Search Results - "Wilson, William K"
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NOESY and DFT-GIAO Calculations Reveal Pervasive Errors in C20 Configurations of Taraxastane-3,20-diols: Proposals to Improve NMR Structure Determinations
Published in Organic letters (06-03-2020)“…The current scientific consensus generally assigns incorrect C20 configurations to taraxastane-3β,20-diols and their oxo derivatives reported in 32 articles…”
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Product Profile of PEN3: The Last Unexamined Oxidosqualene Cyclase in Arabidopsis thaliana
Published in Organic letters (18-06-2009)“…The triterpene product profile is reported for At5g36150 (PEN3), the last unexamined oxidosqualene cyclase in the reference plant Arabidopsis thaliana. PEN3…”
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Accumulation of 8,9-unsaturated sterols drives oligodendrocyte formation and remyelination
Published in Nature (London) (01-08-2018)“…Regeneration of myelin is mediated by oligodendrocyte progenitor cells—an abundant stem cell population in the central nervous system (CNS) and the principal…”
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Stereochemistry of Water Addition in Triterpene Synthesis: The Structure of Arabidiol
Published in Organic letters (24-05-2007)“…An oxidosqualene cyclase from Arabidopsis thaliana makes arabidiol, a tricyclic triterpene reported with indeterminate side-chain stereochemistry. We…”
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A Putative Precursor of Isomalabaricane Triterpenoids from Lanosterol Synthase Mutants
Published in Organic letters (02-02-2006)“…Known lanosterol synthase mutants produce monocyclic or tetracyclic byproducts from oxidosqualene. We describe Erg7 Tyr510 mutants that cause partial substrate…”
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Enzymatic Cyclization of Dioxidosqualene to Heterocyclic Triterpenes
Published in Journal of the American Chemical Society (28-12-2005)“…Oxidosqualene cyclases normally produce triterpenes from 2,3-(S)-oxidosqualene (OS) but also can cyclize its minor companion (3S,22S)-2,3:22,23-dioxidosqualene…”
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Cholesterol Import by Aspergillus fumigatus and Its Influence on Antifungal Potency of Sterol Biosynthesis Inhibitors
Published in Antimicrobial Agents and Chemotherapy (01-02-2005)“…Classifications Services AAC Citing Articles Google Scholar PubMed Related Content Social Bookmarking CiteULike Delicious Digg Facebook Google+ Mendeley Reddit…”
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An Arabidopsis Oxidosqualene Cyclase Catalyzes Iridal Skeleton Formation by Grob Fragmentation
Published in Angewandte Chemie International Edition (13-02-2006)Get full text
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Cloning and characterization of the Arabidopsis thaliana lupeol synthase gene
Published in Phytochemistry (Oxford) (01-12-1998)“…A 2274 bp Arabidopsis thaliana cDNA was isolated that encodes a protein 57% identical to cycloartenol synthase from the same organism. The expressed…”
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Enzymatic Synthesis of an Indole Diterpene by an Oxidosqualene Cyclase: Mechanistic, Biosynthetic, and Phylogenetic Implications
Published in Journal of the American Chemical Society (30-07-2003)“…Petromindole (1) is an unusual indole diterpene that bears a triterpene-like carbon skeleton, suggesting biogenesis from 3-(ω-oxido-geranylgeranyl)indole (4)…”
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An Oxidosqualene Cyclase Makes Numerous Products by Diverse Mechanisms: A Challenge to Prevailing Concepts of Triterpene Biosynthesis
Published in Journal of the American Chemical Society (12-09-2007)“…The genome of the model plant Arabidopsis thaliana encodes 13 oxidosqualene cyclases, 9 of which have been characterized by heterologous expression in yeast…”
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Astertarone A Synthase from Chinese Cabbage Does Not Produce the C4-Epimer: Mechanistic Insights
Published in Organic letters (06-04-2018)“…The Brassica rapa oxidosqualene cyclase Bra032185 makes 60% astertarone A (1) and 20 minor triterpenes (0.1–11%). Mechanistic analysis indicates the absence of…”
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A 15-ketosterol is a liver X receptor ligand that suppresses sterol-responsive element binding protein-2 activity
Published in Journal of lipid research (01-05-2006)“…Hypercholesterolemia is a major risk factor for coronary artery disease. Oxysterols are known to inhibit cholesterol biosynthesis and have been explored as…”
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Torsional Failure of Carbon Fiber Composite Plates Versus Stainless Steel Plates for Comminuted Distal Fibula Fractures
Published in Foot & ankle international (01-05-2016)“…Background: Carbon fiber composite implants are gaining popularity in orthopedics, but with few independent studies of their failure characteristics under…”
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Are Isoursenol and γ‑Amyrin Rare Triterpenes in Nature or Simply Overlooked by Usual Analytical Methods?
Published in Organic letters (21-08-2015)“…Among pentacyclic triterpenes commonly found in plants, γ-amyrin and isoursenol are seldom reported and considered rare in nature. It was hypothesized that…”
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Mechanistic insights into triterpene synthesis from quantum mechanical calculations. Detection of systematic errors in B3LYP cyclization energies
Published in Organic & biomolecular chemistry (07-02-2006)“…Most quantum mechanical studies of triterpene synthesis have been done on small models. We calculated mPW1PW91/6-311+G(2d,p)//B3LYP/6-31G* energies for many…”
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The Liebermann–Burchard Reaction: Sulfonation, Desaturation, and Rearrangment of Cholesterol in Acid
Published in Lipids (01-02-2007)“…In the Liebermann–Burchard (LB) colorimetric assay, treatment of cholesterol with sulfuric acid, acetic anhydride, and acetic acid elicits a blue color. We…”
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Sterols in blood of normal and Smith-Lemli-Opitz subjects
Published in Journal of lipid research (01-05-2001)“…Smith-Lemli-Opitz syndrome (SLOS) is a hereditary disorder in which a defective gene encoding 7-dehydrocholesterol reductase causes the accumulation of…”
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Sterols affecting meiosis: novel chemical syntheses and the biological activity and spectral properties of the synthetic sterols
Published in Journal of lipid research (01-10-1998)“…4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol (I) from human follicular fluid and 4,4-dimethyl-5alpha-cholesta-8,24-dien-3beta-ol (II) from bull testes…”
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