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Six oxidosqualene cyclases (OSC1-OSC6) from were characterized for the biosynthesis of diverse triterpene scaffolds, including tetracyclic and pentacyclic triterpenes from the 2,3-oxidosqualene () and oxacyclic triterpenes from the 2,3:22,23-dioxidosqualene (). OSC1 showed high efficiency in the production of naturally rare (20)-epimers of oxacyclic triterpenes. Mutagenesis results revealed that the OSC1-F731G mutant significantly increased the yields of (20)-epimers compared to the wild type. Homology modeling and molecular docking elucidated the origin of the (20)-configuration in the epoxide addition step.
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http://dx.doi.org/10.1021/acs.orglett.4c00730 | DOI Listing |
Plant Physiol Biochem
August 2025
Hubei Shizhen Laboratory, Hubei Key Laboratory of Resources and Chemistry of Chinese Medicine, College of Pharmacy, Hubei University of Chinese Medicine, Wuhan, 430065, China. Electronic address:
Asiaticoside and asiaticoside B, bioactive triterpenoid saponins from Centella asiatica (C. asiatica), exhibit distinct structural, pharmacological, and accumulation profiles. Asiaticoside (ursane-type, α-amyrin-derived) possesses skin-lightening and wound-healing properties, whereas asiaticoside B (oleanane-type, β-amyrin-derived) displays antitumor activity.
View Article and Find Full Text PDFCurr Issues Mol Biol
July 2025
Guangxi Botanical Garden of Medicinal Plants, Nanning 530012, China.
Plant triterpenoids are structurally diverse specialized metabolites with significant ecological, medicinal, and agricultural importance. Oxidosqualene cyclases (OSCs) catalyze the crucial cyclization step in triterpenoid biosynthesis, generating the fundamental carbon skeletons that determine their structural diversity and biological functions. Genome-wide identification of OSC genes was performed using bioinformatics tools, including HMMER and BLASTP, followed by phylogenetic analysis, gene structure analysis, conserved domain and motifs identification, cis-regulatory element prediction, protein-protein interaction analysis, and expression profiling using publicly available transcriptome data from UV-B treated six-week-old seedlings.
View Article and Find Full Text PDFHortic Res
August 2025
College of Life Sciences, North China University of Science and Technology, Tangshan 063210, China.
Oleanane-type triterpenoid saponins are the primary medicinal components of . During saponin biosynthesis in , various members of the 2,3-oxidosqualene cyclase (OSC) gene family can direct 2,3-oxidosqualene into triterpene saponin and sterol synthesis pathways. However, the precise molecular mechanism underlying this phenomenon remains unclear.
View Article and Find Full Text PDFPlant Physiol Biochem
June 2025
College of Agronomy and Biotechnology, National and Local Joint Engineering Research Center on Germplasm Innovation & Utilization of Chinese Medicinal Materials in Southwest China, Key Laboratory of Medicinal Plant Biology of Yunnan Province, Yunnan Agricultural University, Kunming, Yunnan, China. E
Asperosaponin Ⅵ is the major active compound in the traditional Chinese medcinal herb Dipsacus asperoides (Xu-Duan), exhibits diverse pharmacological activities, including treating osteoporosis, anti-inflammatory effects, and neuroprotective properties. However, due to limited natural sources and challenges in chemical extraction, heterologous biosynthesis offers a strategy for efficient production of asperosaponin Ⅵ and its intermediates and derivatives. Despite its potential, the biosynthetic pathway of asperosaponin Ⅵ remains poorly understood, primarily due to its complex multi-step reaction network.
View Article and Find Full Text PDFInt J Biol Macromol
July 2025
State Key Laboratory for Quality Ensurance and Sustainable Use of Dao-di Herbs, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China. Electronic address:
Melia azedarach L. serves as an important source of timber and bioactive triterpenoids, notably tetracyclic limonoids and pharmacologically active pentacyclic triterpenes such as β-amyrin derivatives. Although limonoid biosynthesis has been extensively characterized, the enzymatic machinery governing pentacyclic triterpene formation remains poorly defined.
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