Biotransformation of Tetracyclines by Fungi: Challenges and Future Research Perspectives

Delius, Judith; Emmerich, Miriam; Özyurt, Vasfiye Hazal; Hamscher, Gerd

doi:10.1021/acs.jafc.1c05121

Cited by 9 publications

(5 citation statements)

References 27 publications

(64 reference statements)

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“…Crude lignin peroxidase ( Wen et al, 2009 ) or crude manganese peroxidase ( Wen et al, 2010 ) produced by Phanerochaete chrysosporium were also both used to degrade tetracycline and oxytetracycline in vitro and the degradation rates were up to 95% in 5 min. In more research investigations, the application of fungal cultures or their purified enzymes led to a reduction in tetracycline concentrations and mass spectrometry (MS) analyses indicated that the resultant transformation products primarily consisted of lower molecular weight metabolites ( Delius et al, 2022 ). Several studies have documented the biotransformation and inactivation of tetracyclines via pure bacterial isolates.…”

Section: Antibacterial Compoundsmentioning

confidence: 99%

Late-stage diversification of bacterial natural products through biocatalysis

Lazic,

Filipovic,

Pantelic

et al. 2024

Front. Bioeng. Biotechnol.

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Bacterial natural products (BNPs) are very important sources of leads for drug development and chemical novelty. The possibility to perform late-stage diversification of BNPs using biocatalysis is an attractive alternative route other than total chemical synthesis or metal complexation reactions. Although biocatalysis is gaining popularity as a green chemistry methodology, a vast majority of orphan sequenced genomic data related to metabolic pathways for BNP biosynthesis and its tailoring enzymes are underexplored. In this review, we report a systematic overview of biotransformations of 21 molecules, which include derivatization by halogenation, esterification, reduction, oxidation, alkylation and nitration reactions, as well as degradation products as their sub-derivatives. These BNPs were grouped based on their biological activities into antibacterial (5), antifungal (5), anticancer (5), immunosuppressive (2) and quorum sensing modulating (4) compounds. This study summarized 73 derivatives and 16 degradation sub-derivatives originating from 12 BNPs. The highest number of biocatalytic reactions was observed for drugs that are already in clinical use: 28 reactions for the antibacterial drug vancomycin, followed by 18 reactions reported for the immunosuppressive drug rapamycin. The most common biocatalysts include oxidoreductases, transferases, lipases, isomerases and haloperoxidases. This review highlights biocatalytic routes for the late-stage diversification reactions of BNPs, which potentially help to recognize the structural optimizations of bioactive scaffolds for the generation of new biomolecules, eventually leading to drug development.

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Section: Antibacterial Compoundsmentioning

confidence: 99%

Late-stage diversification of bacterial natural products through biocatalysis

Lazic,

Filipovic,

Pantelic

et al. 2024

Front. Bioeng. Biotechnol.

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“…Over the past few decades, the overuse of antibiotics in the poultry farming industry to ensure high yields has aroused increasing public concern about the quality and safety of animal-derived foodstuffs such as milk. − Thereinto, tetracycline antibiotics (TCs) are a class of tetraphenyl skeleton-based small molecular compounds that are recognized as one of the most low-cost and prominent broad-spectrum antibacterial activity, enabling them to be the most popular antibiotics against bacterial infections resulting from both Gram-positive and Gram-negative bacteria. − Nevertheless, the excessive use of TCs unavoidably poses a residual risk in animal-derived foodstuffs such as milk, resulting in food safety issues. Long-term exposure to TCA residues has been reported to cause a range of health problems such as gastrointestinal disorders, nephrotoxicity, allergies, and central nervous system disorders .…”

Section: Introductionmentioning

confidence: 99%

Blocking Oxidase-Mimicking Activity-Driven Label-Free Photothermal and Colorimetric Synergistic Sensing for Intelligent Onsite Detection of Tetracycline Residues in Milk

Liu,

Wu,

Nie

et al. 2024

ACS Food Sci. Technol.

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Considering the potential misuse of antibiotics to improve the yield and economic benefits in the production of animal-derived foods such as milk, the development of a simple, label-free, precise, reliable, low-cost, and onsite assay for antibiotic residues is highly desirable to ensure food safety. In this scenario, we here proposed a hybrid oxidase-mimicking nanozyme of the Ru@g-C 3 N 4 nanosheet that combines with 3,3′,5,5′-tetramethylbenzidine (TMB) to develop a blocking oxidase-mimicking activitydriven photothermal and colorimetric synergistic sensing platform for intelligent onsite detection of tetracycline antibiotics (TCs). In the absence of TCs, the prominent oxidase-mimicking activity of Ru@g-C 3 N 4 rapidly catalyzed colorless TMB to dark-blue oxTMB, accompanied by the appearance of an obvious absorbance enhancement at 655 nm and a remarkable photothermal signal upon 660 nm laser irradiation. Conversely, the remaining TCs effectively blocked this chromogenic reaction because of the π−π stacking of its tetraphenyl skeleton with the Ru@g-C 3 N 4 nanozyme to block the affinity of TMB to the catalytic active site inside Ru@g-C 3 N 4 . Based on this, a TCs residual level-dependent photothermal and colorimetric signal synergistic decrease sensing platform was developed with the assistance of a 660 nm laser-assisted hand-held thermal imager and a Color Picker APP-inbuilt smartphone, which demonstrated the intelligent onsite label-free, reliable, and precise detection of TCs in real milk samples with acceptable results. Notably, this oxidase-mimicking nanozyme-based dual-mode sensing platform provided a built-in cross-reference correction to improve not only the accuracy but also the reliability for TC detection in milk, which showed a vast promise in the further development of commercial point-of-care testing to achieve early warning of antibiotic residues to ensure the quality and safety of animal-derived foodstuffs.

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“…Studies have shown that terpenoids in plants have various functions, such as defense, disease resistance, allelopathy, and insect induction [18][19][20][21][22]. Research has also been conducted on terpenoid compounds in fungi [23][24][25][26][27], such as tetracyclines and pleuromutilin (Drosophilin B) [28,29]. In addition, terpenoids have important medicinal functions [30][31][32][33].…”

Section: Introductionmentioning

confidence: 99%

Combining Transcriptome- and Metabolome-Analyzed Differentially Expressed Genes and Differential Metabolites in Development Period of Caoyuanheimo-1 (Agaricus sp.) from Inner Mongolia, China

Wang,

Lu,

et al. 2024

Horticulturae

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Caoyuanheimo-1 (Agaricus sp.) is a delectable mushroom native to Inner Mongolia, China, belonging to the Agaricus genus and valued for both its edible and medicinal properties. Although it has been cultivated to a certain extent, the molecular mechanisms regulating its development remain poorly understood. Building on our understanding of its growth and development conditions at various stages, we conducted transcriptomic and metabolomic studies to identify the differentially expressed genes (DEGs) and metabolites throughout its growth cycle. Simultaneously, we analyzed the synthesis pathways and identified several key genes involved in the production of terpenoids, which are secondary metabolites with medicinal value widely found in mushrooms. A total of 6843 unigenes were annotated, and 449 metabolites were detected in our study. Many of these metabolites and differentially expressed genes (DEGs) are involved in the synthesis and metabolism of amino acids, such as arginine, cysteine, methionine, and other amino acids, which indicates that the genes related to amino acid metabolism may play an important role in the fruiting body development of Caoyuanheimo-1. Succinic acid also showed a significant positive correlation with the transcriptional level changes of nine genes, including laccase-1 (TRINITY_DN5510_c0_g1), fruiting body protein SC3 (TRINITY_DN3577_c0_g1), and zinc-binding dihydrogenase (TRINITY_DN2099_c0_g1), etc. Additionally, seventeen terpenoids and terpenoid-related substances were identified, comprising five terpenoid glycosides, three monoterpenoids, two diterpenoids, one sesquiterpenoid, one sesterterpenoid, two terpenoid lactones, and three triterpenoids. The expression levels of the genes related to terpenoid synthesis varied across the three developmental stages.

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Biotransformation of Tetracyclines by Fungi: Challenges and Future Research Perspectives

Cited by 9 publications

References 27 publications

Late-stage diversification of bacterial natural products through biocatalysis

Late-stage diversification of bacterial natural products through biocatalysis

Blocking Oxidase-Mimicking Activity-Driven Label-Free Photothermal and Colorimetric Synergistic Sensing for Intelligent Onsite Detection of Tetracycline Residues in Milk

Combining Transcriptome- and Metabolome-Analyzed Differentially Expressed Genes and Differential Metabolites in Development Period of Caoyuanheimo-1 (Agaricus sp.) from Inner Mongolia, China

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