Faiziiev O. Biocatalysis as a method for obtaining optically pure β-(het)arylcarboxylic acids and their derivatives

Українська версія

Thesis for the degree of Doctor of Philosophy (PhD)

State registration number

0826U005073

Applicant for

Specialization

  • 102 - Хімія

Specialized Academic Board

PhD 17001

V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine

Essay

Biocatalytic methods for obtaining optically pure aryl- and heteroarylcarboxylic acids and their derivatives. Development of biocatalytic methods for obtaining enantiomerically pure aryl- and heteroaryl-substituted carboxylic acids, establishment of the absolute configuration of their enantiomers, and elucidation of the molecular regularities of enzymatic enantioselectivity during the kinetic resolution of racemic esters. Methods of organic synthesis, enzymatic kinetic resolution with lipases, chiral HPLC, NMR spectroscopy, mass spectrometry, polarimetry, molecular docking and molecular dynamics. Biocatalytic methods for obtaining enantiomerically pure 3-aryl-2-methylpropanoic, 3-arylbutanoic, 3-heteroaryl-2-methylpropanoic and 3-heteroarylbutanoic acids by enzymatic kinetic resolution of their racemic esters using lipases were developed for the first time; an approach to establishing the absolute configuration of the synthesized acids based on a combination of enzymatic analysis and chiral HPLC was proposed; a series of optically active β-methylphenylethylamines with high enantiomeric purity was obtained for the first time. The developed methods can be used as chiral building blocks in organic synthesis, medicinal chemistry and in the search for new biologically active compounds. Field of application - organic and medicinal chemistry

Research papers

1. Kolodiazhnyi O. I., Kolodiazhna A. O., Faiziiev O. O., Gurova Yu. Enzymatic Deracemization of Fluorinated Arylcarboxylic Acids: Chiral Enzymatic Analysis and Absolute Stereochemistry Using Chiral HPLC Symmetry 2024, 16(9), 1150

2. Kolodyazhna A.O., Faiziev O.O. Biocatalytic resolution approach to optically active aryl-substituted cyclopropanecarboxylic acids Ukr. Bioorganica Acta 2026, 21 (1), 120–126.

3. A.O. Kolodyazhna, O.O. Faiziev, D.V. Prysyazhnyu. Synthesis of β-methylphenylamines enantiomers and their homologues using kinetic enzymatic separation method. . Reports of the National Academy of Sciences of Ukraine, 2026, 2, 75-88.

4. Kolodiazhna A. O., Faiziiev O. O., Prysiazhnuk D. V. Synthesis of optically pure 3-heteroaryl-2-methylpropanoic and 3-heteroarylbutanoic acids by biocatalytic resolution. Ukr. Bioorg. Acta, 2025, 20 (1), 26–31

5. Kolodiazhna A. O., Faiziiev O. O., Kolodiazhna O. O. Chemoenzymatic method for the synthesis of enantiomerically pure fluorine-substituted β-methylphenylethylamines Ukr. Bioorg. Acta, 2024, 19 (2), 3–9

6. Колодяжна А.О., Фаізієв О.О., Колодяжний О.І. Ферментативна кінетична дерацемізація фторовмісних 3-арилалканових кислот. Доповіді НАН України. 2023. № 5. С. 37–46.

Files

Similar theses