Spectrofluorometric determination of pharmaceuticals containing aromatic or aliphatic primary amino groups as their fluorescamine (Fluram) derivatives

Silva, J. Arthur F. De; Strojny, Norman

doi:10.1021/ac60354a044

Cited by 95 publications

(23 citation statements)

References 25 publications

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“…Protein was determined by the dye-binding method (35), with reagents from Bio-Rad Laboratories, Inc., Richmond, CA. Total primary amines were determined by reaction with 4-phenylspiro[furan-2(3H)-1'-pathalan]-3,3'-dione (fluorescamine) (36), with the fluorescamine derivative of taurine as the standard. Taurine was determined by thinlayer chromatography on silica gel G plates (Analtech, Inc., Newark, DE) in n-butanol/acetic acid/water, 4:1:1.…”

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Myeloperoxidase-dependent effect of amines on functions of isolated neutrophils.

Thomas¹,

Grisham²,

Jefferson³

1983

J. Clin. Invest.

251

122

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A B S T R A C T Isolated neutrophilic leukocytes were incubated with primary amines and related nitrogenous compounds. Stimulation of neutrophil oxygen (02) metabolism with phorbol myristate acetate or opsonized zymosan resulted in production of hydrogen peroxide (H202), myeloperoxidase-catalyzed oxidation of chloride (Cl-) to hypochlorous acid (HOCI), and the reaction of HOC1 with the added compounds to yield nitrogen-chlorine (N-Cl) derivatives. Formation of NCl derivatives of low lipid solubility resulted in accumulation of the derivatives in the extracellular medium. These oxidizing agents were identified and measured on the basis of their absorption spectra and their ability to oxidize 5-thio-2-nitrobenzoic acid to the disulfide form. The yield of N-Cl derivatives was in the order: taurine > Tris > spermidine > spermine > glucosamine > putrescine > guanidinoacetate. Accumulation of N-Cl derivatives was also observed in the absence of added amines, owing to the reaction of HOC1 with endogenous taurine and other amines that were released from the cells into the medium.In the presence of compounds that yield lipophilic N-Cl derivatives, little or no accumulation of oxidizing agents was observed. Instead, these compounds inhibited the accumulation of N-Cl derivatives that was obtained with taurine, and their effect was competitive with taurine. Inhibition was in the order: methylamine > ethanolamine > phenylethylamine > p-toluenesulfonamide > ammonia > guanidine. Formation of lipophilic N-Cl derivatives also resulted in inhibition of 02 uptake and glucose metabolism. Inhibition was prevented by adding catalase to eliminate H202, dapsone to inhibit myeloperoxidase, taurine to compete for reaction with HOC1, or compounds that are rapidly oxidized by HOC1 or N-Cl derivatives, to reduce these Received for publication 19 January 1983 and in revised form I April 1983. oxidizing agents. The results indicate that: (a) formation of N-Cl derivatives that do not penetrate biological membranes can protect leukocytes against the cytotoxicity of HOC1 and lipophilic N-Cl derivatives, and (b) formation of membrane-permeable N-Cl derivatives in the absence of target cells or readily oxidized substances results in oxidative attack by the NCl derivatives on leukocyte components and inhibition of leukocyte functions.

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Section: Methodsmentioning

confidence: 99%

“…Table III shows that endogenous amines were released from the cells into the medium, as determined by reacting portions of the supernatant with fluorescamine, which is specific for primary amines (36). Release of amines was sufficient to account for the yield of N-Cl derivatives that was observed in the absence of added N-compounds (Table II).…”

mentioning

confidence: 99%

Myeloperoxidase-dependent effect of amines on functions of isolated neutrophils.

Thomas¹,

Grisham²,

Jefferson³

1983

J. Clin. Invest.

251

122

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“…Since it was indicated by Silva and Strojny [26] compounds possessing a the primary aromatic amino group react with FC optimally at acidic pH (between 3 and 4), so attempts were made to improve pH control in the labelling reaction step. It has been carried out several assays of solutions containing 100 ng ml − 1 of procaine and 3 ml of different buffer solutions that covered a wide pH range (2-10).…”

Section: Experimental Conditions For the Deri6atisation Reactionmentioning

confidence: 99%

“…Among the most common routes are the use of derivatisating agents such as fluorescamine (FC), which was introduced by Undefriend et al [25], which has proved usefullness in numerous analytical applications for more than 30 years [26][27][28][29][30].…”

Section: Introductionmentioning

confidence: 99%

Journal of pharmaceutical and biomedical analysis

1983

Journal of Chromatography A

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A simple spectrofluorimetric analysis of a local anaesthetic named procaine using a specific labelling reagent for primary amino groups, has been developed. Because procaine shows very weak native fluorescence, the technique of spectrofluorimetry has been very much limited for its determination. A detail study of the variables affecting the derivatisation reaction (pH, fluorescamine (FC) concentration, temperature, reaction time), have minuciously been studied. The minimum detectable quantity is estimated as 7.7 ng ml − 1 , with a relative standard deviation of 2.16% (ten determinations) for a procaine concentration of 100 ng ml − 1 . The present method can be employed for the analysis of procaine by direct fluorescence measurements, without the interference from other compounds. The applicability of the present methodology have been demonstrated analysing three pharmaceutical preparations containing the analyte with satisfactory results.

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“…The clarification of usage of this drug involves extraction of the drug and amphetamine (AP), one of its major metabolites, from the suspects' urine with several organic solvents', and the analysis of the extracts with thin-layer chromatography, gas chromatography (GC), and infrared spectrometry or mass spectrometry (MS). [2][3][4][5][6][7][8][9] The automated analyses of these compounds in urine with headspace gas extraction and the combination with gas chromatograph were reported previously. '°- '2 In this paper, a more accurate identification for those compounds in urine was investigated using the combination of headspace extraction device and gas chromatograph/ mass spectrometer.…”

mentioning

confidence: 99%

Determination of Methamphetamine and Amphetamine in Urine by Headspace Gas Chromatography/Mass Spectrometry

et al. 1991

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The sensitivity of combined headspace gas chromatography (HSGC) and mass spectrometry (MS) for a stimulant (methamphetamine) and its urinary metabolite (amphetamine) was investigated. The analytical methods consisted of a combination of (1) HSGC and electron impact (EI)-MS, (2) HSGC, on-column trifluoroacetyl (TFA) derivatization of stimulants and El-MS and (3) HSGC and chemical ionization (CI)-MS using isobutane as a reagent gas. The combination of HSGC and El-MS after on-line TFA-derivatization of stimulants (2) was the most informative method in these three procedure, but HSGC/ CI-MS (3) was the most sensitive method. Detection limits of methamphetamine (MA) and amphetamine (AP) in urine by HSGC/ CI-MS were found to be about 10 ng/ ml (S/ 1V>l0) by monitoring quasimolecular ions of these compounds; m/z 150 and 136 observed on their mass spectra, respectively. Furthermore, the most sensitive CI-MS method was applied to quantivative analysis of these drugs excreted in urine by the selected ion monitoring (HSGC/ CI-SIM).

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Spectrofluorometric determination of pharmaceuticals containing aromatic or aliphatic primary amino groups as their fluorescamine (Fluram) derivatives

Cited by 95 publications

References 25 publications

Myeloperoxidase-dependent effect of amines on functions of isolated neutrophils.

Myeloperoxidase-dependent effect of amines on functions of isolated neutrophils.

Journal of pharmaceutical and biomedical analysis

Determination of Methamphetamine and Amphetamine in Urine by Headspace Gas Chromatography/Mass Spectrometry

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