetophenones/chemistry , Cytochrome P-450 Enzyme System/metabolism , Deuterium/analysis , Microsomes, Liver/metabolism , Skatole/chemistry , Animals , Catalysis , Gas Chromatography-Mass Spectrometry/methods , Guinea Pigs , Indoles/chemistry , Indoles/metabolism , Liver/metabolism , Meat , Oxindoles , Protein Isoforms/chemistry , Skatole/metabolism , Swine
4.
J Agric Food Chem ; 64(5): 1158-63, 2016 Feb 10.
Article in English | MEDLINE | ID: mdl-26804051

ABSTRACT

Skatole metabolites have been considered as putative contributors to boar taint. Recently, 2-aminoacetophenone, a volatile phase I skatole metabolite, was identified in back fat samples from boars of Pietrain × Baden-Württemberg hybrid type. This paper addresses the question of the physiological origin of the observed 2-aminoacetophenone in these pigs. Microsomal fractions from nine boars were isolated, and formation of skatole metabolites was subsequently analyzed by stable-isotope dilution analysis (SIDA) using headspace solid-phase microextraction gas chromatography-mass spectrometry (HS-SPME/GC-MS). Significant breed-related differences in phase I skatole metabolism were observed, explaining the high levels of 2-aminoacetophenone in Pietrain × Baden-Württemberg hybrid type boars.


Subject(s)
Acetophenones/metabolism , Skatole/metabolism , Sus scrofa/metabolism , Volatile Organic Compounds/chemistry , Acetophenones/chemistry , Animals , Breeding , Female , Hybridization, Genetic , Male , Molecular Structure , Skatole/chemistry , Sus scrofa/genetics , Swine , Volatile Organic Compounds/metabolism
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