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Biosynthesis of cannabinoids

2001/03/15 by Monika Fellermeier, Wolfgang Eisenreich, Adelbert Bacher +1 · 171 citations
Biochemistry, Genetics and Molecular Biology · Chemistry · #Biochemistry #Biology #Biosynthesis #Botany #Cannabinoid #Cannabis sativa #Chemistry #Enzyme #Microbial Metabolic Engineering and Bioproduction #Moiety #Plant Gene Expression Analysis #Plant biochemistry and biosynthesis #Polyketide #Receptor #Stereochemistry #Terpenoid

paper · doi:10.1046/j.1432-1327.2001.02030.x

published in European Journal of Biochemistry 268(6), 1596-1604 (Wiley)

openalex publication_date 2001/03/15 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/23

Abstract

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.

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