Controllable skeletal reorganizations in natural product synthesis

Natural Product Reports, Год журнала: 2024, Номер 41(2), С. 251 - 272

Опубликована: Янв. 1, 2024

Covering: 2016 to 2023The synthetic chemistry community is always in pursuit of efficient routes natural products. Among the many available general strategies, skeletal reorganization, which involves formation, cleavage, and migration C-C C-heteroatom bonds, stands out as a particularly useful approach for assembly molecular skeletons. In addition, it allows late-stage modification products quick access other family members or unnatural derivatives. This review summarizes syntheses steroid, terpenoid, alkaloid that have been achieved by means this strategy past eight years. Our goal illustrate strategy's potency reveal spectacular human ingenuity demonstrated its use development.

Язык: Английский

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Exploring and expanding the natural chemical space of bacterial diterpenes

Nature Communications, Год журнала: 2025, Номер 16(1)

Опубликована: Апрель 19, 2025

Terpenoids are the largest family of natural products but relatively rare in bacteria. Genome mining reveals widespread prevalence terpene synthases, enzymes responsible for constructing hydrocarbon skeletons, Here, we show that 125 (37%) 334 synthases from 8 phyla, 17 classes, and 83 genera bacteria active as diterpene synthases. Isolation structural elucidation 28 diterpenes 31 reveal three previously unreported skeletons other organisms with unknown biosynthetic pathways, known to best our knowledge not seen bacteria, or new stereochemical isomers diterpenes. We also identify type I myxobacteria cyanobacteria. This study will help discover products, advance studies terpenoid biosynthesis enzymology, provide model systems probe ecological roles terpenes.

Язык: Английский

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Cloning and functional characterization of sesquiterpene synthase genes from Inonotus obliquus using a Saccharomyces cerevisiae expression system

World Journal of Microbiology and Biotechnology, Год журнала: 2025, Номер 41(2)

Опубликована: Янв. 30, 2025

Язык: Английский

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Overexpression of tRNA m7G modification methyltransferase complex promotes the biosynthesis of triterpene in yeast

Frontiers in Microbiology, Год журнала: 2025, Номер 16

Опубликована: Март 31, 2025

The sustainable production of valuable compounds using microbial cell factories is an effective approach, yet further metabolic engineering strategies are needed to enhance their biosynthetic potential. Recent studies suggest that RNA modifications can influence cellular metabolism, but role in remains largely unexplored. squalene and lupeol different yeast strains was detected by gas chromatography-mass spectrometry (GC-MS) equipment. Transcriptomic analysis performed identify changes associated with the epigenetic modification. transcriptional translational expression targeted genes were determined real-time quantitative polymerase chain reaction western blotting, respectively. mRNA stability measured decay assay. In this study, overexpression Trm8 Trm82 complex, mediating tRNA 7-methylguanosine (m7G) modification yeast, significantly increased CEN.PK2-1C. Transcriptome indicated Trm8/Trm82 upregulated levels involved amino acid synthesis, glycolysis, tricarboxylic cycle, enhanced upstream acetyl-CoA biosynthesis, might be responsible for promoted biosynthesis squalene. Further investigation demonstrated complex could increase engineered yeast. These findings indicate m7G regulate central metabolism terpenoid biosynthesis. This study provides new insights into as a potential strategy improving high-value compounds.

Язык: Английский

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Vanadium haloperoxidases as noncanonical terpene synthases

Methods in enzymology on CD-ROM/Methods in enzymology, Год журнала: 2024, Номер unknown, С. 447 - 475

Опубликована: Янв. 1, 2024

Язык: Английский

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Early-Stage Biosynthesis of Phenalinolactone Diterpenoids Involves Sequential Prenylation, Epoxidation, and Cyclization

RSC Chemical Biology, Год журнала: 2024, Номер 5(10), С. 1010 - 1016

Опубликована: Янв. 1, 2024

The chemical logic associated with assembly of many bacterial terpenoids remains poorly understood. We focused our efforts on the early-stage biosynthesis phenalinolactone diterpenoids, demonstrating that

Язык: Английский

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Spokewise Total Syntheses of Four Erythrina Alkaloids and Telescoped Syntheses of Six Additional Alkaloids

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Сен. 18, 2024

Based on rich sulfur-involving chemical transformations, a novel spokewise synthetic strategy, subclass of the collective strategies, has been developed to concisely synthesize four erythrina alkaloids through single-step transformation from common precursor. Moreover, six additional have also synthesized by subsequent 1-2 steps transformations. The current approaches provide valuable platform for total syntheses and

Язык: Английский

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The role and mechanisms of canonical and non-canonical tailoring enzymes in bacterial terpenoid biosynthesis

Natural Product Reports, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review explores recent insights into the roles and enzymatic mechanisms of canonical non-canonical tailoring enzymes in shaping modifying terpene hydrocarbon scaffolds during bacterial biosynthesis.

Язык: Английский

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The molecular complexity of terpene biosynthesis in red algae: current state and future perspectives

Natural Product Reports, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

In this article, we review the key processes contributing to chemical diversity of terpenes in red algae. We present knowledge gaps and perspectives for heterologous biosynthesis.

Язык: Английский

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Bioinformatics assisted construction of the link between biosynthetic gene clusters and secondary metabolites in fungi

Biotechnology Advances, Год журнала: 2025, Номер unknown, С. 108547 - 108547

Опубликована: Фев. 1, 2025

Язык: Английский

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