title: Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate.
abstract: We identified a cis-prenyltransferase gene, neryl diphosphate synthase 1 (NDPS1), that is expressed in cultivated tomato (Solanum lycopersicum) cultivar M82 type VI glandular trichomes and encodes an enzyme that catalyzes the formation of neryl diphosphate from isopentenyl diphosphate and dimethylallyl diphosphate. mRNA for a terpene synthase gene, phellandrene synthase 1 (PHS1), was also identified in these glands. It encodes an enzyme that uses neryl diphosphate to produce beta-phellandrene as the major product as well as a variety of other monoterpenes. The profile of monoterpenes produced by PHS1 is identical with the monoterpenes found in type VI glands. PHS1 and NDPS1 map to chromosome 8, and the presence of a segment of chromosome 8 derived from Solanum pennellii LA0716 causes conversion from the M82 gland monoterpene pattern to that characteristic of LA0716 plants. The data indicate that, contrary to the textbook view of geranyl diphosphate as the "universal" substrate of monoterpene synthases, in tomato glands neryl diphosphate serves as a precursor for the synthesis of monoterpenes.
authors.affiliation: Department of Biochemistry and Molecular Biology, Research Technology Support Facility, Michigan State University, East Lansing, MI 48824-1319, USA.
authors.forename: Anthony L
authors.initials: AL
authors.lastname: Schilmiller
authors.forename: Ines
authors.initials: I
authors.lastname: Schauvinhold
authors.forename: Matthew
authors.initials: M
authors.lastname: Larson
authors.forename: Richard
authors.initials: R
authors.lastname: Xu
authors.forename: Amanda L
authors.initials: AL
authors.lastname: Charbonneau
authors.forename: Adam
authors.initials: A
authors.lastname: Schmidt
authors.forename: Curtis
authors.initials: C
authors.lastname: Wilkerson
authors.forename: Robert L
authors.initials: RL
authors.lastname: Last
authors.forename: Eran
authors.initials: E
authors.lastname: Pichersky
mesh_terms: D019883:Alkyl and Aryl Transferases / Q000235:genetics / Q000378:metabolism; D053898:Biosynthetic Pathways; D003001:Cloning, Molecular; D000081005:Cyclohexane Monoterpenes; D018076:DNA, Complementary / Q000737:chemistry / Q000235:genetics; D004122:Dimethylallyltranstransferase / Q000235:genetics / Q000378:metabolism; D011756:Diphosphates / Q000737:chemistry / Q000378:metabolism; D004224:Diterpenes / Q000737:chemistry / Q000378:metabolism; D008401:Gas Chromatography-Mass Spectrometry; D018506:Gene Expression Regulation, Plant; D015723:Gene Library; D045782:Hemiterpenes / Q000737:chemistry / Q000378:metabolism; D007700:Kinetics; D018551:Solanum lycopersicum / Q000201:enzymology* / Q000235:genetics / Q000378:metabolism*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D039821:Monoterpenes / Q000032:analysis / Q000737:chemistry / Q000378:metabolism*; D009943:Organophosphorus Compounds / Q000737:chemistry / Q000378:metabolism; D019441:Plant Epidermis / Q000201:enzymology / Q000378:metabolism; D010940:Plant Proteins / Q000235:genetics / Q000378:metabolism; D011106:Polyisoprenyl Phosphates / Q000737:chemistry / Q000378:metabolism*; D020133:Reverse Transcriptase Polymerase Chain Reaction; D017422:Sequence Analysis, DNA; D013379:Substrate Specificity
chemical_list: D000081005:Cyclohexane Monoterpenes; D018076:DNA, Complementary; D011756:Diphosphates; D004224:Diterpenes; D045782:Hemiterpenes; D039821:Monoterpenes; D009943:Organophosphorus Compounds; D010940:Plant Proteins; D011106:Polyisoprenyl Phosphates; C511282:geranyl diphosphate; C004809:isopentenyl pyrophosphate; C043060:3,3-dimethylallyl pyrophosphate; C005403:alpha phellandrene; C015234:geranyl pyrophosphate; D019883:Alkyl and Aryl Transferases; C108877:terpene synthase; D004122:Dimethylallyltranstransferase