title: 1-Methylpyrrolidine-2-acetic Acid is not a Precursor of Tropane Alkaloids.
abstract: 1-Methylpyrrolidine-2-acetic acid and related compounds were studied as precursors in the biosynthesis of the tropane alkaloids in Erythroxylum coca and Datura innoxia. (R,S)-[1',2-(13)C2,2-(14)C,(15)N]-1-methylpyrrolidine-2- acid, (R,S)-[1',2'-(13)C2,1'-(14)C]-1-methylpyrrolidine-2-acetic acid, (R,S) [1',2'-(13)C2,1-(14)C]-1-methylpyrrolidine-2-acetate, and (R,S)-+2'-(14)C] methylpyrrolidine-2-acetic acid N-acetylcysteamine thioester were synthesized an intact plants by leaf-planting or hydroponic-feeding. Specific incorporation of compounds into ( - )-hyoscyamine, ( - )-scopolamine, ( - )-cocaine and the biosynthetically related cuscohygrine were very low. These results indicate that 1-methylpyrrolidine acid is not an efficient precursor of tropane alkaloids.
authors.affiliation: AgroEvo USA Company, Pikeville, NC 27863, USA.
authors.forename: M N
authors.initials: MN
authors.lastname: Huang
authors.forename: T W
authors.initials: TW
authors.lastname: Abraham
authors.forename: S H
authors.initials: SH
authors.lastname: Kim
authors.forename: E
authors.initials: E
authors.lastname: Leete
mesh_terms: D000470:Alkaloids / Q000096:biosynthesis*; D009682:Magnetic Resonance Spectroscopy; D010944:Plants / Q000378:metabolism*; D011759:Pyrrolidines / Q000737:chemistry*; D014326:Tropanes / Q000378:metabolism*
chemical_list: C103040:1-methylpyrrolidine-2-acetic acid; D000470:Alkaloids; D011759:Pyrrolidines; D014326:Tropanes