Identification of Selected Metabolites of Skatole in Plasma and Urine from Pigs

During investigation of the kinetics of skatole in pigs, it was observed that some pigs, which are poor metabolizers of skatole (3-methylindole), are incapable of forming a metabolite named MII. This lead to the hypothesis that incidents of boar taint in Danish pigs could at least be due partly to p...

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Published inJournal of agricultural and food chemistry Vol. 45; no. 6; pp. 2332 - 2340
Main Authors Bæk, Camilla, Hansen-Møller, Jens, Friis, Christian, Cornett, Claus, Hansen, Steen H
Format Journal Article
LanguageEnglish
Published Washington, DC American Chemical Society 01.06.1997
Subjects
Animal productions
Biological and medical sciences
BOAR TAINT
BOARS
CHEMICAL STRUCTURE
CITOCROMO P450
CYTOCHROME P450
DEFAUT DE FLAVEUR
DEFECTO DE SABOR
ESPECTROMETRIA
ESTRUCTURA QUIMICA
Fundamental and applied biological sciences. Psychology
METABOLISM
METABOLISME
METABOLISMO
OFF FLAVOURS
SKATOLE METABOLISM
SPECTRAL DATA
SPECTROMETRIE
SPECTROMETRY
STRUCTURE CHIMIQUE
Terrestrial animal productions
VERRACO
VERRAT
Vertebrates
Volatile compound
Urine
Biological fluid
Metabolite
HPLC chromatography
Male
NMR spectrometry
Metabolism
Off-flavours
Blood plasma
Pig
Vertebrata
Mammalia
Meat animals
Analytical method
Qualitative analysis
Artiodactyla
Indole derivatives
Mass spectrometry
Ungulata
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Summary:During investigation of the kinetics of skatole in pigs, it was observed that some pigs, which are poor metabolizers of skatole (3-methylindole), are incapable of forming a metabolite named MII. This lead to the hypothesis that incidents of boar taint in Danish pigs could at least be due partly to polymorphism in one of the P-450 isoenzymes responsible for the oxidative metabolism of skatole. To further investigate the metabolism of skatole in pigs, selected metabolites of skatole were isolated and identified. Three major metabolites of skatole were isolated from urine from pigs given [14C]skatole (5 mg/kg). The metabolites were identified using mass spectroscopy (MS) and nuclear magnetic resonance (NMR) spectroscopy as 6-sulfatoxyskatole (MII), 3-hydroxy-3-methyloxindole (MIII), and the mercapturate adduct of skatole, 3-[(N-acetylcysteine-S-yl)methyl]indole (MX). MII and MIII are found both in plasma and urine, MX is only found in urine. Keywords: Skatole; 3-methylindole; metabolism; pig
Bibliography:Q04
1997070176
L50
Abstract published in Advance ACS Abstracts, February 1, 1997.
istex:0035E89B6DC33494C1A8A2A3A1C4AE6450CE2B8F
ark:/67375/TPS-7HF14FL5-R
ISSN:0021-8561
1520-5118
DOI:10.1021/jf9605862