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Literature summary for 2.3.1.206 extracted from

  • Gagne, S.; Stout, J.; Liu, E.; Boubakir, Z.; Clark, S.; Page, J.
    Identification of olivetolic acid cyclase from Cannabis sativa reveals a unique catalytic route to plant polyketides (2012), Proc. Natl. Acad. Sci. USA, 109, 12811-12816.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 2.3.1.206

Cloned(Commentary)

Cloned (Comment) Organism
expression of TKS in Escherichia coli, transient co-expression of fluorescent-labeled TKS and OAC in Nicotiana benthamiana leaves shows that TKS and OAC, which lack predicted signal peptides, are both localized to the cytoplasm. Yeast cultures expressing TKS and OAC and fed sodium hexanoate produce olivetolic acid and olivetol in the medium but no alpha-pyrones Cannabis sativa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information no allosteric regulation of TKS Cannabis sativa

Localization

Localization Comment Organism GeneOntology No. Textmining
cytoplasm
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 Cannabis sativa 5737
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Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3 malonyl-CoA + hexanoyl-CoA Cannabis sativa reaction of tetraketide synthase, TKS 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2 the C12-polyketide intermediate of the olivetol or olivetolic acid synthesis, olivetolic acid is the precursor for cannabinoid synthesis ?
additional information Cannabis sativa tetraketide synthase produces olivetol from the C12 polyketide intermediate, while olivetolic acid cyclase produces olivetolic acid, overview ?
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 ?

Organism

Organism UniProt Comment Textmining
Cannabis sativa
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-
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Source Tissue

Source Tissue Comment Organism Textmining
flower analysis of the transcriptome of glandular trichomes from female cannabis flowers for type III PKS activity, the primary site of cannabinoid biosynthesis Cannabis sativa
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additional information OAC transcript is present at high levels in glandular trichomes, an expression profile that parallels other cannabinoid pathway enzymes Cannabis sativa
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3 malonyl-CoA + hexanoyl-CoA reaction of tetraketide synthase, TKS Cannabis sativa 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2
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 ?
3 malonyl-CoA + hexanoyl-CoA reaction of tetraketide synthase, TKS Cannabis sativa 3 CoA + 3,5,7-trioxododecanoyl-CoA + 3 CO2 the C12-polyketide intermediate of the olivetol or olivetolic acid synthesis, olivetolic acid is the precursor for cannabinoid synthesis ?
additional information tetraketide synthase produces olivetol from the C12 polyketide intermediate, while olivetolic acid cyclase produces olivetolic acid, overview Cannabis sativa ?
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 ?
additional information recombinant TKS enzyme produces triketide, pentyl diacetic acid lactone, and tetraketide, hexanoyl triacetic acid lactone, and olivetol in vitro Cannabis sativa ?
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 ?

Synonyms

Synonyms Comment Organism
tetraketide synthase
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 Cannabis sativa
TKS
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 Cannabis sativa
type III PKS
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 Cannabis sativa
type III polyketide synthase
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 Cannabis sativa

General Information

General Information Comment Organism
metabolism the enzyme is involved in the biosynthesis of cannabinoids, the glandular trichomes from female cannabis flowers are the primary site of cannabinoid biosynthesis, proposed cannabinoid biosynthetic pathway, overview. TKS synthesizes a diffusible intermediate that is converted to olivetolic acid by OAC Cannabis sativa
physiological function the type III PKS, i.e. tetraketide synthase, from cannabis trichomes requires the presence of a polyketide cyclase enzyme, olivetolic acid cyclase, which catalyzes a C2-C7 intramolecular aldol condensation with carboxylate retention to form olivetolic acid. No physical interaction of TKS and OAC. Polyketide cyclases may play a role in generating plant chemical diversity Cannabis sativa