1-Methylpyrrolidine-2-acetic Acid is not a Precursor of Tropane Alkaloids.
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.
Huang
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MN
AgroEvo USA Company, Pikeville, NC 27863, USA.
Abraham
T W
TW
Kim
S H
SH
Leete
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E
D000470:Alkaloids / Q000096:biosynthesis*; D009682:Magnetic Resonance Spectroscopy; D010944:Plants / Q000378:metabolism*; D011759:Pyrrolidines / Q000737:chemistry*; D014326:Tropanes / Q000378:metabolism*
C103040:1-methylpyrrolidine-2-acetic acid; D000470:Alkaloids; D011759:Pyrrolidines; D014326:Tropanes