Biosynthesis of cannabinoids Incorporation experiments with 13C-labeled glucoses
Autor: | Adelbert Bacher, Monika Fellermeier, Wolfgang Eisenreich, Meinhart H. Zenk |
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Rok vydání: | 2001 |
Předmět: |
Carbon Isotopes
Quantitative nmr Cannabinoids Chemistry Stereochemistry Carbohydrate metabolism Cannabis sativa Biochemistry chemistry.chemical_compound Polyketide Glucose Biosynthesis Reaction sequence Tetrahydrocannabinolic acid medicine Moiety Nuclear Magnetic Resonance Biomolecular Cannabis medicine.drug |
Zdroj: | European Journal of Biochemistry. 268:1596-1604 |
ISSN: | 1432-1033 0014-2956 |
DOI: | 10.1046/j.1432-1033.2001.02030.x |
Popis: | The biosynthesis of cannabinoids was studied in cut sprouts of Cannabis sativa by incorporation experiments using mixtures of unlabeled glucose and [1-(13)C]glucose or [U-(13)C(6)]glucose. (13)C-labeling patterns of cannabichromenic acid and tetrahydrocannabinolic acid were analyzed by quantitative NMR spectroscopy. (13)C enrichments and coupling patterns show that the C(10)-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. |
Databáze: | OpenAIRE |
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