Catechols, determination

Specific catechol determination is demanded in the photographic, paint, and pharmaceutical industries. Neujahr (1980) combined immobilized catechol-1,2-oxygenase with an oxygen electrode and employed the sensor for catechol measurement. The sensor was selective for catechol and 3- and 4-methylcatechol. Phenol, resorcinol, cresol, vanil-line, and dihydroxyphenylalanine (DOPA) did not interfere. 

Tang L, Zeng G, Liu J, Xu X, Zhang Y, Shen G, Li Y, Liu C (2008) Catechol determination in compost bioremediation using a laccase scmsm and artificial neural networks. Anal Bioanal Chem 391(2) 679-685... 

When doing this method the scientists confirmed something that has long been theorized by those who study these sorts of things. That is, they determined that if one tries to convert all of the catechol at once like was done in the above method then it tends to form a dimer side product like that shown below [120]. 

The macrocyclic hexamine [18]aneN6 was further found to recognize catechol, catecholamines and biologically relevant compounds (see Chart II)64). It interacts with all of these donor compounds in neutral pH solutions to form 1 1 complexes, which were determined polarographically. The stability constants pL are summarized in Table 6. 

Procedure For Determining Hydro quin one and/or p-Tert-Butyl Catechol In Castable PBX Raw Materials , NAVWEPS 8236 (1964) 37) OX. 

The pathways for the degradation of 3-halogenated compounds are determined by the inhibitory effect of 3-halogenated catechols, which is discussed in greater detail in Part 1 of this chapter and Chapter 3, Part 1. 

The catalytic reaction was carried out at 270°C and 101.3 kPa in a stainless steel tubular fixed-bed reactor. The premixed reaction solution, with a molar ratio catechol. methanol water of 1 1 6, was fed into the reactor using a micro-feed pump. To change the residence time in the reactor, the catechol molar inlet flow (Fio) and the catalyst mass (met) were varied in the range 10 < Fio <10 mol-h and 2-10 < met < 310 kg. The products were condensed at the reactor outlet and collected for analysis. The products distribution was determined quantitatively by HPLC (column Nucleosil 5Ci8, flow rate, 1 ml-min, operating pressure, 18 MPa, mobile phase, CH3CN H2O =1 9 molar ratio). 

Because LCEC had its initial impact in neurochemical analysis, it is not, surprising that many of the early enzyme-linked electrochemical methods are of neurologically important enzymes. Many of the enzymes involved in catecholamine metabolism have been determined by electrochemical means. Phenylalanine hydroxylase activity has been determined by el trochemicaUy monitoring the conversion of tetrahydro-biopterin to dihydrobiopterin Another monooxygenase, tyrosine hydroxylase, has been determined by detecting the DOPA produced by the enzymatic reaction Formation of DOPA has also been monitored electrochemically to determine the activity of L-aromatic amino acid decarboxylase Other enzymes involved in catecholamine metabolism which have been determined electrochemically include dopamine-p-hydroxylase phenylethanolamine-N-methyltransferase and catechol-O-methyltransferase . Electrochemical detection of DOPA has also been used to determine the activity of y-glutamyltranspeptidase The cytochrome P-450 enzyme system has been studied by observing the conversion of benzene to phenol and subsequently to hydroquinone and catechol... 

Cathodic stripping voltammetry has been used to determine copper species in seawater [291,292], Van den Berg [330] determined copper in seawater by cathodic stripping voltammetry of complexes with catechol. 

In an early method Kodama and Tsubota [567] determined tin in seawater by anion exchange chromatography and spectrophotometry with catechol violet. 

After adjusting to 2 mol 1 1 in hydrochloric acid, 500 ml of the sample is adsorbed on a column of Dowex 1-XS resin (Cl form) and elution is then effected with 2 M nitric acid. The solution is evaporated to dryness after adding 1M hydrochloric acid, and the tin is again adsorbed on the same column. Tin is eluted with 2 M nitric acid, and determined in the eluate by the spectrophotometric catechol violet method. There is no interference from 0.1 mg of aluminium, manganese, nickel, copper, zinc, arsenic, cadmium, bismuth, or uranium any titanium, zirconium, or antimony are removed by ion exchange. Filtration of the sample through a Millipore filter does not affect the results, which are in agreement with those obtained by neutron activation analysis. 

Van den Berg and Huang [292] determined uranium (VI) in seawater by cathodic stripping voltammetry at pH 6.8 of uranium (Vl)-catechol ions. A hanging mercury drop electrode was used. The detection limit was 0.3 nmol/1 after... 

Boyd [148] determined ppq levels of phenols, cresols, and catechols in San Diego Bay (CA, USA) water by aqueous acetylation of the sample followed by gas chromatography-mass spectrometry. 

The CL enhancement of the lucigenin reaction with catecholamines in the presence of HTAH micelles was used for determination of dopamine, norepinephrine, and epinephrine [42], However, the presence of an anionic surfactant, SDS, inhibits the CL of the system. The aforementioned CL enhancement in the presence of HTAH can be explained in the following way the deprotonated forms of the catecholamines are expected to be the principal species present in aqueous alkaline solution due to the dissociation of the catechol hydroxyl groups, and to react with lucigenin to produce CL. The anionic form of the catecholamines and the hydroxide ion interact electrostatically with and bond to the cationic micelle, to which the lucigenin also bonds. Therefore, the effective concentration of the... 

Various hydroxyl and amino derivatives of aromatic compounds are oxidized by peroxidases in the presence of hydrogen peroxide, yielding neutral or cation free radicals. Thus the phenacetin metabolites p-phenetidine (4-ethoxyaniline) and acetaminophen (TV-acetyl-p-aminophenol) were oxidized by LPO or HRP into the 4-ethoxyaniline cation radical and neutral V-acetyl-4-aminophenoxyl radical, respectively [198,199]. In both cases free radicals were detected by using fast-flow ESR spectroscopy. Catechols, Dopa methyl ester (dihydrox-yphenylalanine methyl ester), and 6-hydroxy-Dopa (trihydroxyphenylalanine) were oxidized by LPO mainly to o-semiquinone free radicals [200]. Another catechol derivative adrenaline (epinephrine) was oxidized into adrenochrome in the reaction catalyzed by HRP [201], This reaction can proceed in the absence of hydrogen peroxide and accompanied by oxygen consumption. It was proposed that the oxidation of adrenaline was mediated by superoxide. HRP and LPO catalyzed the oxidation of Trolox C (an analog of a-tocopherol) into phenoxyl radical [202]. The formation of phenoxyl radicals was monitored by ESR spectroscopy, and the rate constants for the reaction of Compounds II with Trolox C were determined (Table 22.1). 

The conditions for reliable cyclic voltametry determination of trace Sn concentrations in sea water were investigated. All organotin compounds should be converted to Sn(II) by UV-photolysis adsorption on mercury drop in the presence of 40 pM of tropolone (1) cyclic voltametry stripping shows two cathodic peaks, corresponding to the two-step process Sn(IV) — Sn(II) -> Sn(0)29. A complex of Sn ions with catechol can be accumulated in a glassy carbon mercury film electrode, followed by stripping voltametry measurement in the cathodic direction, at pH 4.2-4.7. Interference occurs when Cu, Cd and Cr are present LOD 0.5 pg/L for 300 s accumulation30. 

Wet oxidation of samples of biological origin with a mixture of nitric acid and perchloric acid is a common procedure that may be problematic in certain cases. An alternative procedure for sample preparation is irradiation with a strong UV source. Acidified samples of hair (0.1 g) containing about 2 pg Pb and other trace elements, were irradiated for 3 h with a 500 W source a buffer (pH 5.5) and a small amount of catechol violet (9) were added, and the complex of the dye with the trace elements was determined polarographically RSD ca 5% for Pb95. 

Plasma levels of dobutamine hydrochloride are determined by reaction of the drug with 3H-methyl-S-adenosylmethionine in the presence of catechol O-methy1-transferase. The radioactivity of the labeled methyl derivative is determined by a liquid scintillation counter using an external standard. The final recovery of added dobutamine as 3H-CH3-dobutamine is 24.9 1.3% in the range of 2 to 170 ng/ml (4). When 14C-dobutamine is administered the samples are counted by a double isotope method. 

Fe(III) displacement of Al(III), Ga(III), or In(III) from their respective complexes with these tripodal ligands, have been determined. The M(III)-by-Fe(III) displacement processes are controlled by the ease of dissociation of Al(III), Ga(III), or In(III) Fe(III) may in turn be displaced from these complexes by edta (removal from the two non-equivalent sites gives rise to an appropriate kinetic pattern) (343). Kinetics and mechanism of a catalytic chloride ion effect on the dissociation of model siderophore-hydroxamate iron(III) complexes chloride and, to lesser extents, bromide and nitrate, catalyze ligand dissociation through transient coordination of the added anion to the iron (344). A catechol derivative of desferrioxamine has been found to remove iron from transferrin about 100 times faster than desferrioxamine itself it forms a significantly more stable product with Fe3+ (345). 

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