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Literature summary extracted from

  • Zhang, C.; Liu, J.; Zhao, F.; Lu, C.; Zhao, G.R.; Lu, W.
    Production of sesquiterpenoid zerumbone from metabolic engineered Saccharomyces cerevisiae (2018), Metab. Eng., 49, 28-35 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.1.1.326 gene zsd1, recombinant expression in Saccharomyces cerevisiae strain W303-1a, functional co-expression with alpha-humulene synthase (ZSS1), alpha-humulene 8-hydroxylase (CYP71BA1), and AtCPR1 from Arabidopsis thaliana, subcloning in Escherichia coli Zingiber zerumbet
4.2.3.104 gene ZSSI, recombinant coexpression of alpha-humulene synthase of Zingiber zerumbet with alpha-humulene 8-hydroxylase (CYP71BA1) and zerumbone synthase variant (ZSD1S114A) from Zingiber zerumbet, together with AtCPR1 from Arabidopsis thaliana in Saccharomyces cerevisiae strain LW16, subcloning and expression in Escherichia coli strain trans-T1 Zingiber zerumbet

Protein Variants

EC Number Protein Variants Comment Organism
1.1.1.326 additional information de novo production of zerumbone is achieved in a metabolically engineered yeast cell factory by introducing alpha-humulene synthase (ZSS1), alpha-humulene 8-hydroxylase (CYP71BA1), and zerumbone synthase variant (ZSD1S114A) from Zingiber zerumbet, together with AtCPR1 from Arabidopsis thaliana into a Saccharomyces cerevisiae strain LW14-16. The overexpression of the mevalonate (MVA) pathway rate-limiting enzymes tHMG1 and ERG20, regulation of ERG9 by an inducible promoter and competitive pathway deletion redirects the metabolic flux toward the desired product. Expressing ZSD1S114A in the ura3 site of strain LW14 results in the production of 7 mg/l zerumbone, multicopy integration of ZSD1S114A increases the production of zerumbone to 20.6 mg/l, production of zerumbone finally reached 40 mg/l by fed-batch fermentation in a 5-l bioreactor using strain LW16, method overview Zingiber zerumbet
1.1.1.326 S114A site-directed mutagenesis, the mutation of Ser144 to Ala enhances the catalytic efficiency of ZSD1 to 10-hydroxy-alpha-humulene compared to wild-type Zingiber zerumbet
4.2.3.104 additional information de novo production of zerumbone is achieved in a metabolically engineered yeast cell factory by introducing alpha-humulene synthase (ZSS1), alpha-humulene 8-hydroxylase (CYP71BA1) and zerumbone synthase variant (ZSD1S114A) from Zingiber zerumbet, together with AtCPR1 from Arabidopsis thaliana into the Saccharomyces cerevisiae strain. Multistep metabolic engineering strategies are applied, including the overexpression of the mevalonate (MVA) pathway rate-limiting enzymes tHMG1 and yeast ERG20, regulation of yeast ERG9 by an inducible promoter and competitive pathway deletion to redirect metabolic flux toward the desired product, method evaluation and optimization, overview. In the engineered strain, alpha-humulene production increases by 18fold, to 92 mg/l compared to that in the original strain, fed-batch fermentation using Saccharomyces cerevisiae strain LW16 in a 5-l bioreactor Zingiber zerumbet

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.1.1.326 10-hydroxy-alpha-humulene + NAD+ Zingiber zerumbet
-
 zerumbone + NADH + H+
-
 r
4.2.3.104 (2E,6E)-farnesyl diphosphate Zingiber zerumbet
-
 alpha-humulene + diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.326 Zingiber zerumbet F1SWA0 Amomum zerumbet
-
4.2.3.104 Zingiber zerumbet B1B1U3
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.326 10-hydroxy-alpha-humulene + NAD+
-
 Zingiber zerumbet zerumbone + NADH + H+
-
 r
4.2.3.104 (2E,6E)-farnesyl diphosphate
-
 Zingiber zerumbet alpha-humulene + diphosphate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.326 ZSD1
-
 Zingiber zerumbet
4.2.3.104 ZSS1
-
 Zingiber zerumbet

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.1.326 NAD+
-
 Zingiber zerumbet
1.1.1.326 NADH
-
 Zingiber zerumbet

General Information

EC Number General Information Comment Organism
1.1.1.326 evolution the enzyme belongs to the short-chain dehydrogenase enzyme superfamily Zingiber zerumbet
1.1.1.326 physiological function the enzyme catalyzes the biosynthesis of zerumbone, a monocyclic sesquiterpenoid ketone with potential anti-inflammatory and anti-carcinogenic effects and also potential applications in obesity prevention and treatment Zingiber zerumbet