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Title (Primary) Δ9-Tetrahydrocannabinolic acid synthase: The application of a plant secondary metabolite enzyme in biocatalytic chemical synthesis
Author Lange, K.; Schmid, A.; Julsing, M.K.;
Journal Journal of Biotechnology
Year 2016
Department SOMA;
Volume 233
Language englisch;
POF III (all) R61;
Keywords Cannabinoids; Natural product synthesis; Biocatalysis; Two-liquid phase setup; Oxidase
UFZ wide themes RU4;
Abstract Delta(9)-Tetrahydrocannabinolic acid synthase (THCAS) from the secondary metabolism of Cannabis sativa L. catalyzes the oxidative formation of an intramolecular C C bond in cannabigerolic acid (CBGA) to synthesize Delta(9)-tetrahydrocannabinolic acid (THCA), which is the direct precursor of Delta(9)-tetrahydrocannabinel (Delta(9)-THC). Aiming on a biotechnological production of cannabinoids, we investigated the potential of the heterologously produced plant oxidase in a cell-free system on preparative scale. THCAS was characterized in an aqueous/organic two-liquid phase setup in order to solubilize the hydrophobic substrate and to allow in situ product removal. Compared to the single phase aqueous setup the specific activity decreased by a factor of approximately 2 pointing to a substrate limitation of CBGA in the two-liquid phase system. However, the specific activity remained stable for at least 3 h illustrating the benefit of the two-liquid phase setup. In a repeated-batch setup, THCAS showed only a minor loss of specific activity in the third batch pointing to a high intrinsic stability and high solvent tolerance of the enzyme. Maximal space-time-yields of 0.121 gL(-1) h(-1) were reached proving the two-liquid phase concept suitable for biotechnological production of cannabinoids.
ID 17826
Persistent UFZ Identifier http://www.ufz.de/index.php?en=20939&ufzPublicationIdentifier=17826
Lange, K., Schmid, A., Julsing, M.K. (2016):
Δ9-Tetrahydrocannabinolic acid synthase: The application of a plant secondary metabolite enzyme in biocatalytic chemical synthesis
J. Biotechnol. 233 , 42 - 48