Home Other Building Blocks (3β)-Lanosta-8,24-dien-3-ol

(3β)-Lanosta-8,24-dien-3-ol

CAS No.:
79-63-0
Catalog Number:
AG003531
Molecular Formula:
C30H50O
Molecular Weight:
426.7174
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
98%
1 week
United States
$140
- +
5mg
≥95%
1 week
United States
$444
- +
10mg
≥95%
1 week
United States
$746
- +
25mg
≥95%
1 week
United States
$1348
- +
Product Description
Catalog Number:
AG003531
Chemical Name:
(3β)-Lanosta-8,24-dien-3-ol
CAS Number:
79-63-0
Molecular Formula:
C30H50O
Molecular Weight:
426.7174
MDL Number:
MFCD00021108
IUPAC Name:
(3S,5R,10S,13R,14R,17R)-4,4,10,13,14-pentamethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
InChI:
InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
InChI Key:
CAHGCLMLTWQZNJ-BQNIITSRSA-N
SMILES:
CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)C
EC Number:
201-214-9
UNII:
1J05Z83K3M
NSC Number:
60677
Properties
Complexity:
767  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
7  
Defined Bond Stereocenter Count:
0
Exact Mass:
426.386g/mol
Formal Charge:
0
Heavy Atom Count:
31  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
426.729g/mol
Monoisotopic Mass:
426.386g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
20.2A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
8.9  
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Characterization of sterol lipids in Kluyveromyces lactis strain M-16 accumulating a high amount of steryl glucoside. Journal of oleo science 20090101
Transcriptional profiling of the effects of 25-hydroxycholesterol on human hepatocyte metabolism and the antiviral state it conveys against the hepatitis C virus. BMC chemical biology 20090101
Revision of the absolute configuration at C(23) of lanostanoids and isolation of secondary metabolites from formosan soft coral Nephthea erecta. Chemistry & biodiversity 20090101
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LeishCyc: a biochemical pathways database for Leishmania major. BMC systems biology 20090101
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Progressive obesity leads to altered ovarian gene expression in the Lethal Yellow mouse: a microarray study. Journal of ovarian research 20090101
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Investigating the effects of statins on cellular lipid metabolism using a yeast expression system. PloS one 20090101
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Simultaneous HPLC determination of butenafine hydrochloride and betamethasone in a cream formulation. Indian journal of pharmaceutical sciences 20090101
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Lanostane-type triterpenes from the mushroom Astraeus pteridis with antituberculosis activity. Journal of natural products 20081201
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Gas chromatographic-mass spectrometric analyses of cholesterol and its precursors in rat plasma as tert-butyldimethylsilyl derivatives. Clinica chimica acta; international journal of clinical chemistry 20081001
Differential azole antifungal efficacies contrasted using a Saccharomyces cerevisiae strain humanized for sterol 14 alpha-demethylase at the homologous locus. Antimicrobial agents and chemotherapy 20081001
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Regulation of cholesterologenesis by the oxysterol receptor, LXRalpha. The Journal of biological chemistry 20080926
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Multiple effects of a novel compound from Burkholderia cepacia against Candida albicans. FEMS microbiology letters 20080801
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Spheciosterol sulfates, PKCzeta inhibitors from a philippine sponge Spheciospongia sp. Journal of natural products 20080725
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Silencing of mouse hepatic lanosterol 14-alpha demethylase down-regulated plasma low-density lipoprotein cholesterol levels by short-term treatment of siRNA. Biological & pharmaceutical bulletin 20080601
Anti-HIV-1 protease activity of lanostane triterpenes from the vietnamese mushroom Ganoderma colossum. Journal of natural products 20080601
Characteristics of biofilm formation by Candida tropicalis and antifungal resistance. FEMS yeast research 20080501
Ganoderic acids suppress growth and invasive behavior of breast cancer cells by modulating AP-1 and NF-kappaB signaling. International journal of molecular medicine 20080501
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Kadsuracoccinic acids A-C, ring-A seco-lanostane triterpenes from Kadsura coccinea and their effects on embryonic cell division of Xenopus laevis. Journal of natural products 20080401
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Novel cholesterol biosynthesis inhibitors targeting human lanosterol 14alpha-demethylase (CYP51). Bioorganic & medicinal chemistry 20080101
Metabolic model integration of the bibliome, genome, metabolome and reactome of Aspergillus niger. Molecular systems biology 20080101
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[Chemical constituents of the spores of Ganoderma lucidum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20080101
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Altered bile acid metabolism in patients with constipation-predominant irritable bowel syndrome and functional constipation. Scandinavian journal of gastroenterology 20080101
Breast cancer proteomics reveals correlation between estrogen receptor status and differential phosphorylation of PGRMC1. Breast cancer research : BCR 20080101
Histone deacetylase inhibitors: a new mode for inhibition of cholesterol metabolism. BMC genomics 20080101
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Insulin-like growth factor-1 coordinately induces the expression of fatty acid and cholesterol biosynthetic genes in murine C2C12 myoblasts. BMC genomics 20080101
Dynamical modeling of the cholesterol regulatory pathway with Boolean networks. BMC systems biology 20080101
Inotodiol, a lanostane triterpenoid, from Inonotus obliquus inhibits cell proliferation through caspase-3-dependent apoptosis. Anticancer research 20080101
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A novel three-stage light irradiation strategy in the submerged fermentation of medicinal mushroom Ganoderma lucidum for the efficient production of ganoderic acid and Ganoderma polysaccharides. Biotechnology progress 20080101
Antifungals: need to search for a new molecular target. Indian journal of pharmaceutical sciences 20080101
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cis-Acting elements within the Candida albicans ERG11 promoter mediate the azole response through transcription factor Upc2p. Eukaryotic cell 20071201
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Progressive dysfunction of the cholesterol biosynthesis pathway in the R6/2 mouse model of Huntington's disease. Neurobiology of disease 20071001
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Hypoxia stimulates degradation of 3-hydroxy-3-methylglutaryl-coenzyme A reductase through accumulation of lanosterol and hypoxia-inducible factor-mediated induction of insigs. The Journal of biological chemistry 20070914
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Structure elucidation and complete NMR spectral assignments of three new lanostanoid triterpenes with unprecedented Delta(16, 17) double bond from Ganoderma lucidum. Magnetic resonance in chemistry : MRC 20070901
Atorvastatin in patients with primary biliary cirrhosis and incomplete biochemical response to ursodeoxycholic acid. Hepatology (Baltimore, Md.) 20070901
4-Methyl sterols regulate fission yeast SREBP-Scap under low oxygen and cell stress. The Journal of biological chemistry 20070817
Conformational dynamics in the F/G segment of CYP51 from Mycobacterium tuberculosis monitored by FRET. Archives of biochemistry and biophysics 20070815
Lanosterol biosynthesis in the prokaryote Methylococcus capsulatus: insight into the evolution of sterol biosynthesis. Molecular biology and evolution 20070801
Role of posaconazole in the management of oropharyngeal and esophageal candidiasis. Therapeutics and clinical risk management 20070801
Design, synthesis, and antifungal activities of novel 1H-triazole derivatives based on the structure of the active site of fungal lanosterol 14 alpha-demethylase (CYP51). Chemistry & biodiversity 20070701
Sterol composition in field-grown and cultured mycelia of Inonotus obliquus. Yao xue xue bao = Acta pharmaceutica Sinica 20070701
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Regulation of hepatic Insig-2 by the farnesoid X receptor. Molecular endocrinology (Baltimore, Md.) 20070601
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Electrochemical reduction of sterol-14alpha-demethylase from Mycobacterium tuberculosis (CYP51b1). Biochemistry. Biokhimiia 20070601
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Hepatic cytochrome P450 reductase-null mice reveal a second microsomal reductase for squalene monooxygenase. Archives of biochemistry and biophysics 20070501
Electrochemical properties of cytochroms P450 using nanostructured electrodes: direct electron transfer and electro catalysis. Journal of inorganic biochemistry 20070501
Rapid birth-death evolution specific to xenobiotic cytochrome P450 genes in vertebrates. PLoS genetics 20070501
Inhibition of angiogenesis by the antifungal drug itraconazole. ACS chemical biology 20070424
Structure of mixed micelles formed in PEG-lipid/lipid dispersions. Langmuir : the ACS journal of surfaces and colloids 20070410
Separation and determination of diversiform phytosterols in food materials using supercritical carbon dioxide extraction and ultraperformance liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. Analytica chimica acta 20070404
Cholesterol starvation induces differentiation of human leukemia HL-60 cells. Cancer research 20070401
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Syntheses of ring C oxysterols: inhibitors of sterol biosynthesis. Lipids 20070201
Structure determination of inonotsuoxides A and B and in vivo anti-tumor promoting activity of inotodiol from the sclerotia of Inonotus obliquus. Bioorganic & medicinal chemistry 20070101
Amaranth oil application for coronary heart disease and hypertension. Lipids in health and disease 20070101
Preparative isolation of cyclolanostane-type saponins from Astragalus membranaceus bge. var. mongholicus (Bge.) Hsiao by TLC-MS/MS guided high-speed counter-current chromatography. Journal of separation science 20070101
The Interleukin-6 inflammation pathway from cholesterol to aging--role of statins, bisphosphonates and plant polyphenols in aging and age-related diseases. Immunity & ageing : I & A 20070101
Synthesis of the oxysterol, 24(S), 25-epoxycholesterol, parallels cholesterol production and may protect against cellular accumulation of newly-synthesized cholesterol. Lipids in health and disease 20070101
The transcriptome analysis of early morphogenesis in Paracoccidioides brasiliensis mycelium reveals novel and induced genes potentially associated to the dimorphic process. BMC microbiology 20070101
Transcriptome of Pneumocystis carinii during fulminate infection: carbohydrate metabolism and the concept of a compatible parasite. PloS one 20070101
Genomic analysis of the secretion stress response in the enzyme-producing cell factory Aspergillus niger. BMC genomics 20070101
Gene expression profiles in testis of pigs with extreme high and low levels of androstenone. BMC genomics 20070101
Coordinate up-regulation of TMEM97 and cholesterol biosynthesis genes in normal ovarian surface epithelial cells treated with progesterone: implications for pathogenesis of ovarian cancer. BMC cancer 20070101
Photosensitivity in Smith-Lemli-Opitz syndrome: a flux balance analysis of altered metabolism. Bioinformation 20070101
Trametes versatillis, a fungus highly producing eburicoic acid. Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101
Separation of free sterols by high temperature liquid chromatography. Journal of chromatography. A 20061229
Ganoderic acid T from Ganoderma lucidum mycelia induces mitochondria mediated apoptosis in lung cancer cells. Life sciences 20061223
Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. Toxicology 20061110
Comparative calorimetric and spectroscopic studies of the effects of lanosterol and cholesterol on the thermotropic phase behavior and organization of dipalmitoylphosphatidylcholine bilayer membranes. Biophysical journal 20061101
Cloning of chicken lanosterol 14alpha-demethylase (CYP51) cDNA: discovery of a testis-specific CYP51 transcript. Comparative biochemistry and physiology. Part A, Molecular & integrative physiology 20061101
Design, synthesis, and antifungal activities in vitro of novel tetrahydroisoquinoline compounds based on the structure of lanosterol 14alpha-demethylase (CYP51) of fungi. Bioorganic & medicinal chemistry letters 20061015
Domain-formation in DOPC/SM bilayers studied by pfg-NMR: effect of sterol structure. Biophysical journal 20061001
Steroid structural requirements for interaction of ostreolysin, a lipid-raft binding cytolysin, with lipid monolayers and bilayers. Biochimica et biophysica acta 20061001
Inhibition of oxidative stress-induced invasiveness of cancer cells by Ganoderma lucidum is mediated through the suppression of interleukin-8 secretion. International journal of molecular medicine 20061001
Lanosterol 14alpha-demethylase expression in the mouse ovary and its participation in cumulus-enclosed oocyte spontaneous meiotic maturation in vitro. Theriogenology 20060915
New ganoderic acids, bioactive triterpenoid metabolites from the mushroom Ganoderma lucidum. Natural product research 20060901
Cholesterol precursors stabilize ordinary and ceramide-rich ordered lipid domains (lipid rafts) to different degrees. Implications for the Bloch hypothesis and sterol biosynthesis disorders. The Journal of biological chemistry 20060804
Synthetic studies toward highly functionalized 5beta-lanosterol derivatives: a versatile approach utilizing anionic cycloaddition. The Journal of organic chemistry 20060804
Cloning and characterization of CYP51 from Mycobacterium avium. American journal of respiratory cell and molecular biology 20060801
Phytosterol biosynthesis pathway in Mortierella alpina. Phytochemistry 20060801
Lanostane triterpenoids from the Sri Lankan basidiomycete Ganoderma applanatum. Journal of natural products 20060801
Cholesterol synthesis rate in human hippocampus declines with aging. Neuroscience letters 20060731
Sterol dependent regulation of human TM7SF2 gene expression: role of the encoded 3beta-hydroxysterol Delta14-reductase in human cholesterol biosynthesis. Biochimica et biophysica acta 20060701
Classical QSAR study on chromene derivatives as lanosterol 14alpha- demethylase inhibitor: a non azole antifungal target. Medicinal chemistry (Shariqah (United Arab Emirates)) 20060701
Triadimefon causes branchial arch malformations in Xenopus laevis embryos. Environmental science and pollution research international 20060701
Puerarin decreases serum total cholesterol and enhances thoracic aorta endothelial nitric oxide synthase expression in diet-induced hypercholesterolemic rats. Life sciences 20060620
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Host-specific response to HCV infection in the chimeric SCID-beige/Alb-uPA mouse model: role of the innate antiviral immune response. PLoS pathogens 20060601
Voriconazole in the management of nosocomial invasive fungal infections. Therapeutics and clinical risk management 20060601
Site-saturated mutagenesis of histidine 234 of Saccharomyces cerevisiae oxidosqualene-lanosterol cyclase demonstrates dual functions in cyclization and rearrangement reactions. Journal of the American Chemical Society 20060517
Phase behavior of lipid monolayers containing DPPC and cholesterol analogs. Biophysical journal 20060501
Plant lanosterol synthase: divergence of the sterol and triterpene biosynthetic pathways in eukaryotes. Plant & cell physiology 20060501
Lanosterol synthase in dicotyledonous plants. Plant & cell physiology 20060501
[Studies on constituents from roots of Euphorbia hylonoma]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060501
Meiosis activating sterol (MAS) regulate FSH-induced meiotic resumption of cumulus cell-enclosed porcine oocytes via PKC pathway. Molecular and cellular endocrinology 20060425
Follicular sterol composition in gonadotrophin stimulated women with polycystic ovarian syndrome. Molecular and cellular endocrinology 20060425
Cimicifuga species identification by high performance liquid chromatography-photodiode array/mass spectrometric/evaporative light scattering detection for quality control of black cohosh products. Journal of chromatography. A 20060421
Structure-based optimization of azole antifungal agents by CoMFA, CoMSIA, and molecular docking. Journal of medicinal chemistry 20060420
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Modulation of cholesterol metabolism by the green tea polyphenol (-)-epigallocatechin gallate in cultured human liver (HepG2) cells. Journal of agricultural and food chemistry 20060308
Universal behavior of membranes with sterols. Biophysical journal 20060301
Lanosterol biosynthesis in plants. Archives of biochemistry and biophysics 20060301
cDNA cloning, genomic structure and expression analysis of the bovine lanosterol 14alpha-demethylase (CYP51) in gonads. Biological & pharmaceutical bulletin 20060301
Mechanistic insights into triterpene synthesis from quantum mechanical calculations. Detection of systematic errors in B3LYP cyclization energies. Organic & biomolecular chemistry 20060207
Effect of geraniol on fatty-acid and mevalonate metabolism in the human hepatoma cell line Hep G2. Biochemistry and cell biology = Biochimie et biologie cellulaire 20060201
Cytotoxicity of cycloartane triterpenoids from aerial part of Cimicifuga foetida. Fitoterapia 20060101
Investigation of de novo cholesterol synthetic capacity in the gonads of goldfish (Carassius auratus) exposed to the phytosterol beta-sitosterol. Reproductive biology and endocrinology : RB&E 20060101
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Cholesterogenic lanosterol 14alpha-demethylase (CYP51) is an immediate early response gene. Endocrinology 20051201
A new cytotoxic lanostane triterpenoid from the basidiomycete Hebeloma versipelle. The Journal of antibiotics 20051201
Sterol profiling of amniotic fluid: a routine method for the detection of distal cholesterol synthesis deficit. Prenatal diagnosis 20051101
Enzyme redesign: two mutations cooperate to convert cycloartenol synthase into an accurate lanosterol synthase. Journal of the American Chemical Society 20051019
A molecular mechanics force field for biologically important sterols. Journal of computational chemistry 20051001
Diffusion of cholesterol and its precursors in lipid membranes studied by 1H pulsed field gradient magic angle spinning NMR. Biophysical journal 20051001
Lipid signaling in plants. Cloning and expression analysis of the obtusifoliol 14alpha-demethylase from Solanum chacoense Bitt., a pollination- and fertilization-induced gene with both obtusifoliol and lanosterol demethylase activity. Plant physiology 20051001
Reductions in cholesterol and synaptic markers in association cortex in mood disorders. Bipolar disorders 20051001
Sterol structure determines miscibility versus melting transitions in lipid vesicles. Biophysical journal 20050901
The protein farnesyltransferase inhibitor Tipifarnib as a new lead for the development of drugs against Chagas disease. Journal of medicinal chemistry 20050825
Fluconazole upregulates sconC expression and inhibits sulphur metabolism in Microsporum canis. Fungal genetics and biology : FG & B 20050801
A prospective, randomized, double-blind, placebo-controlled study of the platelet and global hemostatic effects of Ganoderma lucidum (Ling-Zhi) in healthy volunteers. Anesthesia and analgesia 20050801
In vitro antifungal activity of ZJ-522, a new triazole restructured from fluconazole and butenafine, against clinically important fungi in comparison with fluconazole and butenafine. Biological & pharmaceutical bulletin 20050801
Friedolanostanes and lanostanes from the leaves of Garcinia hombroniana. Journal of natural products 20050801
Norlanostane triterpenoidal saponins from the marine sponge melophlussarassinorum. Journal of natural products 20050801
[Studies on chemical constitutes of green alga Chaetomorpha basiretorsa and their bioactivity]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050801
Flux of sterol intermediates in a yeast strain deleted of the lanosterol C-14 demethylase Erg11p. Biochimica et biophysica acta 20050715
Cytochrome P450 17alpha hydroxylase/17,20 lyase (CYP17) function in cholesterol biosynthesis: identification of squalene monooxygenase (epoxidase) activity associated with CYP17 in Leydig cells. Molecular endocrinology (Baltimore, Md.) 20050701
Ganoderic acid Sz, a new lanostanoid from the mushroom Ganoderma lucidum. Natural product research 20050701
Lord of the rings--the mechanism for oxidosqualene:lanosterol cyclase becomes crystal clear. Trends in pharmacological sciences 20050701
Synthetic lanostane-type triterpenoids as inhibitors of DNA topoisomerase II. Bioorganic & medicinal chemistry letters 20050615
Ganoderic acid X, a lanostanoid triterpene, inhibits topoisomerases and induces apoptosis of cancer cells. Life sciences 20050603
N-Phenethylhexadecanamide from the edible mushroom Laetiporus sulphureus. Natural product research 20050601
Cytotoxic constituents of the fruit body of Daedalea dickisii. Journal of natural products 20050601
Sterol stringency of proliferation and cell cycle progression in human cells. Biochimica et biophysica acta 20050515
Differences in the modulation of collective membrane motions by ergosterol, lanosterol, and cholesterol: a dynamic light scattering study. Biophysical journal 20050501
Pre-cholesterol precursors in gametogenesis. Molecular and cellular endocrinology 20050429
The imidazoline-like drug S23515 affects lipid metabolism in hepatocyte by inhibiting the oxidosqualene: lanosterol cyclase activity. Biochemical pharmacology 20050401
Determination of sterols in biological samples by SPME with on-fiber derivatization and GC/FID. Analytical and bioanalytical chemistry 20050401
Oxygenated lanostane-type triterpenoids from the fungus ganodermalucidum. Journal of natural products 20050401
How low can you go? Science of aging knowledge environment : SAGE KE 20050316
Desmosterol may replace cholesterol in lipid membranes. Biophysical journal 20050301
Dual-action hypoglycemic and hypocholesterolemic agents that inhibit glycogen phosphorylase and lanosterol demethylase. Journal of lipid research 20050301
Isotopomer spectral analysis of intermediates of cholesterol synthesis in patients with cerebrotendinous xanthomatosis. Metabolism: clinical and experimental 20050301
Insig-mediated degradation of HMG CoA reductase stimulated by lanosterol, an intermediate in the synthesis of cholesterol. Cell metabolism 20050301
Cancer preventive agents. Part 1: chemopreventive potential of cimigenol, cimigenol-3,15-dione, and related compounds. Bioorganic & medicinal chemistry 20050215
Antiproliferative synergism of azasterols and antifolates against Toxoplasma gondii. International journal of antimicrobial agents 20050201
The combination effects of phenolic compounds and fluconazole on the formation of ergosterol in Candida albicans determined by high-performance liquid chromatography/tandem mass spectrometry. Analytical biochemistry 20050101
Multidrug resistance in yeast Candida. International review of cytology 20050101
Aspergillus oryzae produces compounds inhibiting cholesterol biosynthesis downstream of dihydrolanosterol. FEMS microbiology letters 20050101
Lanostane triterpenoids and triterpene glycosides from the fruit body of Fomitopsis pinicola and their inhibitory activity against COX-1 and COX-2. Journal of natural products 20050101
MT FdR: a ferredoxin reductase from M. tuberculosis that couples to MT CYP51. Biochimica et biophysica acta 20050101
Exploring hepatic hormone actions using a compilation of gene expression profiles. BMC physiology 20050101
Genome-wide structural and evolutionary analysis of the P450 monooxygenase genes (P450ome) in the white rot fungus Phanerochaete chrysosporium: evidence for gene duplications and extensive gene clustering. BMC genomics 20050101
Vesicle fluctuation analysis of the effects of sterols on membrane bending rigidity. European biophysics journal : EBJ 20041201
Meiosis-activating sterol synthesis in rat preovulatory follicle: is it involved in resumption of meiosis? Biology of reproduction 20041201
Lead nitrate-induced development of hypercholesterolemia in rats: sterol-independent gene regulation of hepatic enzymes responsible for cholesterol homeostasis. Toxicology letters 20041201
Lanostanoid triterpenes from Laetiporus sulphureus and apoptosis induction on HL-60 human myeloid leukemia cells. Journal of natural products 20041201
Bioactive friedolanostanes and 11(10-->8)-abeolanostanes from the bark of Garcinia speciosa. Journal of natural products 20041201
27-norlanostane glycosides from the bulbs of Muscari paradoxum. Journal of natural products 20041201
Studies on the expression levels of sterol-metabolizing enzymes in the obese model SHR/NDmcr-cp rats. Clinical and experimental pharmacology & physiology 20041201
Biochemical characterization of terbinafine-resistant Trichophyton rubrum isolates. Medical mycology 20041201
Molecular mechanisms of vitamin E transport. Annals of the New York Academy of Sciences 20041201
Cloning and characterization of the lanosterol 14alpha-demethylase (ERG11) gene in Cryptococcus neoformans. Biochemical and biophysical research communications 20041112
Insight into steroid scaffold formation from the structure of human oxidosqualene cyclase. Nature 20041104
Agrobacterium tumefaciens-mediated transformation of the antitumor clavaric acid-producing basidiomycete Hypholoma sublateritium. Current genetics 20041101
New lanostane-type triterpenes from Fomes officinalis. Chemical & pharmaceutical bulletin 20041101
Anti-inflammatory and anti-hyaluronate lyase activities of lanostanoids from Piptoporus betulinus. The Journal of antibiotics 20041101
What's so special about cholesterol? Lipids 20041101
Cholesterol is essential for mitosis progression and its deficiency induces polyploid cell formation. Experimental cell research 20041015
Geranylgeraniol regulates negatively caspase-1 autoprocessing: implication in the Th1 response against Mycobacterium tuberculosis. Journal of immunology (Baltimore, Md. : 1950) 20041015
Oxysteroids: a new class of steroids with autocrine and paracrine functions. Trends in endocrinology and metabolism: TEM 20041001
Abnormal steroidogenesis in three patients with Antley-Bixler syndrome: apparent decreased activity of 17alpha-hydroxylase, 17,20-lyase and 21-hydroxylase. Pediatrics international : official journal of the Japan Pediatric Society 20041001
Low concentrations of the non-ionic detergent Nonidet P-40 interfere with sterol biogenesis and viability of the yeast Saccharomyces cerevisiae. FEMS microbiology letters 20040901
A low-toxicity method for the separation of lanosterol and dihydrolanosterol from commercial mixtures. Steroids 20040901
CYP51 from Trypanosoma brucei is obtusifoliol-specific. Biochemistry 20040824
Undetectable maternal serum uE3 and postnatal abnormal sterol and steroid metabolism in Antley-Bixler syndrome. American journal of medical genetics. Part A 20040815
Genome-wide expression profiling reveals genes associated with amphotericin B and fluconazole resistance in experimentally induced antifungal resistant isolates of Candida albicans. The Journal of antimicrobial chemotherapy 20040801
Homology modeling of lanosterol 14alpha-demethylase of Candida albicans and Aspergillus fumigatus and insights into the enzyme-substrate Interactions. Journal of biomolecular structure & dynamics 20040801
Compound heterozygous mutations of cytochrome P450 oxidoreductase gene (POR) in two patients with Antley-Bixler syndrome. American journal of medical genetics. Part A 20040801
Quantitation of lanosterol and its major metabolite FF-MAS in an inhibition assay of CYP51 by azoles with atmospheric pressure photoionization based LC-MS/MS. Journal of the American Society for Mass Spectrometry 20040801
Sterol metabolism in the opportunistic pathogen Pneumocystis: advances and new insights. Lipids 20040801
New lanostane-type triterpenoids from Ganoderma applanatum. Journal of natural products 20040701
New aspects on lanosterol 14alpha-demethylase and cytochrome P450 evolution: lanosterol/cycloartenol diversification and lateral transfer. Journal of molecular evolution 20040701
Selective anti-Toxoplasma gondii activities of azasterols. International journal of antimicrobial agents 20040601
Phytoestrogen cimicifugoside-mediated inhibition of catecholamine secretion by blocking nicotinic acetylcholine receptor in bovine adrenal chromaffin cells. The Journal of pharmacology and experimental therapeutics 20040501
The role of cholesterol in the activity of pneumolysin, a bacterial protein toxin. Biophysical journal 20040501
Ananosic acids B and C, two new 18(13-->12)-abeo-lanostane triterpenoids from Kadsura ananosma. Journal of natural products 20040501
Eucosterol-type nortriterpenoids from Merwilla natalensis. Journal of natural products 20040501
Roles of gonadotropins and meiosis-activating sterols in meiotic resumption of cultured follicle-enclosed mouse oocytes. Molecular and cellular endocrinology 20040415
Efficient routes to epimerically-pure side-chain derivatives of lanosterol. Steroids 20040401
Enzymatic cyclization of 22,23-dihydro-2,3-oxidosqualene into euph-7-en-3beta-ol and bacchar-12-en-3beta-ol by recombinant beta-amyrin synthase. Journal of the American Chemical Society 20040324
The monotopic membrane protein human oxidosqualene cyclase is active as monomer. Biochemical and biophysical research communications 20040305
A functional cytochrome P450 lanosterol 14 alpha-demethylase CYP51 enzyme in the acrosome: transport through the Golgi and synthesis of meiosis-activating sterols. Endocrinology 20040301
Two new cyclolanostanol glycosides from the aerial parts of Cimicifuga foetida. Journal of Asian natural products research 20040301
Characterization of a human Sec14-like protein cDNA SEC14L3 highly homologous to human SPF/TAP. Molecular biology reports 20040301
Impact of 10 dietary sterols on growth and reproduction of Daphnia galeata. Journal of chemical ecology 20040301
CYP51--the omnipotent P450. Molecular and cellular endocrinology 20040227
Lanosterol and cholesterol-induced variations in bilayer elasticity probed by 2H NMR relaxation. Langmuir : the ACS journal of surfaces and colloids 20040217
Cholesterol-lowering properties of Ganoderma lucidum in vitro, ex vivo, and in hamsters and minipigs. Lipids in health and disease 20040101
Modeling lipid-sterol bilayers: applications to structural evolution, lateral diffusion, and rafts. Methods in enzymology 20040101
Fungal biofilms and drug resistance. Emerging infectious diseases 20040101
Cloning and analysis of Trypanosoma cruzi lanosterol 14alpha-demethylase. Molecular and biochemical parasitology 20031201
Novel sterols synthesized via the CYP27A1 metabolic pathway. Archives of biochemistry and biophysics 20031201
Lanosterol and tetranorlanosterol glycosides from the bulbs of Muscari paradoxum. Phytochemistry 20031201
Changes in cholesterol and its precursors during the first days after major trauma. Wiener klinische Wochenschrift 20031128
Combined overexpression of genes of the ergosterol biosynthetic pathway leads to accumulation of sterols in Saccharomyces cerevisiae. FEMS yeast research 20031001
Localization of mammalian NAD(P)H steroid dehydrogenase-like protein on lipid droplets. The Journal of biological chemistry 20030919
Conservation in the CYP51 family. Role of the B' helix/BC loop and helices F and G in enzymatic function. Biochemistry 20030805
Characterization of a lanosterol 14 alpha-demethylase from Pneumocystis carinii. American journal of respiratory cell and molecular biology 20030801
Anti-inflammatory lanostane-type triterpene acids from Piptoporus betulinus. Journal of natural products 20030801
In yeast sterol biosynthesis the 3-keto reductase protein (Erg27p) is required for oxidosqualene cyclase (Erg7p) activity. Biochimica et biophysica acta 20030704
Revision and confirmation of the regiochemistry of isoxazoles derived from methyl oleanonate and lanost-8-en-3-one. Synthesis of a new lanostane triterpenoid with a cyano-enone functionality in ring A. The Journal of organic chemistry 20030613
Lanosterol metabolism and sterol regulatory element binding protein (SREBP) expression in male germ cell maturation. The Journal of steroid biochemistry and molecular biology 20030601
Phylogeny of choanozoa, apusozoa, and other protozoa and early eukaryote megaevolution. Journal of molecular evolution 20030501
Mechanistic insights into oxidosqualene cyclizations through homology modeling. Journal of computational chemistry 20030430
Production of progesterone from de novo-synthesized cholesterol in cumulus cells and its physiological role during meiotic resumption of porcine oocytes. Biology of reproduction 20030401
Saccharomyces cerevisiae Dap1p, a novel DNA damage response protein related to the mammalian membrane-associated progesterone receptor. Eukaryotic cell 20030401
Antitumor agents 220. Antitumor-promoting effects of cimigenol and related compounds on Epstein-Barr virus activation and two-stage mouse skin carcinogenesis. Bioorganic & medicinal chemistry 20030320
Human serum paraoxonase 1 decreases macrophage cholesterol biosynthesis: possible role for its phospholipase-A2-like activity and lysophosphatidylcholine formation. Arteriosclerosis, thrombosis, and vascular biology 20030301
Drug induced proteome changes in Candida albicans: comparison of the effect of beta(1,3) glucan synthase inhibitors and two triazoles, fluconazole and itraconazole. Proteomics 20030301
[Studies on the new triterpenoid saponin of the aerial part of Cimicifuga foetida]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030301
Structure-based de novo design, synthesis, and biological evaluation of non-azole inhibitors specific for lanosterol 14alpha-demethylase of fungi. Journal of medicinal chemistry 20030213
Conservation and cloning of CYP51: a sterol 14 alpha-demethylase from Mycobacterium smegmatis. Biochemical and biophysical research communications 20030207
Identification of farnesoid X receptor beta as a novel mammalian nuclear receptor sensing lanosterol. Molecular and cellular biology 20030201
Triterpenoids from the orchids Agrostophyllum brevipes and Agrostophyllum callosum. Phytochemistry 20030201
[Serum markers in relation to cognitive functioning in an aging population: results of the Maastricht Aging Study (MAAS)]. Tijdschrift voor gerontologie en geriatrie 20030201
[Studies on new trierpenoid constituents from the Rhizoma of Cimicifuga foetida]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030201
Formation of the C ring in the lanosterol biosynthesis from squalene. Organic letters 20030123
Many facets of mammalian lanosterol 14alpha-demethylase from the evolutionarily conserved cytochrome P450 family CYP51. Archives of biochemistry and biophysics 20030101
Serum cholesterol, precursors and metabolites and cognitive performance in an aging population. Neurobiology of aging 20030101
Supernatant protein factor and tocopherol-associated protein: an unexpected link between cholesterol synthesis and vitamin E (review). The Journal of nutritional biochemistry 20030101
Protein prenyltransferases. Genome biology 20030101
Two new 24-isopropenyl-lanostanoids from Tillandsia brachycaulos. Zeitschrift fur Naturforschung. C, Journal of biosciences 20030101
Scale-up of a liquid static culture process for hyperproduction of ganoderic acid by the medicinal mushroom Ganoderma lucidum. Biotechnology progress 20030101
Identification of two proteins induced by exposure of the pathogenic fungus Candida glabrata to fluconazole. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021225
Creating new supramolecular materials by architecture of three-dimensional nanocrystal fiber networks. Journal of the American Chemical Society 20021218
Desmosterolosis presenting with multiple congenital anomalies and profound developmental delay. American journal of medical genetics 20021215
Directed evolution experiments reveal mutations at cycloartenol synthase residue His477 that dramatically alter catalysis. Organic letters 20021212
A novel sterol 14alpha-demethylase/ferredoxin fusion protein (MCCYP51FX) from Methylococcus capsulatus represents a new class of the cytochrome P450 superfamily. The Journal of biological chemistry 20021206
Nuclear receptor agonists stimulate release of arachidonic acid from rat liver cells. Prostaglandins, leukotrienes, and essential fatty acids 20021201
Sterol biosynthesis in Pneumocystis: unique steps that define unique targets. Drug resistance updates : reviews and commentaries in antimicrobial and anticancer chemotherapy 20021201
Novel hydroquinone as a matrix metallo-proteinase inhibitor from the mushroom, Piptoporus betulinus. Bioscience, biotechnology, and biochemistry 20021201
The role of cytochrome P450 in the regulation of cholesterol biosynthesis. Lipids 20021201
Evidence for multiple sterol methyl transferase pathways in Pneumocystis carinii. Lipids 20021201
Progesterone and 17 alpha-OH-progesterone in concentrations similar to that of preovulatory follicular fluid is without effect on resumption of meiosis in mouse cumulus enclosed oocytes cultured in the presence of hypoxanthine. Steroids 20021101
Triterpenoid constituents isolated from the bark of Abies sachalinensis. Journal of natural products 20021101
Anisotropic motion and molecular dynamics of cholesterol, lanosterol, and ergosterol in lecithin bilayers studied by quasi-elastic neutron scattering. Biochemistry 20021029
Complete characterisation of lanolin steryl esters by sub-ambient pressure gas chromatography-mass spectrometry in the electron impact and chemical ionisation modes. Journal of chromatography. A 20020913
Concomitant C-ring Expansion and D-ring formation in lanosterol biosynthesis from squalene without violation of Markovnikov's rule. Journal of the American Chemical Society 20020904
A cAMP-responsive element binding site is essential for sterol regulation of the human lanosterol 14alpha-demethylase gene (CYP51). Molecular endocrinology (Baltimore, Md.) 20020801
Conversion of a plant oxidosqualene-cycloartenol synthase to an oxidosqualene-lanosterol cyclase by random mutagenesis. Biochemistry 20020702
Cholesterol metabolism in normal and heterozygous familial hypercholesterolemic newborns. The Journal of laboratory and clinical medicine 20020701
Profile of cholesterol-related sterols in aged amyloid precursor protein transgenic mouse brain. Journal of lipid research 20020701
Comprehensive and definitive structural identities of Pneumocystis carinii sterols. Journal of lipid research 20020701
Altered gene expression of hepatic lanosterol 14alpha-demethylase (CYP51) in lead nitrate-treated rats. Archives of toxicology 20020701
Abnormal sterol metabolism in a patient with Antley-Bixler syndrome and ambiguous genitalia. American journal of medical genetics 20020615
Sterol 14alpha-demethylase activity in Streptomyces coelicolor A3(2) is associated with an unusual member of the CYP51 gene family. The Biochemical journal 20020601
The Salmonella-containing vacuole is a major site of intracellular cholesterol accumulation and recruits the GPI-anchored protein CD55. Cellular microbiology 20020601
Polyene substrates with unusual methylation patterns to probe the active sites of three catalytic antibodies. Bioorganic & medicinal chemistry 20020501
The Pneumocystis carinii drug target S-adenosyl-L-methionine:sterol C-24 methyl transferase has a unique substrate preference. Molecular microbiology 20020501
Membrane-bound enzymes of cholesterol synthesis from lanosterol. Biochemical and biophysical research communications 20020419
My years with Konrad, a memoir. Biochemical and biophysical research communications 20020419
Directed evolution to generate cycloartenol synthase mutants that produce lanosterol. Organic letters 20020418
Inhibition of tumor-promoting effects by poricoic acids G and H and other lanostane-type triterpenes and cytotoxic activity of poricoic acids A and G from Poria cocos. Journal of natural products 20020401
New lanostanoids, elfvingic acids A-H, from the fruit body of Elfvingia applanata. Journal of natural products 20020401
Modeling of binding modes and inhibition mechanism of some natural ligands of farnesyl transferase using molecular docking. Journal of medicinal chemistry 20020328
Elution behavior of unsaponifiable lipids with various capillary electrochromatographic stationary phases. Journal of chromatography. A 20020308
From lanosterol to cholesterol: structural evolution and differential effects on lipid bilayers. Biophysical journal 20020301
Differential effects of ergosterol and cholesterol on Cdk1 activation and SRE-driven transcription. European journal of biochemistry 20020301
New lanostanoids from the fungus Ganoderma concinna. Journal of natural products 20020301
Mechanism of azole antifungal activity as determined by liquid chromatographic/mass spectrometric monitoring of ergosterol biosynthesis. Journal of mass spectrometry : JMS 20020301
Lanosterol 14alpha-demethylase and MAS sterols in mammalian gametogenesis. Molecular and cellular endocrinology 20020222
Role of meiosis activating sterols, MAS, in induced oocyte maturation. Molecular and cellular endocrinology 20020222
Molecular basis of resistance to azole antifungals. Trends in molecular medicine 20020201
Yeast oxidosqualene cyclase (Erg7p) is a major component of lipid particles. The Journal of biological chemistry 20020125
Cloning and expression of sterol Delta 14-reductase from bovine liver. European journal of biochemistry 20020101
New lanostanoids from the mushroom Ganoderma lucidum. Journal of natural products 20020101
Lanostanoids of Amentotaxus formosana. Journal of natural products 20020101
Two-stage culture process for improved production of ganoderic acid by liquid fermentation of higher fungus Ganoderma lucidum. Biotechnology progress 20020101
Is Pneumocystis a plant? The Journal of eukaryotic microbiology 20020101
Chemopreventive effect of farnesol and lanosterol on colon carcinogenesis. Cancer detection and prevention 20020101
Substrate recognition sites in 14alpha-sterol demethylase from comparative analysis of amino acid sequences and X-ray structure of Mycobacterium tuberculosis CYP51. Journal of inorganic biochemistry 20011215
Gonadotropin-induced accumulation of 4,4-dimethylsterols in mouse ovaries and its temporal relation to meiosis. Biology of reproduction 20011201
Anticomplement activity of terpenoids from the spores of Ganoderma lucidum. Planta medica 20011201
Regulation of hepatic lanosterol 14 alpha-demethylase gene expression by dietary cholesterol and cholesterol-lowering agents. Archives of biochemistry and biophysics 20011115
Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya. Journal of agricultural and food chemistry 20011101
Blocking protein geranylgeranylation is essential for lovastatin-induced apoptosis of human acute myeloid leukemia cells. Leukemia 20010901
New pentanorlanostane derivatives, cladosporide B-D, as characteristic antifungal agents against Aspergillus fumigatus, isolated from Cladosporium sp. The Journal of antibiotics 20010901
Identification of a novel mutation in 3beta-hydroxysteroid-Delta8-Delta7-isomerase in a case of Conradi-Hünermann-Happle syndrome. Experimental dermatology 20010801
[A new triterpene from the fruiting bodies of Ganoderma lucidum]. Yao xue xue bao = Acta pharmaceutica Sinica 20010801
Obtusifoliol 14alpha-demethylase (CYP51) antisense Arabidopsis shows slow growth and long life. Biochemical and biophysical research communications 20010706
The interactions of amphotericin B with various sterols in relation to its possible use in anticancer therapy. Biophysical chemistry 20010702
Neutral sterols of rat epididymis. High concentrations of dehydrocholesterols in rat caput epididymidis. Journal of lipid research 20010701
Content of meiosis activating sterols in equine follicular fluids: correlation to follicular size and dominance. Theriogenology 20010701
Trypanosome and animal lanosterol synthases use different catalytic motifs. Organic letters 20010614
Mammalian exocrine secretions XVI. Constitutents of secretion of supplementary sacculi of dwarf hamster, Phodopus sungorus sungorus. Journal of chemical ecology 20010601
Cholesterol biosynthesis from lanosterol. A concerted role for Sp1 and NF-Y-binding sites for sterol-mediated regulation of rat 7-dehydrocholesterol reductase gene expression. The Journal of biological chemistry 20010525
Molecular dynamics simulation of the structure of dimyristoylphosphatidylcholine bilayers with cholesterol, ergosterol, and lanosterol. Biophysical journal 20010401
Anaerobiosis induces complex changes in sterol esterification pattern in the yeast Saccharomyces cerevisiae. FEMS microbiology letters 20010401
Ergosterol biosynthesis in novel melanized fungi from hypersaline environments. Journal of lipid research 20010301
[Studies on quality specification standards for Saposhnicovia divaricata (Turcz.) Schischk]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010301
LDL downregulates CYP51 in porcine vascular endothelial cells and in the arterial wall through a sterol regulatory element binding protein-2-dependent mechanism. Circulation research 20010216
Cholesterol biosynthesis from lanosterol: molecular cloning, chromosomal localization, functional expression and liver-specific gene regulation of rat sterol delta8-isomerase, a cholesterogenic enzyme with multiple functions. The Biochemical journal 20010201
Meiosis-activating sterol and the maturation of isolated mouse oocytes. Biology of reproduction 20010101
Role of meiosis-activating sterols in rat oocyte maturation: effects of specific inhibitors and changes in the expression of lanosterol 14alpha-demethylase during the preovulatory period. Biology of reproduction 20010101
Quantification of plasma membrane ergosterol of Saccharomyces cerevisiae by direct-injection atmospheric pressure chemical ionization/tandem mass spectrometry. Analytical biochemistry 20010101
Molecular cloning and expression in yeast of 2,3-oxidosqualene-triterpenoid cyclases from Arabidopsis thaliana. Plant molecular biology 20010101
Localisation of lanosterol 14alpha-demethylase in round and elongated spermatids of the mouse testis: an immunoelectron microscopic and stereological study. Pflugers Archiv : European journal of physiology 20010101
Inhibitors of sterol biosynthesis and amphotericin B reduce the viability of pneumocystis carinii f. sp. carinii. Antimicrobial agents and chemotherapy 20000601
Synthesis of 25-aminosterols, new antifungal agents. Bioorganic & medicinal chemistry letters 19990607
Selective inhibition of mammalian lanosterol 14 alpha-demethylase by RS-21607 in vitro and in vivo. Biochemistry 19940419
Plant sterol biosynthesis: 7-oxo-obtusifoliol analogues as potential selective inhibitors of cytochrome P-450 dependent obtusifoliol 14 alpha-demethylase. Biochimica et biophysica acta 19920423
Synthesis, specificity, and antifungal activity of inhibitors of the Candida albicans delta 24-sterol methyltransferase. Journal of medicinal chemistry 19920101
Effects of environmentally encountered epoxides on mouse liver epoxide-metabolizing enzymes. Biochemical pharmacology 19910601
[Steroid alkaloids. 138(12). Chemical composition of the fruits and grains of Holarrhena mitis R. Br. (Apocynacea): alkaloids and unsaponifiable material]. Annales pharmaceutiques francaises 19721201
3',5'-cyclic adenosine monophosphate response element binding protein up-regulated cytochrome P450 lanosterol 14alpha-demethylase expression involved in follicle-stimulating hormone-induced mouse oocyte maturation. Molecular endocrinology (Baltimore, Md.)
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