Results 161 to 170 of about 11,121 (205)
Biosynthetic Mechanism of Lanosterol: A Completed Story
ACS Catalysis, 2020 The remarkable biochemical conversion of acyclic 2,3-oxidosqualene to tetracyclic lanosterol (the common precursor to cholesterol and its relatives) with seven stereocenters constructed, catalyzed by oxidosqualene cyclase (OSC), has fascinated chemists ...
Ruibo Wu, Yongheng Wang, Nanhao Chen
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Lanosterol Disrupts the Aggregation of Amyloid-β Peptides
ACS Chemical Neuroscience, 2019 Lanosterol, an amphipathic molecule, was discovered only very recently to effectively hinder the aggregation of lens proteins and dissolve the extremely stable fibrillar aggregates in cataracts. Here, we combined computational and experimental approaches
Sang Yun, Ruhong Zhou, Cuicui Ge
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Lanosterol biosynthesis in plants
Archives of Biochemistry and Biophysics, 2006Plants biosynthesize sterols from cycloartenol using a pathway distinct from the animal and fungal route through lanosterol. Described herein are genome-mining experiments revealing that Arabidopsis encodes, in addition to cycloartenol synthase, an accurate lanosterol synthase (LSS)--the first example of lanosterol synthases cloned from a plant.
Seiichi P T Matsuda +2 more
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Biosynthetic Mechanism of Lanosterol: Cyclization†
Angewandte Chemie - International Edition, 2015AbstractThe remarkable cyclization mechanism of the formation of the 6‐6‐6‐5 tetracyclic lanosterol (a key triterpenoid intermediate in the biosynthesis of cholesterol) from the acyclic 2,3‐oxidosqualene catalyzed by oxidosqualene cyclase (OSC) has stimulated the interest of chemists and biologists for over a half century.
Ruibo Wu, Lidia Smentek, Nanhao Chen
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A low-toxicity method for the separation of lanosterol and dihydrolanosterol from commercial mixtures [PDF]
Steroids, 2004 We describe an inexpensive, low-toxicity and high-yielding method for the production of pure lanosterol and dihydrolanosterol from the commercially available mixture.
Merilyn Manley-Harris
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Degradation of the lanosterol side-chain
Tetrahedron Letters, 19703β-Acetoxylanosta-8,24-diene (1) has been converted by a six-step degradation into 3β-acetoxy-4,4,14α-tri-methyl-5α-pregn-8-en-2-one (14).
L H, Briggs +2 more
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Position of the Hydroxyl Group in Lanosterol
Nature, 1949DEHYDRATION of alcohols of the lanosterol series to the corresponding hydrocarbons has recently been reported by us1, when the action of both phosphorus pentachloride and phosphorus oxychloride was described. Dihydroagnosterol and dihydrolanosterol, when treated with phosphorus pentachloride, gave iso-agnostadiene (‘iso-γ-lanostatriene'), C30H48, and ...
C, DOREE, J F, McGHIE, F, KURZER
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Bioinspired Synthesis of Spirochensilide A from Lanosterol
Journal of the American Chemical Society, 2022A bioinspired synthesis of spirochensilide A from commercially available lanosterol is reported. The synthesis features a directed C-H oxidation, a Wagner-Meerwein-type double methyl migration, a Meinwald rearrangement, and a double-bond isomerization/spiroketal formation cascade.
Xianwen Long +4 more
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Tetrahedron, 1968
Abstract Extraction of the peridium of Scleroderma Aurantium yields a new dihydroxy tetracyclic triterpene of the lanostane series-23ξ-hydroxylanosterol(I).
N. Entwistle, A.D. Pratt
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Abstract Extraction of the peridium of Scleroderma Aurantium yields a new dihydroxy tetracyclic triterpene of the lanostane series-23ξ-hydroxylanosterol(I).
N. Entwistle, A.D. Pratt
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Post-lanosterol biosynthesis of cholesterol and cancer
Current Opinion in Pharmacology, 2012Mammalian cells require cholesterol for proliferation. Cholesterol contributes not only to the physicochemical properties of membranes but also to the organization of lipid rafts involved in signal transduction. Inhibition of cholesterol biosynthesis from lanosterol results in the inhibition of cell cycle progression and, in certain cell types, also in
Miguel A, Lasunción +3 more
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