Biosynthesis of cannabinoids. Incorporation experiments with 13C-labeled glucoses

@article{citeulike:1637270, abstract = {The biosynthesis of cannabinoids was studied in cut sprouts of Cannabis sativa by incorporation experiments using mixtures of unlabeled glucose and [1-13C]glucose or [U-13C6]glucose. 13C-labeling patterns of cannabichromenic acid and tetrahydrocannabinolic acid were analyzed by quantitative NMR spectroscopy. 13C enrichments and coupling patterns show that the C10-terpenoid moiety is biosynthesized entirely or predominantly (> 98\%) via the recently discovered deoxyxylulose phosphate pathway. The phenolic moiety is generated by a polyketide-type reaction sequence. The data support geranyl diphosphate and the polyketide, olivetolic acid, as specific intermediates in the biosynthesis of cannabinoids.}, author = {Fellermeier, Monika and Eisenreich, Wolfgang and Bacher, Adelbert and Zenk, Meinhart H. }, citeulike-article-id = {1637270}, doi = {10.1046/j.1432-1327.2001.02030.x}, journal = {European Journal of Biochemistry}, keywords = {biosynthesis, cannabinoid, cannabinol, cannabis, plant, sativa, thc}, number = {6}, pages = {1596--1604}, posted-at = {2007-09-08 19:55:31}, priority = {2}, title = {Biosynthesis of cannabinoids. Incorporation experiments with 13C-labeled glucoses}, url = {http://www.blackwell-synergy.com/doi/abs/10.1046/j.1432-1327.2001.02030.x}, volume = {268}, year = {2001} }

TY - JOUR ID - citeulike:1637270 L3 - citeulike-article-id:1637270 TI - Biosynthesis of cannabinoids. Incorporation experiments with 13C-labeled glucoses JF - European Journal of Biochemistry VL - 268 IS - 6 SP - 1596 EP - 1604 N2 - The biosynthesis of cannabinoids was studied in cut sprouts of Cannabis sativa by incorporation experiments using mixtures of unlabeled glucose and [1-13C]glucose or [U-13C6]glucose. 13C-labeling patterns of cannabichromenic acid and tetrahydrocannabinolic acid were analyzed by quantitative NMR spectroscopy. 13C enrichments and coupling patterns show that the C10-terpenoid moiety is biosynthesized entirely or predominantly (> 98%) via the recently discovered deoxyxylulose phosphate pathway. The phenolic moiety is generated by a polyketide-type reaction sequence. The data support geranyl diphosphate and the polyketide, olivetolic acid, as specific intermediates in the biosynthesis of cannabinoids. KW - biosynthesis KW - cannabinoid KW - cannabinol KW - cannabis KW - plant KW - sativa KW - thc AU - Fellermeier, Monika AU - Eisenreich, Wolfgang AU - Bacher, Adelbert AU - Zenk, Meinhart PY - 2001/// UR - http://www.blackwell-synergy.com/doi/abs/10.1046/j.1432-1327.2001.02030.x ER -