This webpage contains legacy information. The product is either no longer available from the supplier or has been delisted at Labome.
product summary
company name :
MilliporeSigma
other brands :
FLUKA, Sigma-Aldrich, Roche Applied Science
product type :
chemical
product name :
5α-Androst-16-en-3-one
catalog :
A8008
citations: 41
Reference
Westmacott K, Crew A, Doran O, Hart J. Novel, rapid, low-cost screen-printed (bio)sensors for the direct analysis of boar taint compounds androstenone and skatole in porcine adipose tissue: Comparison with a high-resolution gas chromatographic method. Biosens Bioelectron. 2020;150:111837 pubmed publisher
Kress K, Weiler U, Schmucker S, Candek Potokar M, Vrecl M, Fazarinc G, et al. Influence of Housing Conditions on Reliability of Immunocastration and Consequences for Growth Performance of Male Pigs. Animals (Basel). 2019;10: pubmed publisher
Ferdenzi C, Razafindrazaka H, Baldovini N, Poupon D, Pierron D, Bensafi M. Influence of gender and culture on the perception of acidic compounds of human body odor. Physiol Behav. 2019;:112561 pubmed publisher
Han X, Zhou M, Cao X, Du X, Meng F, Bu G, et al. Mechanistic insight into the role of immunocastration on eliminating skatole in boars. Theriogenology. 2019;131:32-40 pubmed publisher
Tan R, Goldman M. Exposure to male sexual scents (androstenone) influences women's drinking. Exp Clin Psychopharmacol. 2017;25:456-465 pubmed publisher
Sanmartí Espinal M, Iavicoli P, Calò A, Taulés M, Galve R, Marco M, et al. Quantification of interacting cognate odorants with olfactory receptors in nanovesicles. Sci Rep. 2017;7:17483 pubmed publisher
Verplanken K, Wauters J, Vercruysse V, Aluwé M, Vanhaecke L. Sensory evaluation of boar-taint-containing minced meat, dry-cured ham and dry fermented sausage by a trained expert panel and consumers. Food Chem. 2017;233:247-255 pubmed publisher
Zadinová K, Stupka R, Stratil A, Cítek J, Vehovský K, Lebedová N, et al. Association analysis of SNPs in the porcine CYP2E1 gene with skatole, indole, and androstenone levels in backfat of a crossbred pig population. Meat Sci. 2017;131:68-73 pubmed publisher
Verplanken K, Stead S, Jandova R, Poucke C, Claereboudt J, Bussche J, et al. Rapid evaporative ionization mass spectrometry for high-throughput screening in food analysis: The case of boar taint. Talanta. 2017;169:30-36 pubmed publisher
Hwang C, Chang P, Wang T. Contribution of remote substrate binding energy to the enzymatic rate acceleration for 3?-hydroxysteroid dehydrogenase/carbonyl reductase. Chem Biol Interact. 2017;276:133-140 pubmed publisher
Jacob C, Dervilly Pinel G, Deceuninck Y, Gicquiau A, Chevillon P, Bonneau M, et al. Urinary signature of pig carcasses with boar taint by liquid chromatography-high-resolution mass spectrometry. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2017;34:218-227 pubmed publisher
Nevidimova T, Batukhtina E, Vetlugina T, Savochkina D, Nikitina V, Lobacheva O, et al. Association of Cytokine Production with Hormone Level and Sensory Responses during the Formation of Psychoactive Drug Addiction in Men. Bull Exp Biol Med. 2015;159:768-71 pubmed publisher
Aaslyng M, De Lichtenberg Broge E, Brockhoff P, Christensen R. The effect of skatole and androstenone on consumer response towards streaky bacon and pork belly roll. Meat Sci. 2015;110:52-61 pubmed publisher
Wauters J, Vanden Bussche J, Verplanken K, Bekaert K, Aluwé M, Van den Broeke A, et al. Development of a quantitative method for the simultaneous analysis of the boar taint compounds androstenone, skatole and indole in porcine serum and plasma by means of ultra-high performance liquid chromatography coupled to high resolution mass spect. Food Chem. 2015;187:120-9 pubmed publisher
Lopedota A, Cutrignelli A, Laquintana V, Franco M, Donelli D, Ragni L, et al. β-cyclodextrin in personal care formulations: role on the complexation of malodours causing molecules. Int J Cosmet Sci. 2015;37:438-45 pubmed publisher
Fukutani Y, Hori A, Tsukada S, Sato R, Ishii J, Kondo A, et al. Improving the odorant sensitivity of olfactory receptor-expressing yeast with accessory proteins. Anal Biochem. 2015;471:1-8 pubmed publisher
Hartmann C, Mayenzet F, Larcinese J, Haefliger O, Buettner A, Starkenmann C. Development of an analytical approach for identification and quantification of 5-α-androst-16-en-3-one in human milk. Steroids. 2013;78:156-60 pubmed publisher
Kubale V, Batorek N, Skrlep M, Prunier A, Bonneau M, Fazarinc G, et al. Steroid hormones, boar taint compounds, and reproductive organs in pigs according to the delay between immunocastration and slaughter. Theriogenology. 2013;79:69-80 pubmed publisher
Meier Dinkel L, Trautmann J, Frieden L, Tholen E, Knorr C, Sharifi A, et al. Consumer perception of boar meat as affected by labelling information, malodorous compounds and sensitivity to androstenone. Meat Sci. 2013;93:248-56 pubmed publisher
Mörlein D, Lungershausen M, Steinke K, Sharifi A, Knorr C. A single nucleotide polymorphism in the CYP2E1 gene promoter affects skatole content in backfat of boars of two commercial Duroc-sired crossbred populations. Meat Sci. 2012;92:739-44 pubmed publisher
Robic A, Larzul C, Grindflek E, Chevillon P, Hofer A, Feve K, et al. Molecular characterization of the porcine TEAD3 (TEF-5) gene: examination of a promoter mutation as the causal mutation of a quantitative trait loci affecting the androstenone level in boar fat. J Anim Breed Genet. 2012;129:325-35 pubmed publisher
Font i Furnols M. Consumer studies on sensory acceptability of boar taint: a review. Meat Sci. 2012;92:319-29 pubmed publisher
Bekaert K, Aluwé M, Millet S, Goethals K, Nijs G, Isebaert S, et al. Predicting the likelihood of developing boar taint: early physical indicators in entire male pigs. Meat Sci. 2012;92:382-5 pubmed publisher
Fischer J, Elsinghorst P, Bücking M, Tholen E, Petersen B, Wüst M. Development of a candidate reference method for the simultaneous quantitation of the boar taint compounds androstenone, 3?-androstenol, 3?-androstenol, skatole, and indole in pig fat by means of stable isotope dilution analysis-headspace solid-phase . Anal Chem. 2011;83:6785-91 pubmed publisher
Grindflek E, Lien S, Hamland H, Hansen M, Kent M, van Son M, et al. Large scale genome-wide association and LDLA mapping study identifies QTLs for boar taint and related sex steroids. BMC Genomics. 2011;12:362 pubmed publisher
Wäckers F, Olson D, Rains G, Lundby F, Haugen J. Boar taint detection using parasitoid biosensors. J Food Sci. 2011;76:S41-7 pubmed publisher
Bekaert K, Tuyttens F, Duchateau L, De Brabander H, Aluwé M, Millet S, et al. The sensitivity of Flemish citizens to androstenone: influence of gender, age, location and smoking habits. Meat Sci. 2011;88:548-52 pubmed publisher
Leung M, Bowley K, Squires E. Examination of testicular gene expression patterns in Yorkshire pigs with high and low levels of boar taint. Anim Biotechnol. 2010;21:77-87 pubmed publisher
Zamaratskaia G, Dahl E, Madej A, Squires E, Andresen O. Studies on 5alpha-androst-16-en-3-one binding to porcine serum, plasma and testicular cytosolic fraction and to human serum. J Steroid Biochem Mol Biol. 2008;111:24-8 pubmed publisher
Reschly E, Ai N, Welsh W, Ekins S, Hagey L, Krasowski M. Ligand specificity and evolution of liver X receptors. J Steroid Biochem Mol Biol. 2008;110:83-94 pubmed publisher
Peacock J, Lou Y, Lundstrom K, Squires E. The effect of a c.-8G>T polymorphism on the expression of cytochrome b5A and boar taint in pigs. Anim Genet. 2008;39:15-21 pubmed
Moe M, Meuwissen T, Lien S, Bendixen C, Wang X, Conley L, et al. Gene expression profiles in testis of pigs with extreme high and low levels of androstenone. BMC Genomics. 2007;8:405 pubmed
Chen G, Cue R, Lundstrom K, Wood J, Doran O. Regulation of CYP2A6 protein expression by skatole, indole, and testicular steroids in primary cultured pig hepatocytes. Drug Metab Dispos. 2008;36:56-60 pubmed
Verheyden K, Noppe H, Aluwé M, Millet S, Vanden Bussche J, De Brabander H. Development and validation of a method for simultaneous analysis of the boar taint compounds indole, skatole and androstenone in pig fat using liquid chromatography-multiple mass spectrometry. J Chromatogr A. 2007;1174:132-7 pubmed
Kline J, Schwartz G, Dikman Z. Interpersonal defensiveness and diminished perceptual acuity for the odor of a putative pheromone: androstenone. Biol Psychol. 2007;74:405-13 pubmed
Sinclair P, Squires E. Testicular sulfoconjugation of the 16-androstene steroids by hydroxysteroid sulfotransferase: its effect on the concentrations of 5alpha-androstenone in plasma and fat of the mature domestic boar. J Anim Sci. 2005;83:358-65 pubmed
Zamaratskaia G, Babol J, Madej A, Squires E, Lundstrom K. Age-related variation of plasma concentrations of skatole, androstenone, testosterone, oestradiol-17 beta, oestrone sulphate, dehydroepiandrosterone sulphate, triiodothyronine and IGF-1 in six entire male pigs. Reprod Domest Anim. 2004;39:168-72 pubmed
Kraevskaya M, Higgins M, Wilson M, Gower D. Binding of the pheromonal steroid, 5alpha-androst-16-en-3-one, to membrane-enriched fractions of boar and rat olfactory epithelium; preliminary evidence for binding protein being a glycoprotein. J Steroid Biochem Mol Biol. 2003;86:133-41 pubmed
Yee K, Wysocki C. Differential responses to odorant analogs after recovery from nerve transection. Physiol Behav. 2002;76:661-7 pubmed
Scaloni A, Paolini S, Brandazza A, Fantacci M, Bottiglieri C, Marchese S, et al. Purification, cloning and characterisation of odorant- and pheromone-binding proteins from pig nasal epithelium. Cell Mol Life Sci. 2001;58:823-34 pubmed
Morofushi M, Shinohara K, Funabashi T, Kimura F. Positive relationship between menstrual synchrony and ability to smell 5alpha-androst-16-en-3alpha-ol. Chem Senses. 2000;25:407-11 pubmed
product information
Catalog Number :
A8008
Product Name :
5α-Androst-16-en-3-one
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA