Catalysis in the Synthesis of Biologically Active Compounds II

A special issue of Catalysts (ISSN 2073-4344). This special issue belongs to the section "Biocatalysis".

Deadline for manuscript submissions: closed (30 November 2022) | Viewed by 3360

Special Issue Editors


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Department of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland
Interests: enzymatic catalysis; biotransformation; organic synthesis; isolation natural products; chemistry of cosmetic
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Guest Editor
Department of Chemistry, Wrocław University of Environmental and Life Sciences, Norwida, 50-375 Wrocław, Poland
Interests: essential oil; biotransformation; volatile compounds; organic synthesis; GC-MS analysis; NMR analysis; herbs; drying; pheromones; deeding deterrent
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Guest Editor
Department of Food Chemistry and Biocatalysis, Wrocław University of Environmental and Life Sciences, Norwida 25, 50-375 Wrocław, Poland
Interests: biocatalysis; biotransformation; stereoselective synthesis; natural products; biological activity of compounds
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

This is the second release of a Special Issue of Catalysts in the Synthesis of Biologically Active Compounds. Biologically active compounds have versatile properties and are used as medicines, dyes, food flavors, crop protection products, etc. The process of purifying the compound and obtaining a single particle is complex, multistage, and requires processing a large amount of raw material because there are problems with compound isolation from biological material. For this reason, it is an expensive process, and it can be profitable only for a few compounds. In addition, there are also problems related to the seasonality of crops and variability in the composition of raw materials. Therefore, other methods are used in the search for biologically active compounds, e.g., organic synthesis or biotechnological methods using various types of biocatalysts.

The purpose of this Special Issue is to present the latest developments in which various types of catalytic processes have been used to synthesize biologically active compounds. Articles that present the latest research focused on developing strategies to improve catalysis processes will be appreciated. We want our issue to include articles presenting new paths for the use of these catalysts, including industrial applications.

Dr. Katarzyna Wińska
Prof. Dr. Antoni Szumny
Dr. Wanda Mączka
Guest Editors

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Keywords

  • biologically active compounds
  • biocatalysis
  • biotransformation
  • enzymes
  • asymmetric synthesis
  • stereoselective synthesis
  • synthesis of biologically active compounds
  • process optimization

Published Papers (2 papers)

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Research

17 pages, 12255 KiB  
Article
Asymmetric Synthesis of Enantiomerically Pure Aliphatic and Aromatic D-Amino Acids Catalyzed by Transaminase from Haliscomenobacter hydrossis
by Alina K. Bakunova, Tatiana Y. Isaikina, Vladimir O. Popov and Ekaterina Yu. Bezsudnova
Catalysts 2022, 12(12), 1551; https://doi.org/10.3390/catal12121551 - 01 Dec 2022
Cited by 3 | Viewed by 1433
Abstract
D-amino acids are valuable building blocks for the synthesis of biologically active compounds and pharmaceuticals. The asymmetric synthesis of chiral amino acids from prochiral ketones using stereoselective enzymes is a well-known but far from exhausted approach for large-scale production. Herein, we investigated a [...] Read more.
D-amino acids are valuable building blocks for the synthesis of biologically active compounds and pharmaceuticals. The asymmetric synthesis of chiral amino acids from prochiral ketones using stereoselective enzymes is a well-known but far from exhausted approach for large-scale production. Herein, we investigated a pyridoxal-5′-phosphate-dependent D-amino acid transaminase from Haliscomenobacter hydrossis as a potential biocatalyst for the enzymatic asymmetric synthesis of optically pure aliphatic and aromatic D-amino acids. We studied the catalytic efficiency and stereoselectivity of transaminase from H. hydrossis in the amination of aliphatic and aromatic α-keto acids, using D-glutamate as a source of the amino group. We constructed a one-pot three-enzyme system, which included transaminase and two auxiliary enzymes, hydroxyglutarate dehydrogenase, and glucose dehydrogenase, to produce D-amino acids with a product yield of 95–99% and an enantiomeric excess of more than 99%. We estimated the stability of the transaminase and the cofactor leakage under reaction conditions. It was found that a high concentration of α-keto acids as well as a low reaction temperature (30 °C) can reduce the cofactor leakage under reaction conditions. The obtained results demonstrated the efficiency of transaminase from H. hydrossis in the asymmetric synthesis of enantiomerically pure D-amino acids. Full article
(This article belongs to the Special Issue Catalysis in the Synthesis of Biologically Active Compounds II)
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10 pages, 2585 KiB  
Article
Application of Biotransformation-Guided Purification in Chinese Medicine: An Example to Produce Butin from Licorice
by Jiumn-Yih Wu, Hsiou-Yu Ding, Tzi-Yuan Wang, Cheng-Zhi Cai and Te-Sheng Chang
Catalysts 2022, 12(7), 718; https://doi.org/10.3390/catal12070718 - 29 Jun 2022
Cited by 6 | Viewed by 1607
Abstract
Natural compounds are considered treasures in biotechnology; however, in the past, the process of discovering bioactive compounds is time consuming, and the purification and validation of the biofunctions and biochemistry of compounds isolated from a medicinal herb are tedious tasks. In this study, [...] Read more.
Natural compounds are considered treasures in biotechnology; however, in the past, the process of discovering bioactive compounds is time consuming, and the purification and validation of the biofunctions and biochemistry of compounds isolated from a medicinal herb are tedious tasks. In this study, we developed an economical process called biotransformation-guided purification (BGP), which we applied to analyze licorice, a traditional Chinese medicine widely used in many therapies. This medicinal herb contains various flavonoids and triterpenoids and, thus, is a suitable material used to assess the ability of BGP to identify and produce bioactive compounds. In the BGP process, the ethyl acetate extract of a commercial licorice medicine was partially purified into three fractions by Sephadex LH-20 chromatography, and Bacillus megaterium tyrosinase (BmTYR) was used to catalyze the biotransformation of the extract from each fraction. One of the products produced via BmTYR-driven biotransformation was purified from the biotransformation-positive extract using preparative C-18 high-performance liquid chromatography, and it was identified as butin (3′-hydroxyliquiritigenin) through nucleic magnetic resonance and mass spectral analyses. Butin was produced from liquiritigenin through BmTYR-catalyzed hydroxylation, with commercial liquiritigenin as the biotransformation precursor. The proposed alternative approach quickly identified and isolated the biotransformed butin from licorice. Moreover, butin demonstrated an antioxidant activity that is stronger by over 100-fold compared with that of its precursor (liquiritigenin). This study showed that the economical BGP process could quickly obtain and validate bioactive molecules from crude extracts of medicinal herbs. Full article
(This article belongs to the Special Issue Catalysis in the Synthesis of Biologically Active Compounds II)
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