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PubMed1997

Effects of melatonin in isolated rat papillary muscle.

Melatonin (N-acetyl-5-methoxytryptamine), the principal hormone of the vertebral pineal gland, elicits several neurobiological effects. However, the effects of melatonin on cardiac muscle are still unknown. The first goal of the study was to investigate the role of melatonin on myocardial contractility in isolated rat papillary muscle using dose-response curves to melatonin, to isoproterenol and calcium either in the presence or in the absence of melatonin (0.3 nM). Response curves to isoproterenol were additionally performed in the presence of melatonin plus the specific receptor antagonist N-acetyltryptamine (10 microM); the adenylate-cyclase stimulator forskolin (10 microM) was also used. Melatonin has no direct inotropic effect in isolated rat papillary muscle but counteracts isoproterenol but not [Ca2+] effects. In fact, the EC50 for isoproterenol was significantly higher in the presence than in the absence of melatonin (p < 0.001). This anti-adrenergic action occurs through an interaction to a specific cardiac receptor. Forskolin-stimulated adenylate cyclase induced an increase of contractile force (+118 +/- 25%) which was reduced in the presence of melatonin (+26 +/- 10%; p < 0.01). In conclusion, we found that melatonin possess anti-adrenergic effect in isolated rat papillary muscle. This phenomenon was abolished in the presence of its receptor antagonist N-acetyl-tryptamine demonstrating that melatonin operates through a specific cardiac receptor. The reduction of contractility increase, induced by forskolin-stimulated adenylate cyclase, shows that melatonin may act through a reduction of cyclic AMP accumulation.

Adenylyl Cyclases↗
PubMed1996

Exogenous motilin stimulates endogenous release of motilin through cholinergic muscarinic pathways in the dog.

BACKGROUND & AIMS: Exogenous motilin is believed to stimulate endogenous release of motilin, but this has not been studied in detail. The aim of this study was to investigate whether and by what mechanism exogenous motilin stimulates endogenous release of motilin in the dog. METHODS: Gastric and duodenal contractile activity in conscious dogs was monitored by chronically implanted force transducers. Plasma canine motilin (c-motilin) concentrations in response to exogenous porcine motilin (p-motilin) were determined by specific radioimmunoassay for c-motilin. The release of motilin from motilin cells obtained from canine duodenal mucosa was studied in vitro using a perifusion system. RESULTS: In vitro, c-motilin release was stimulated by carbachol but not by p-motilin, and the carbachol-induced c-motilin release was inhibited by atropine. In vivo, exogenous p-motilin stimulated endogenous c-motilin release and gastric and duodenal phase III-like contractions; this motilin-induced motilin release was inhibited by atropine, hexamethonium, and a 5-hydroxy-tryptamine 3 receptor antagonist. CONCLUSIONS: In the dog, exogenous motilin stimulates endogenous motilin release through muscarinic receptors on motilin-producing cells via preganglionic pathways involving 5-hydroxytryptamine 3 receptors.

Amino Acid Sequence↗
PubMed2000

Liquid chromatographic determination of biogenic amines in fermented foods after derivatization with 3,5-dinitrobenzoyl chloride.

The reagent 3,5-dinitrobenzoyl chloride (DNBZ-Cl) was tested for pre-column derivatization of biogenic amines (BAs). Samples were derivatized within 3 min in 1 M NaOH at ambient temperature by adding 2-propanole and 50 mM DNBZ-Cl in acetonitrile. The reaction was terminated by addition of 2 M HCl. For high-performance liquid chromatography an encapsulated stationary reversed-phase and gradient elution using a ternary gradient system were used. The DNBZ derivatives were quantified by their UV-absorption at 260 nm. The structures of the derivatives were elucidated using coupling of HPLC with electrospray ionization mass spectrometry. Detection limits of BAs were approximately 124-864 microg l(-1) (injected amounts 203-1410 pg) at a signal-to-noise ratio of 3:1. The coefficients of determination were 0.989-0.996, with the exceptions of cadaverine (0.976) and serotonin (0.965). The method was applied to the quantitative determination of agmatine, cadaverine, histamine, octopamine, 2-phenylethylamine, putrescine, serotonin, spermidine, spermine, tryptamine and tyramine, in fermented cabbage juices, soy sauces, Misos (soy pastes), fermented fish sauces, and anchovy paste.

Biogenic Amines↗
PubMed1977

The van urk-Salkowski reagent--a sensitive and specific chromogenic reagent for silica gel thin-layer chromatographic detection and identification of indole derivatives.

The chromogenic reagent described has been tested with seventy-nine indole derivatives and found to be very sensitive and indole-specific. The lower limit of detection on silica gel thin-layer plates was between 25 and 50 ng for most indoles. Phenols and hydroxy-, and amino-benzoic acids, hydroxy-, and methoxy-cinnamic acids did not yield chromophores with the exception of p-amino-benzoic acid and p-hydroxy-cinnamic acid which gave yellow and pink chromophores at concentrations greater than 1 and 2 mug. Although many of the C-3 substituted indoles such as indole-3-acetic acid and tryptamine had colors in the reddish-violet-blue color region, most exhibited sufficient color differentiation to allow their identification by thin-layer chromatography. The procedure was simple and required only 10 min from the time of spraying the thin-layer plate until full color development was reached. The colors had a wide spectral range from yellow of the indole-3-glyoxylamide chromophore to blue of the melatonin chromophore, and were extremely stable.

Benzaldehydes↗
PubMed1988

High-performance liquid chromatography of biogenic amines, derivatized with 9-fluorenylmethyl chloroformate.

A procedure was elaborated for the analysis of three biogenic amines posing a considerable health hazard. The method takes advantage of the characteristics of the 9-fluorenylmethyl chloroformate (FMOC) derivative, namely specificity, stability and compatibility for either fluorescence or UV-absorbance detection. The FMOC-tyramine derivative was probably adsorbed to labware when acetone served as the solvent for FMOC. Methanol, substituted for acetone, removed this problem. Excellent linearity was obtained with standard solutions of tyramine, tryptamine and phenylethylamine. Meat samples, spiked with the mentioned amines, also showed good linearity. Perchloric acid was chosen for deproteinization, as potassium perchlorate may be eliminated on neutralization. Histamine failed to react with FMOC or was not detected under the test conditions.

Animals↗
PubMed1983

Analysis of serotonin and derivatives by reversed-phase ion-pair partition chromatography with fluorometric and electrochemical detection.

A flexible and efficient system is described for reversed-phase ion-pair partition-chromatographic analysis of serotonin, its precursors tryptophan and 5-hydroxytryptophan, its main metabolite 5-hydroxyindoleacetic acid, and tryptamine. The chromatographic system consists of tri-n-butylphosphate as stationary phase and buffered water-methanol mixtures, containing perchlorate, as mobile phases. Retention can be selectively influenced by means of the pH, the perchlorate concentration, and the methanol content of the mobile phase, as well as the temperature of the phase system. The compounds of interest can be separated within 10 min and no interference from catecholamines and derivatives was observed. Compared with electrochemical detection, fluorometric detection yielded more favourable detection limits and was more selective when supernatants of brain tissue homogenates were directly injected. Both detection systems showed inadequate selectivity if urine samples were directly injected, but 5-hydroxyindoleacetic acid could readily be assayed.

Animals↗
PubMed1988

Detection by high-performance liquid chromatography of polyamines formed by clostridial putrefaction of caseins.

Casein incorporated in building materials is degraded by species of alkali-tolerant Clostridia. A whole range of compounds have previously been detected in degraded building materials containing casein as an additive by gas chromatography (GC), including volatile and non-volatile organic acids, alcohols, ketones, aldehydes and monoamines. Using high-performance liquid chromatography (HPLC) it was possible, however, also to detect polyamines formed in degraded caseins. Histamine, agmatine, serotonine, tyramine, tryptamine, putrescine and cadaverine were detected in solutions containing casein in which the alkali-tolerant Clostriadia had been grown. Uninoculated, sterile incubated caseins contained no detectable amounts of polyamines. This gives clear evidence of the role of the biotic environment in the degradation of caseins. A combination of GC and HPLC therefore, provides a convenient set of techniques for studying the degradation products of casein.

Caseins↗
PubMed1988

Liquid chromatographic procedures for the analysis of compounds in the serotonergic and octopamine pathways of lobster hemolymph.

High-performance liquid chromatography, with serial electrochemical and ultraviolet detectors, was used with a reduced activity catecholamine C18 column to separate and quantify compounds important in the serotonergic and octopamine pathways in lobster hemolymph. The chromatographic mobile phase was composed of potassium dihydrogenphosphate buffer, trichloroacetic acid, sodium dodecyl sulfate, the sodium salt of ethylenedinitrilotetraacetic acid and the organic solvents, acetonitrile and methanol. The compounds serotonin, 5-hydroxyindoleacetic acid, tryptophan, 5-hydroxytryptophan, tryptamine, melatonin, octopamine and tyrosine were well resolved within 13 min. Good electrode maintenance, the use of a silica gel precolumn and careful sample preparation were necessary to give a stable baseline, high resolution of these compounds and reproducibility of retention times and peak heights. The electrochemical detector extended the range of detection to the picogram level. Because of the instability of the solutes and of the chromatographic baseline, sample preparation procedures were investigated. Deproteinization with ammonium sulfate gave the best recovery of the compounds of interest and the most stable baseline with the electrochemical detector. Peaks in the hemolymph were characterized by addition of standards, dual detection (electrochemical and ultraviolet) and the enzyme peak shift technique. With this methodology, important endogenous neurohormones in the hemolymph of lobsters can be quantitatively determined with respect to the molt cycle.

Animals↗
PubMed1988

Determination of 5-hydroxytryptamine and 5-hydroxyindoleacetic acid in plasma by direct injection in coupled-column liquid chromatography with electrochemical detection.

A method is described that allows determination of 5-hydroxytryptamine (5-HT) and 5-hydroxyindoleacetic acid (5-HIAA) in platelet-poor human blood plasma after direct injection of 50-100 microliters of plasma into a coupled-column liquid chromatographic system. The chromatographic system comprised an enrichment column and two separation columns with different selectivity properties. The samples were injected into the C18 enrichment column, which was eluted with a buffer solution as the mobile phase. 5-HT, 5-HIAA and the internal standard 5-hydroxy-N-methyl-tryptamine (5-HMT) were then desorbed by a stronger mobile phase and flushed into a cation exchanger, which separated 5-HT and 5-HMT. 5-HIAA passed straight through and was switched to a C18 column where it was retarded. After 5-HT and 5-HMT had been eluted from the cation exchanger and detected, the eluate from the C18 column was directed to the detector and 5-HIAA was determined. Basic plasma levels, about 4 nM for 5-HT and 30 nM for 5-HIAA, were measured with a relative standard deviation of about 5%.

Animals↗
PubMed1984

High-performance liquid chromatographic detection and quantitation of amines in must and wine.

Three fluorigenic reagents were tried in order to increase the sensitivity of the detection of various amines. The derivatives formed were then used to develop a reversed-phase high-performance liquid chromatographic (HPLC) procedure for the separation of at least five amines. Dns-C1 and fluorescamine were rejected. The chromatogram of Dns-amines from red wine was overcrowded with unidentifiable peaks. It was then postulated that ammonia or phenol derivatives or other by-products of the Dns derivatization reaction interfered with the separation of amines. Fluorescamine, although it produced highly fluorescent derivatives, had the drawback of reacting with di- and polyamines to give more than one derivative and this interfered with the resolution. o-Phthaldialdehyde (OPT) was used successfully for the derivatization of amines in red must and wine. The method involved the reaction of amines with OPT in the presence of mercaptoethanol followed by extraction of the derivatives with ethyl acetate. A reversed-phase HPLC system was developed for the separation of OPT derivatives of agmatine, cadaverine, ethanolamine, histamine, phenylethylamine, putrescine, tryptamine, tyramine, spermine and spermidine within 40 min.

Amines↗
PubMed1983

Determination of mono-, di- and polyamines in foods using a single-column amino acid auto-analyzer.

A fully automated, rapid and sensitive method was developed to analyze fourteen different biogenic amines in food. Using a Technicon C4 ion-exchange resin column (20 m X 0.5 cm), adapted to an automatic Technicon TSM amino acid analyzer, the following amines were separated and quantified: adrenaline, noradrenaline, 1,3-diaminopropane, putrescine, cadaverine, histamine, spermidine, dopamine, spermine, agmatine, tyramine, serotonin, phenethylamine and tryptamine. Five buffers were required to elute the amines using a gradient of pH from 5.6 to 12.7; the column temperature was maintained at 65 degrees C. The method was also assayed on ground beef, cheese and wine samples. Amines from cheese and ground beef samples were extracted with 0.6 M perchloric acid. No extraction of wine samples was necessary.

Animals↗
PubMed1987

Simultaneous extraction and quantitation of several bioactive amines in cheese and chocolate.

A method is described for simultaneous extraction and quantitation of the amines 2-phenylethylamine, tele-methylhistamine, histamine, tryptamine, m- and p-tyramine, 3-methoxytyramine, 5-hydroxytryptamine, cadaverine, putrescine, spermidine and spermine. This method is based on extractive derivatization of the amines with a perfluoroacylating agent, pentafluorobenzoyl chloride, under basic aqueous conditions. Analysis was done on a gas chromatograph equipped with an electron-capture detector and a capillary column system. The procedure is relatively rapid and provides derivatives with good chromatographic properties. Its application to analysis of the above amines in cheese and chocolate products is described.

Amines↗
PubMed2003

Determination of biogenic amines by 3-(2-furoyl)quinoline-2-carboxaldehyde and capillary electrophoresis with laser-induced fluorescence detection.

Micellar electrokinetic capillary chromatography with laser-induced fluorescence detection was applied to the determination of biogenic amines including putrescine, histamine, cadaverine, tyramine, tryptamine, 2-phenylethylamine, spermine, and spermidine. A fluorogenic derivatization reagent, 3-(2-furoyl)quinoline-2-carboxaldehyde, was successfully used to fluorescently label these biogenic amines. Different variables that affect derivatization (derivatization reagent concentration, reaction time and temperature) and separation (buffer concentration, addition of organic modifiers and sodium deoxycholate concentration) were studied. The linearities within concentration ranges of up to two orders of magnitudes were achieved for those species with correlation coefficients from 0.9967 to 0.9992. The detection limits (signal to noise = 3) of biogenic amines can reach 5 x 10(-10) mol l(-1), which are equivalent to or better than the detection limits obtained by other analytical methods of biogenic amines. As a preliminary application, this method has been successfully employed to determine biogenic amines in the extract of tobacco leaf.

Biogenic Amines↗
PubMed2003

Determination of biogenic amines as their benzoyl derivatives after cloud point extraction with micellar liquid chromatographic separation.

The advantages of micellar cloud point extraction combined with a surfactant-assisted separation in a HPLC system are presented as a method for the effective separation and determination of nine biogenic amines in fish substrates. Benzoyl derivatives of the amines are extracted inside the micelles of a non-ionic surfactant, Triton X-114, and separated with gradient elution micellar liquid chromatography. Quantification was performed by measuring the UV absorbance of the benzene ring at 254 nm. Detection limits of the nine biogenic amines were in the vicinity of 0.01 mg l(-1) which are approximately 10 times lower than those of the conventional method (HPLC-UV) and 100 times lower than those of micellar electrokinetic capillary chromatography. The correlation coefficients of determinations were 0.9911-0.9996. The method was applied for the determination of putrescine, cadaverine, agmatine, tyramine, tryptamine, phenylethylamine, spermine, spermidine and histamine in trout samples. Recovery of the proposed method ranged from 95 to 103.5%.

Animals↗
PubMed1998

Liquid chromatography of aromatic amines with photochemical derivatization and tris(bipyridine)ruthenium(III) chemiluminescence detection.

We have shown by flow injection that tris(bipyridyl)ruthenium(III) [Ru(bpy)3(3+)] chemiluminescence (CL) detection of some aromatic amines can be enhanced by on-line photochemical derivatization. Two of the aromatic amino acids, tryptophan, and tyrosine as well as the peptide phenylalanine-alanine and other primary aromatic amines such as L-dopa, phentermine, and tryptamine upon irradiation with UV light are found to give an increased CL signal on the order of 4-9 times that for nonirradiated compounds. For benzylamine, phenethylamine, and phenylalanine, the improved CL detectability upon photolysis is about 15-16 times better. Chemiluminescence detection limits of the photolyzed compounds are generally 2-20 pmol, significantly better than those by UV-Vis detection at 254 nm. GC-MS work has been done to identify the products of some of the photolysis reactions and explain the enhanced CL detectability. The fact that other aromatic amines without a one or two carbon spacer from the aromatic ring to the amine group such as aniline, m- and p-phenylenediamine, and N,N'-dimethylaniline did not show any CL signal improvement upon irradiation with UV light suggests that there is some selectivity in the reaction. CL detection of aromatic amino acids after on-line photochemical derivatization and HPLC has been shown.

2,2'-Dipyridyl↗
PubMed1999

Determination of biogenic amines by capillary electrophoresis.

A method for determining biogenic amines in food using micellar electrokinetic capillary chromatography has been developed. Derivatization of the amines was performed with AccQ (6-aminoquinolyl-N-hydroxysuccinimidyl carbamate; Waters, Milford, MA, USA) reagent. The influence of buffer composition on the separation (including pH, SDS concentration and various additives) was investigated. The separation of seven biogenic amines (histamine, tyramine, tryptamine, spermine, spermidine, cadaverine and putrescine) could be achieved within 25-30 min with good repeatability. The biogenic amine profiles in three different food samples (wine, salami and chive) were determined and quantitated.

Acetonitriles↗
PubMed2000

Optimization of chromatographic parameters for the determination of biogenic amines in wines by reversed-phase high-performance liquid chromatography.

A method suitable for the determination of eight biogenic amines (histamine, tyramine, phenylethylamine, tryptamine, cadaverine, putrescine, spermidine and spermine) in wines has been developed. The method involves derivatization of the amines by treatment with dabsyl chloride, after which the derivates were analysed by reversed-phase liquid chromatography with gradient elution and spectrophotometric detection at 446 nm. Different variables affecting separation were optimized. Validation of the method included calibration experiments, the addition of standards amines for the determination of recovery and repeatability tests. Good linearity of the responses was obtained up to 500 microg l(-1), except for putrescine (up to 2100 microg l(-1)). The detection limits ranged between 10 and 60 microg l(-1) for standard solutions. The method was successfully applied to the analysis of five Spanish wines.

Biogenic Amines↗
PubMed1996

Effect of serotonergic blockade on calf pulmonary function after the intravenous administration of 3-methylindole.

This study was designed to investigate whether 3-methylindole (3-Mi), a tryptamine analogue, could cause pulmonary injury in calves other than by cytotoxicity. Injection of 3-Mi resulted in a marked increase of respiratory rate, decrease of tidal volume and increase in minute ventilation. Pulmonary mechanics values were also profoundly affected, lung dynamic compliance being reduced to approximately one-third of its baseline value and total pulmonary resistance being increased two-fold. Arterial oxygen partial pressure was dramatically reduced. Successive challenges with 3-Mi after physiological saline pretreatment resulted in quantitatively identical alterations of pulmonary function values. Conversely, all these ventilatory, mechanical and gas exchange changes were abolished by pretreatment with serotonergic antagonists. It was concluded that intravenous administration of 3-Mi to healthy calves induced immediate and reversible bronchoconstriction which affected both central and peripheral airways. Because the effect was abolished by pretreatment with antiserotonin drugs, it is suggested that 3-Mi acts either directly by stimulating serotonergic receptors or indirectly through the release of serotonin from platelets. Current concepts of the physiopathological cascade underlying the toxicity of 3-Mi should, therefore, be re-evaluated in the light of this pharmacological mechanism.

Analysis of Variance↗