title: Molecular genetics of alkaloid biosynthesis in Nicotiana tabacum.
abstract: Alkaloids represent an extensive group of nitrogen-containing secondary metabolites that are widely distributed throughout the plant kingdom. The pyridine alkaloids of tobacco (Nicotiana tabacum L.) have been the subject of particularly intensive investigation, driven largely due to the widespread use of tobacco products by society and the role that nicotine (16) (see Fig. 1) plays as the primary compound responsible for making the consumption of these products both pleasurable and addictive. In a typical commercial tobacco plant, nicotine (16) comprises about 90% of the total alkaloid pool, with the alkaloids nornicotine (17) (a demethylated derivative of nicotine), anatabine (15) and anabasine (5) making up most of the remainder. Advances in molecular biology have led to the characterization of the majority of the genes encoding the enzymes directly responsible the biosynthesis of nicotine (16) and nornicotine (17), while notable gaps remain within the anatabine (15) and anabasine (5) biosynthetic pathways. Several of the genes involved in the transcriptional regulation and transport of nicotine (16) have also been elucidated. Investigations of the molecular genetics of tobacco alkaloids have not only provided plant biologists with insights into the mechanisms underlying the synthesis and accumulation of this important class of plant alkaloids, they have also yielded tools and strategies for modifying the tobacco alkaloid composition in a manner that can result in changing the levels of nicotine (16) within the leaf, or reducing the levels of a potent carcinogenic tobacco-specific nitrosamine (TSNA). This review summarizes recent advances in our understanding of the molecular genetics of alkaloid biosynthesis in tobacco, and discusses the potential for applying information accrued from these studies toward efforts designed to help mitigate some of the negative health consequences associated with the use of tobacco products.
authors: Department of Crop Science, North Carolina State University, Box 8009, Raleigh, NC 27695, USA. ralph_dewey@ncsu.edu
authors: Ralph E
authors: RE
authors: Dewey
authors: Jiahua
authors: J
authors: Xie
mesh_terms: D000470:Alkaloids / Q000096:biosynthesis* / Q000737:chemistry; D053898:Biosynthetic Pathways / Q000235:genetics*; D018506:Gene Expression Regulation, Plant; D008780:Methyltransferases / Q000235:genetics / Q000378:metabolism; D015394:Molecular Structure; D009538:Nicotine / Q000096:biosynthesis / Q000737:chemistry; D009602:Nitrosamines / Q000378:metabolism; D010940:Plant Proteins / Q000235:genetics / Q000378:metabolism; D011725:Pyridines / Q000737:chemistry; D014026:Nicotiana / Q000201:enzymology / Q000235:genetics* / Q000378:metabolism*
chemical_list: D000470:Alkaloids; D009602:Nitrosamines; D010940:Plant Proteins; D011725:Pyridines; C012737:anatabine; D009538:Nicotine; D008780:Methyltransferases; C112598:putrescine N-methyltransferase
keywords: 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone; ADC; Alkaloid biosynthetic genes; BBL; DMN; ERF; JA; JAZ; MAPKK; MATE; MPO; MTHFR; MeJA; N-methylputrescine oxidase; N-nitrosoanabasine; N-nitrosoanatabine; N-nitrosonornicotine; NAB; NAMN; NAT; NND; NNK; NNN; NS; NUP; NaNG; Nicotiana tabacum; Nicotine; Nornicotine; ODC; PMT; PON; QPT; RNA interference; RNAi; Solanaceae; TSNA; Tobacco-specific nitrosamines; arginine decarboxylase; bHLH; basic helix–loop–helix; berberine bridge enzyme-like; dihydrometanicotine; ethylene response factor; jasmonate ZIM-domain; jasmonic acid; methyl jasmonate; methylenetetrahydrofolate reductase; mitogen-activated protein kinase kinase; multidrug and toxic compound extrusion; nicotine N-demethylase; nicotine synthase; nicotine uptake permease; nicotinic acid mononucleotide; nicotinic acid ß-N-glucoside; ornithine decarboxylase; pseudooxynicotine; putrescine methyltransferase; quinolinate phosphoribosyltransferase; tobacco-specific nitrosamine