Isotopic effects in mechanistic studies of biotransformations of fluorine derivatives of L-alanine catalysed by L-alanine dehydrogenase. (May 2017)

• Record Type: Journal Article
• Authors: Szymańska-Majchrzak, Jolanta; Pałka, Katarzyna; Kańska, Marianna
• Is Part Of: Applied radiation and isotopes. Volume 123(2017:May)
• Page Start: 21
• Page End: 25
• Publication Date: 2017-05
• Subjects: L-alanine dehydrogenase -- Deuterium -- Isotope effect -- Fluorine -- UV–VIS spectrophotometry -- L-alanine; Radiology -- Periodicals; Radiation -- Industrial applications -- Periodicals; Nuclear chemistry -- Periodicals; Internet resource; Periodical; 660.298
• DOI: 10.1016/j.apradiso.2017.02.003
• Languages: English
• ISSNs: 0969-8043

Abstract

Abstract: Synthesis of 3-fluoro-[2- 2 H]-L -alanine (3-F-[ 2 H]-L -Ala) in reductive amination of 3-fluoropyruvic acid catalysed byL -alanine dehydrogenase (AlaDH) was described. Fluorine derivative was used to study oxidative deamination catalysed by AlaDH applied kinetic (for 3-F-L -Ala in H2 O - KIE's on Vmax : 1.1; on Vmax /KM : 1.2; for 3-F-L -Ala in 2 H2 O – on Vmax : 1.4; on Vmax /KM : 2.1) and solvent isotope effect methods (for 3-F-L -Ala - SIE's on Vmax : 1.0; on Vmax /KM : 0.87; for 3-F-[2- 2 H]-L -Ala – on Vmax : 1.4; on Vmax /KM : 1.5). Studies explain some details of reaction mechanism. Highlights: Synthesis of 3-fluoro-[2- 2 H]-L-alanine was performed. The reactions were catalysed using the enzyme L-alanine dehydrogenase. Performed reactions involved fluorinated analogues of L-alanine. Solvent isotope effects of deuterium were determined. Kinetic isotope effects were determined for obtained 3-fluoro-L-alanine. The mechanism of reaction catalysed by L-alanine dehydrogenase was proposed.