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 :
(±)-Nornicotine
catalog :
N3018
citations: 30
Reference
Jadey S, Purohit P, Auerbach A. Action of nicotine and analogs on acetylcholine receptors having mutations of transmitter-binding site residue ?G153. J Gen Physiol. 2013;141:95-104 pubmed publisher
Hung C, Fan L, Kittur F, Sun K, Qiu J, Tang S, et al. Alteration of the alkaloid profile in genetically modified tobacco reveals a role of methylenetetrahydrofolate reductase in nicotine N-demethylation. Plant Physiol. 2013;161:1049-60 pubmed publisher
Cai B, Siminszky B, Chappell J, Dewey R, Bush L. Enantioselective demethylation of nicotine as a mechanism for variable nornicotine composition in tobacco leaf. J Biol Chem. 2012;287:42804-11 pubmed publisher
Pakdeechanuan P, Teoh S, Shoji T, Hashimoto T. Non-functionalization of two CYP82E nicotine N-demethylase genes abolishes nornicotine formation in Nicotiana langsdorffii. Plant Cell Physiol. 2012;53:2038-46 pubmed publisher
Hoffman A, Evans S. Abuse potential of non-nicotine tobacco smoke components: acetaldehyde, nornicotine, cotinine, and anabasine. Nicotine Tob Res. 2013;15:622-32 pubmed publisher
Knezevich A, Muzic J, Hatsukami D, Hecht S, Stepanov I. Nornicotine nitrosation in saliva and its relation to endogenous synthesis of N'-nitrosonornicotine in humans. Nicotine Tob Res. 2013;15:591-5 pubmed publisher
Calas List D, List O, Thany S. Nornicotine application on cockroach dorsal unpaired median neurons induces two distinct ionic currents: implications of different nicotinic acetylcholine receptors. Neurosci Lett. 2012;518:64-8 pubmed publisher
Bawazeer S, Watson D, Knottenbelt C. Determination of nicotine exposure in dogs subjected to passive smoking using methanol extraction of hair followed by hydrophilic interaction chromatography in combination with Fourier transform mass spectrometry. Talanta. 2012;88:408-11 pubmed publisher
Miller E, Murray G, Rollins D, Tiffany S, Wilkins D. Validation of a liquid chromatography-tandem mass spectrometry method for the detection of nicotine biomarkers in hair and an evaluation of wash procedures for removal of environmental nicotine. J Anal Toxicol. 2011;35:321-32 pubmed
Marclay F, Grata E, Perrenoud L, Saugy M. A one-year monitoring of nicotine use in sport: frontier between potential performance enhancement and addiction issues. Forensic Sci Int. 2011;213:73-84 pubmed publisher
Marin S, Christensen R, Baer V, Clark C, McMillin G. Nicotine and metabolites in paired umbilical cord tissue and meconium specimens. Ther Drug Monit. 2011;33:80-5 pubmed publisher
Lewis R, Bowen S, Keogh M, Dewey R. Three nicotine demethylase genes mediate nornicotine biosynthesis in Nicotiana tabacum L.: functional characterization of the CYP82E10 gene. Phytochemistry. 2010;71:1988-98 pubmed publisher
Meng X, Lu L, Gu G, Xiao M. A novel pathway for nicotine degradation by Aspergillus oryzae 112822 isolated from tobacco leaves. Res Microbiol. 2010;161:626-33 pubmed publisher
Reichel C, Murray J, Barr J, Bevins R. Extinction with varenicline and nornicotine, but not ABT-418, weakens conditioned responding evoked by the interoceptive stimulus effects of nicotine. Neuropharmacology. 2010;58:1237-45 pubmed publisher
Piekoszewski W, Florek E, Kulza M, Wilimowska J, Loba U. [Development of analytical method for determination nicotine metabolites in urine]. Przegl Lek. 2009;66:593-7 pubmed
Yue B, Kushnir M, Urry F, Rockwood A. Quantitation of nicotine, its metabolites, and other related alkaloids in urine, serum, and plasma using LC-MS-MS. Methods Mol Biol. 2010;603:389-98 pubmed publisher
Holtman J, Crooks P, Johnson Hardy J, Wala E. The analgesic and toxic effects of nornicotine enantiomers alone and in interaction with morphine in rodent models of acute and persistent pain. Pharmacol Biochem Behav. 2010;94:352-62 pubmed publisher
Treweek J, Dickerson T, Janda K. Drugs of abuse that mediate advanced glycation end product formation: a chemical link to disease pathology. Acc Chem Res. 2009;42:659-69 pubmed publisher
Hong D, Fink A, Uversky V. Smoking and Parkinson's disease: does nicotine affect alpha-synuclein fibrillation?. Biochim Biophys Acta. 2009;1794:282-90 pubmed publisher
Gray T, Magri R, Shakleya D, Huestis M. Meconium nicotine and metabolites by liquid chromatography-tandem mass spectrometry: differentiation of passive and nonexposure and correlation with neonatal outcome measures. Clin Chem. 2008;54:2018-27 pubmed publisher
Tutka P, Dempsey D, Jacob P, Benowitz N, Kroetz D. Nicotine metabolism in pregnant and nonpregnant rabbits. Nicotine Tob Res. 2008;10:1385-90 pubmed publisher
Brogan A, Dickerson T, Janda K. Nornicotine-organocatalyzed aqueous reduction of alpha,beta-unsaturated aldehydes. Chem Commun (Camb). 2007;:4952-4 pubmed
Liu B, Chen C, Wu D, Su Q. Enantiomeric analysis of anatabine, nornicotine and anabasine in commercial tobacco by multi-dimensional gas chromatography and mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2008;865:13-7 pubmed publisher
Gray T, Shakleya D, Huestis M. Quantification of nicotine, cotinine, trans-3'-hydroxycotinine, nornicotine and norcotinine in human meconium by liquid chromatography/tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2008;863:107-14 pubmed publisher
Gavilano L, Siminszky B. Isolation and characterization of the cytochrome P450 gene CYP82E5v2 that mediates nicotine to nornicotine conversion in the green leaves of tobacco. Plant Cell Physiol. 2007;48:1567-74 pubmed
Dukat M, Ramunno A, Banzi R, Damaj M, Martin B, Glennon R. 3-(2-Aminoethyl)pyridine analogs as alpha4beta2 nicotinic cholinergic receptor ligands. Bioorg Med Chem Lett. 2005;15:4308-12 pubmed
Kanne D, Tomizawa M, Durkin K, Casida J. 6'-Methylpyrido[3,4-b]norhomotropane: synthesis and outstanding potency in relation to the alpha4beta2 nicotinic receptor pharmacophore model. Bioorg Med Chem Lett. 2005;15:877-81 pubmed
Ghosheh O, Dwoskin L, Li W, Crooks P. Residence times and half-lives of nicotine metabolites in rat brain after acute peripheral administration of [2'-(14)C]nicotine. Drug Metab Dispos. 1999;27:1448-55 pubmed
Bardo M, Green T, Crooks P, Dwoskin L. Nornicotine is self-administered intravenously by rats. Psychopharmacology (Berl). 1999;146:290-6 pubmed
Teng L, Crooks P, Buxton S, Dwoskin L. Nicotinic-receptor mediation of S(-)nornicotine-evoked -3H-overflow from rat striatal slices preloaded with -3H-dopamine. J Pharmacol Exp Ther. 1997;283:778-87 pubmed
product information
Catalog Number :
N3018
Product Name :
(±)-Nornicotine
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
Product Description :
≥98% (TLC), liquid
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA