salicylates has been researched along with cannabigerolic-acid* in 3 studies
3 other study(ies) available for salicylates and cannabigerolic-acid
| Article | Year |
|---|---|
Generation of Cannabigerolic Acid Derivatives and Their Precursors by Using the Promiscuity of the Aromatic Prenyltransferase NphB.
NphB is an aromatic prenyltransferase with high promiscuity for phenolics including flavonoids, isoflavonoids, and plant polyketides. It has been demonstrated that cannabigerolic acid is successfully formed by the reaction catalysed by NphB using geranyl diphosphate and olivetolic acid as substrates. In this study, the substrate specificity of NphB was further determined by using olivetolic acid derivatives as potential substrates for the formation of new synthetic cannabinoids. The derivatives differ in the hydrocarbon chain attached to C6 of the core structure. We performed in silico experiments, including docking of olivetolic acid derivatives, to identify differences in their binding modes. Substrate acceptance was predicted. Based on these results, a library of olivetolic acid derivatives was constructed and synthesized by using different organic synthetic routes. Conversion was monitored in in vitro assays with purified NphB versions. For the substrates leading to a high conversion olivetolic acid-C8, olivetolic acid-C2 and 2-benzyl-4,6-dihydroxybenzoic acid, the products were further elucidated and identified as cannbigerolic acid derivatives. Therefore, these substrates show potential to be adapted in cannabinoid biosynthesis. Topics: Cannabinoids; Dimethylallyltranstransferase; Salicylates; Substrate Specificity | 2023 |
Complete biosynthesis of cannabinoids and their unnatural analogues in yeast.
Cannabis sativa L. has been cultivated and used around the globe for its medicinal properties for millennia Topics: Acyl Coenzyme A; Alkyl and Aryl Transferases; Benzoates; Biosynthetic Pathways; Cannabinoids; Cannabis; Dronabinol; Fermentation; Galactose; Metabolic Engineering; Mevalonic Acid; Polyisoprenyl Phosphates; Saccharomyces cerevisiae; Salicylates | 2019 |
Prenylation of olivetolate by a hemp transferase yields cannabigerolic acid, the precursor of tetrahydrocannabinol.
A new enzyme, geranylpyrophosphate:olivetolate geranyltransferase (GOT), the first enzyme in the biosynthesis of cannabinoids could be detected in extracts of young leaves of Cannabis sativa. The enzyme accepts geranylpyrophosphate (GPP) and to a lesser degree also nerylpyrophosphate (NPP) as a cosubstrate. It is, however, specific for olivetolic acid; its decarboxylation product olivetol is inactive as a prenyl acceptor. Topics: Alkyl and Aryl Transferases; Benzoates; Cannabis; Dimethylallyltranstransferase; Diphosphates; Dronabinol; Plant Extracts; Protein Prenylation; Resorcinols; Salicylates | 1998 |