Detection of biogenic amines in pet food ingredients by RP‐HPLC with automated dansyl chloride derivatization

Learey, Jessica J.; Crawford‐Clark, Shona; Bowen, Benjamin J.; Barrow, Colin J.; Adcock, Jacqui L.

doi:10.1002/jssc.201800455

Cited by 23 publications

(23 citation statements)

References 23 publications

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“…These internal standards were not commercially available for the investigated analytes, but their possession of nucleophilic primary amine functional groups allowed for the use of CIL as an internal standardization strategy. Additional benefits of derivatizing hydrophilic analytes with hydrophobic moieties, such as benzoyl or dansyl groups, include greater RPLC retention and improved ESI‐MS sensitivity [37–40]. The use of BzCl as a derivatizing agent for CIL had previously been effectively demonstrated for analytes possessing a variety of nucleophilic functional groups including primary and secondary amines, phenols, thiols, and some alcohols [37,41,42].…”

Section: Resultsmentioning

confidence: 99%

Quantitative analysis of γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline in HeLa cells using UHPLC‐MS/MS

Thacker

Pennathur

2021

J of Separation Science

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γ‐Glutamylpeptides have been identified as potential biomarkers for a number of diseases including cancer, diabetes, and liver disease. In this study, we developed and validated a novel quantitative analytical strategy for measuring γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline, all of which have been previously reported as potential biomarkers for prostate cancer in HeLa cells using ultra‐high‐performance liquid chromatography‐tandem mass spectrometry. A BEH C18 column was used as the stationary phase. Mobile phase A was 99:1 water:formic acid and mobile phase B was acetonitrile. Chemical isotope labeling using benzoyl chloride was used as the internal standardization strategy. Sample preparation consisted of the addition of water to a frozen cell pellet, sonication, derivatization, centrifugation, and subsequent addition of an internal standard solution. The method was validated for selectivity, accuracy, precision, linearity, and stability. The determined concentrations of γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline in HeLa cells were 1.92 ± 0.06, 10.8 ± 0.4, and 1.96 ± 0.04 pmol/mg protein, respectively. In addition, the qualitative analysis of these analytes in human serum was achieved using a modified sample preparation strategy. To the best of our knowledge, this is the first report of the use of benzoyl chloride for chemical isotope labeling for metabolite quantitation in cells.

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Section: Resultsmentioning

confidence: 99%

Quantitative analysis of γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline in HeLa cells using UHPLC‐MS/MS

Thacker

Pennathur

2021

J of Separation Science

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“…Biogenic amines, in which polyamines are included, are low molecular weight organic compounds sourced externally in pet food or raw ingredients (Learey et al . 2018 ) or internally by e.g. intestinal microbiota, pancreatic-biliary secretions and dead intestinal cells (Ramos-Molina et al .…”

Section: Discussionmentioning

confidence: 99%

Supplemental selenium source on gut health: insights on fecal microbiome and fermentation products of growing puppies

Pereira

Pinna

Biagi

et al. 2020

FEMS Microbiology Ecology

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Selenium is an essential trace element that can modulate the gut microbiome with an impact on host health. The present study aimed to evaluate the effects of organic (selenium-enriched yeast) vs inorganic (sodium selenite) selenium source on fecal end-fermentation products and gut microbiome of puppies from 20 to 52 weeks of age. Alpha and beta diversity of the gut bacterial community were affected by age but not by gender or selenium source. The relative abundance of taxa was differently affected by age, and the DNA concentration of all selected bacterial groups increased with age, although total volatile fatty acids (VFA), acetate, propionate, caproate, and lactate concentrations decreased. Organic selenium was associated with a higher concentration of total VFA, propionate, and butyrate, a higher number of DNA copies of Lactobacillus, and a trend to lower DNA copies of Escherichia coli. Effects on fecal microbiome during growth differed with selenium source. Females had higher fecal end-fermentation products related to protein degradation, whereas males had higher DNA concentration of Bifidobacterium. Organic selenium might be beneficial over inorganic for dog food supplementation due to the positive modulation of the gut microbiome observed in puppies.

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“…The development of analytical methods for the detection of amines such as biogenic amines (BAs) has attracted considerable attention due to their critical analytes present in pharmaceutical, agricultural and food processing effluents [1–21] . BAs are biologically active monoamines or polyamines which are naturally produced in the human cells by the removal of the alpha carboxylic functional group present in the amino acid during an enzymatic reaction.…”

Section: Introductionmentioning

confidence: 99%

Phenanthridine‐Based Donor/Acceptor Fluorescent Dyes: Synthesis, Photophysical Properties and Fluorometric Sensing of Biogenic Primary Amines

et al. 2021

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Synthesis of two new and straight forward phenanthridine based fluorophores (PA1 and PA2) have been described. The molecular structure of PA1 and PA2 was confirmed by spectroscopic studies (1 H NMR, 13 C NMR and HRMS). The dyes are further characterized by comprehensive photophysical study, and their data are critically analyzed. The fluorescence properties of these DÀ A chromophores are highly influenced by the position of the hydroxyl substitution and the solvent polarity. These probes exhibited an arsenal of advantageous features such as higher Stokes shift values and appreciable photostability. Compounds PA1 and PA2 are found to be indicating fluorescent ratiometric detection towards primary amines (PAs) with high selectivity and sensitivity. With this background, sensing of PAs was extended to biogenic amines as they have primary amine functionality. As expected, these fluorophores have excellent detection ability towards neurotransmitters, such as dopamine (DA) and serotonin (SN) with a low limit of detection (LOD) such as 1.61 nM and 0.31 nM respectively. The sensing mechanism of the probe PA1 with PAs are based on the nucleophilic addition and confirmed through investigation by 1 H NMR titration, mass analysis and theoretical calculations. Moreover, sensor probe PA1 based test paper strip was developed, which could detect DA conveniently when visualized under 365 nm UV lamp.

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Detection of biogenic amines in pet food ingredients by RP‐HPLC with automated dansyl chloride derivatization

Cited by 23 publications

References 23 publications

Quantitative analysis of γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline in HeLa cells using UHPLC‐MS/MS

Quantitative analysis of γ‐glutamylisoleucine, γ‐glutamylthreonine, and γ‐glutamylvaline in HeLa cells using UHPLC‐MS/MS

Supplemental selenium source on gut health: insights on fecal microbiome and fermentation products of growing puppies

Phenanthridine‐Based Donor/Acceptor Fluorescent Dyes: Synthesis, Photophysical Properties and Fluorometric Sensing of Biogenic Primary Amines

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