Characterization of olivetol synthase, a polyketide synthase putatively involved in cannabinoid biosynthetic pathway

Futoshi Taura, Shinji Tanaka, Chiho Taguchi, Tomohide Fukamizu, Hiroyuki Tanaka, Yukihiro Shoyama, Satoshi Morimoto

Research output: Contribution to journalArticle

53 Citations (Scopus)

Abstract

Alkylresorcinol moieties of cannabinoids are derived from olivetolic acid (OLA), a polyketide metabolite. However, the polyketide synthase (PKS) responsible for OLA biosynthesis has not been identified. In the present study, a cDNA encoding a novel PKS, olivetol synthase (OLS), was cloned from Cannabis sativa. Recombinant OLS did not produce OLA, but synthesized olivetol, the decarboxylated form of OLA, as the major reaction product. Interestingly, it was also confirmed that the crude enzyme extracts from flowers and rapidly expanding leaves, the cannabinoid-producing tissues of C. sativa, also exhibited olivetol-producing activity, suggesting that the native OLS is functionally expressed in these tissues. The possibility that OLS could be involved in OLA biosynthesis was discussed based on its catalytic properties and expression profile.

Original languageEnglish
Pages (from-to)2061-2066
Number of pages6
JournalFEBS Letters
Volume583
Issue number12
DOIs
Publication statusPublished - Jun 18 2009

Fingerprint

Polyketide Synthases
Cannabinoids
Biosynthetic Pathways
Biosynthesis
Cannabis
Tissue
Polyketides
Metabolites
Complex Mixtures
Reaction products
olivetol
Complementary DNA
olivetolic acid
Enzymes

All Science Journal Classification (ASJC) codes

  • Biophysics
  • Structural Biology
  • Biochemistry
  • Molecular Biology
  • Genetics
  • Cell Biology

Cite this

Characterization of olivetol synthase, a polyketide synthase putatively involved in cannabinoid biosynthetic pathway. / Taura, Futoshi; Tanaka, Shinji; Taguchi, Chiho; Fukamizu, Tomohide; Tanaka, Hiroyuki; Shoyama, Yukihiro; Morimoto, Satoshi.

In: FEBS Letters, Vol. 583, No. 12, 18.06.2009, p. 2061-2066.

Research output: Contribution to journalArticle

Taura, Futoshi ; Tanaka, Shinji ; Taguchi, Chiho ; Fukamizu, Tomohide ; Tanaka, Hiroyuki ; Shoyama, Yukihiro ; Morimoto, Satoshi. / Characterization of olivetol synthase, a polyketide synthase putatively involved in cannabinoid biosynthetic pathway. In: FEBS Letters. 2009 ; Vol. 583, No. 12. pp. 2061-2066.
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