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Deuterium isotope effects in oxidation of dopamine by tyramine oxidase

Pająk M., Byszewska W., Kańska M.

Nukleonika

2013

Vol. 58, No. 2

255--259

We report the studies on the mechanism of oxidation of dopamine (DA) to 3’,4’-dihydroxyphenylacetaldehyde (DOPAL) by enzyme tyramine oxidase (EC 1.4.3.6) using kinetic isotope effects (KIE) and solvent isotope effects (SIE) methods. For kinetic studies, the selectively deuterium labelled isotopologues of dopamine, i.e., [(1R)-2H]-, and [(1S)- -2H]-DA were used. The numerical values of KIE’s for the (1R)- and (1S)-isotopologues of dopamine in the enzymatic oxidation of DA to DOPAL were determined using the non competitive spectrophotometric method. Also, the SIE’s for this reaction carried out in heavy water were obtained spectrophotometrically. Some mechanistic details of enzymatic oxidation of DA to DOPAL were discussed.

Deuterium isotope effects in oxidation of dopamine and norepinephrine catalyzed by horseradish peroxidase

Byszewska W., Pająk M., Kańska M.

Nukleonika

2013

Vol. 58, No. 4

475--479

Deuterium kinetic isotope effects (KIE’s) in the reaction of oxidation of dopamine (DA) catalyzed by the enzyme horseradish peroxidase (HRP, EC 1.11.1.7) was determined using a non-competitive spectrophotometric method. For kinetic studies, the deuterium ring labelled isotopomer [2’,5’,6’-2H3]-dopamine was synthesized using acid catalyzed isotopic exchange between authentic dopamine and heavy water. Deuterium solvent isotope effects (SIE’s) for dopamine and norepinephrine were determined separately for the enzymatic oxidation carried out in the presence or absence of hydrogen peroxide. Some mechanistic details of enzymatic oxidation of dopamine and norepinephrine to corresponding catecholchromes catalyzed by HRP were discussed.