Ферментативні підходи до отримання α-амінофосфонових кислот та фторвмісних β-амінокислот
In this perspective review article, we discuss application of penicillin acylase for biocatalytic resolution of tailor-made amino acids, in particular α-aminophosphonic acids and fluorine-containing β-amino acids. The method includes preparation of the corresponding N-phenylacetyl derivatives follow...
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| Date: | 2024 |
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| Main Authors: | , , , , , , |
| Format: | Article |
| Language: | English |
| Published: |
V.P. Kukhar Institute of Bioorganic Chemistry and Petrochemistry of the National Academy of Sciences of Ukraine
2024
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| Subjects: | |
| Online Access: | https://bioorganica.com.ua/index.php/journal/article/view/81 |
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| Journal Title: | Ukrainica Bioorganica Acta |
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Ukrainica Bioorganica Acta| Summary: | In this perspective review article, we discuss application of penicillin acylase for biocatalytic resolution of tailor-made amino acids, in particular α-aminophosphonic acids and fluorine-containing β-amino acids. The method includes preparation of the corresponding N-phenylacetyl derivatives followed by the enzyme-catalyzed hydrolysis of one of the enantiomers. The free amino acid and the remaining N-phenylacetyl derivative are separated simply by cation-exchange chromatography or extraction. The final step is a chemical hydrolysis of the enzymatically unreactive N-phenylacetyl derivative. This approach features exceptionally high enantiomeric purity (>99% ee) of the target amino acids, wide structural generality and operational simplicity boding well for large-scale applications of this biocatalytic approach for preparation of highly biologically relevant unnatural, tailor-made amino acids in enantiomerically pure form |
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