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Literature summary for 2.3.1.211 extracted from

  • Katsuyama, Y.; Ohnishi, Y.; Horinouchi, S.
    Production of dehydrogingerdione derivatives in Escherichia coli by exploiting a curcuminoid synthase from Oryza sativa and a beta-oxidation pathway from Saccharomyces cerevisiae (2010), ChemBioChem, 11, 2034-2041.
    View publication on PubMed

Protein Variants

Protein Variants Comment Organism
additional information production of several dehydrogingerdione (a gingerol derivative) analogues from a recombinant Escherichia coli strain in which an artificial biosynthesis pathway for dehydrogingerdione is reconstructed that is not based on the original biosynthesis pathway of gingerol derivatives in plants. The system consists of a 4-coumarate:CoA ligase from Lithospermum erythrorhizon, a fatty acid CoA ligase from Oryza sativa, a beta-oxidation system from Saccharomyces cerevisiae, and a curcuminoid synthase from Oryza sativa Oryza sativa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2 4-coumaroyl-CoA + malonyl-CoA + H2O Oryza sativa
-
3 CoA + bisdemethoxycurcumin + 2 CO2
-
?

Organism

Organism UniProt Comment Textmining
Oryza sativa
-
-
-

Reaction

Reaction Comment Organism Reaction ID
2 4-coumaroyl-CoA + malonyl-CoA + H2O = 3 CoA + bisdemethoxycurcumin + 2 CO2 curcuminoid synthase catalyzes the formation of diketide-CoA by condensing 4-coumaroyl-CoA and malonyl-CoA. The resulting diketide-CoA is hydrolyzed and converted to a beta-keto acid. Finally, curcuminoid synthase catalyzes a decarboxylative condensation of the beta-keto acid with another molecule of 4-coumaroyl-CoA, to synthesize curcuminoid Oryza sativa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2 4-coumaroyl-CoA + malonyl-CoA + H2O
-
Oryza sativa 3 CoA + bisdemethoxycurcumin + 2 CO2
-
?
2 4-coumaroyl-CoA + malonyl-CoA + H2O curcuminoid synthase catalyzes the formation of diketide-CoA by condensing 4-coumaroyl-CoA and malonyl-CoA. The resulting diketide-CoA is hydrolyzed and converted to a beta-keto acid. Finally, curcuminoid synthase catalyzes a decarboxylative condensation of the beta-keto acid with another molecule of 4-coumaroyl-CoA, to synthesize curcuminoid Oryza sativa 3 CoA + bisdemethoxycurcumin + 2 CO2
-
?
4-coumaroyl-CoA + 3-oxodecanoyl-CoA
-
Oryza sativa (1E,4Z)-5-hydroxy-1-(4-hydroxyphenyl)dodeca-1,4-dien-3-one + CoA + CO2 + H2O
-
?
4-coumaroyl-CoA + 3-oxododecanoyl-CoA
-
Oryza sativa (1E,4Z)-5-hydroxy-1-(4-hydroxyphenyl)tetradeca-1,4-dien-3-one + CoA + CO2 + H2O
-
?
4-coumaroyl-CoA + 3-oxooctanoyl-CoA
-
Oryza sativa (1E,4Z)-5-hydroxy-1-(4-hydroxyphenyl)deca-1,4-dien-3-one + CoA + CO2 + H2O
-
?
4-coumaroyl-CoA + 3-oxotetradecanoyl-CoA
-
Oryza sativa (1E,4Z)-5-hydroxy-1-(4-hydroxyphenyl)hexadeca-1,4-dien-3-one + CoA + CO2 + H2O
-
?
additional information the enzyme is capable of synthesizing gingerol-related compounds by condensing 4-coumaroyl-CoA with 3-oxooctanoic acid (a beta-keto acid), or with 3-oxoocarboxyl-N-acetylcysteamine thioester, a diketide-CoA analogue, in vitro. The enzyme is inactive with 3-oxoacyl derivatives of chain lengths beow C8 and above C14, overview Oryza sativa ?
-
?

Synonyms

Synonyms Comment Organism
curcuminoid synthase
-
Oryza sativa
CUS
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Oryza sativa