Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Kallscheuer, N.; Vogt, M.; Bott, M.; Marienhagen, J.
    Functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin (2017), J. Biotechnol., 258, 190-196 .
    View publication on PubMed

Application

EC Number Application Comment Organism
1.14.11.9 synthesis functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin Petunia x hybrida
1.14.11.9 synthesis expression of heterologous dioxygenase genes in (2S)-flavanone-producing Corynebacterium glutamicum strains enables the production of flavanonols and flavonols, e.g kaempferol and quercetin, starting from thephenylpropanoids p-coumaric acid and caffeic acid Petunia x hybrida
1.14.20.6 synthesis functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin Populus deltoides
2.1.1.240 synthesis introduction of enzyme into a resveratrol-producing Corynebacterium glutamicum strain allows synthesis of 42 mg/l (0.16 mM) of the di-O-methylated pterostilbene from p-coumaric acid. A fusion of O-methyltransferase with the maltose-binding protein of Escherichia coli lacking its signal peptide increases the solubility of the O-methyltransferase. Expression of heterologous dioxygenase genes in (2S)-flavanone-producing Corynebacterium glutamicum strains enables the production of flavanonols and flavonols starting from p-coumaric acid and caffeic acid. For the flavonols kaempferol and quercetin, maximum product titers of 23 mg/l (0.08 mM) and 10 mg/l (0.03 mM) can be achieved Vitis vinifera
2.1.1.240 synthesis the enzyme is used for production of large amounts of easily recoverable extracellular resveratrol in a bacterial system, method, overview. Constitutive expression of either Vitis vinifera resveratrol O-methyltransferase (VvROMT) or human cytochrome P450 hydroxylase 1B1 (HsCYP1B1) lead to pterostilbene or piceatannol, respectively, after the engineered cell cultures are treated with elicitors. i.e. methylated cyclodextrins and methyl jasmonate. Functionality of both gene products is first assessed in planta by Nicotiana benthamiana agroinfiltration assays, in which tobacco cells transiently express stilbene synthase and VvROMT or HsCYP1B1 Vitis vinifera

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.11.9 functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin Petunia x hybrida
1.14.11.9 gene F3H, functional recombinant expression of codon-optimized enzyme in Corynebacterium glutamicum strain DelAro4, coexpression with gene FLS encoding flavonol synthase from Populus deltoides. Coexpression fo genes F3H and FLS both from Petunia hybrida is not successful Petunia x hybrida
1.14.20.6 functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum for production of pterostilbene, kaempferol, and quercetin Populus deltoides
2.1.1.240 gene ROMT, recombinant expression in Corynebacterium glutamicum and in Vitis vinifera cell culture, coexpression with flavanone 3-hydroxylase, and flavonol synthase, transient recombinant expression of HA-tagged enzyme in Nicotiana benthamiana leaves via Agrobacterium-mediated transient transformation, coexpression with human cytochrome P450 hydroxylase 1B1 (HsCYP1B1) Vitis vinifera

Protein Variants

EC Number Protein Variants Comment Organism
1.14.11.9 additional information the enzyme is ngineered for synthesizing polyphenol core structuressuch as the stilbene resveratrol and the (2S)-flavanone naringenin Petunia x hybrida
2.1.1.240 additional information functional expression of plant-derived O-methyltransferase, flavanone 3-hydroxylase, and flavonol synthase in Corynebacterium glutamicum and in Vitis vinifera cell culture for production of pterostilbene, kaempferol, and quercetin Vitis vinifera

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.11.9 a (2S)-flavan-4-one + 2-oxoglutarate + O2 Petunia x hybrida
-
 a (2R,3R)-dihydroflavonol + succinate + CO2
-
 ?
2.1.1.240 2 S-adenosyl-L-methionine + trans-resveratrol Vitis vinifera
-
 2 S-adenosyl-L-homocysteine + pterostilbene
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.11.9 Petunia x hybrida O22530
-
-
1.14.11.9 Petunia x hybrida Q07512
-
-
1.14.20.6 Petunia x hybrida Q07512
-
-
1.14.20.6 Populus deltoides
-
-
-
2.1.1.240 Vitis vinifera B6VJS4
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.1.1.240 berry
-
 Vitis vinifera
-
2.1.1.240 cell culture
-
 Vitis vinifera
-
2.1.1.240 fruit
-
 Vitis vinifera
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.11.9 a (2S)-flavan-4-one + 2-oxoglutarate + O2
-
 Petunia x hybrida a (2R,3R)-dihydroflavonol + succinate + CO2
-
 ?
1.14.11.9 eriodictyol + 2-oxoglutarate + O2
-
 Petunia x hybrida dihydroquercetin + succinate + CO2
-
 ?
1.14.11.9 naringenin + 2-oxoglutarate + O2
-
 Petunia x hybrida dihydrokaempferol + succinate + CO2
-
 ?
2.1.1.240 2 S-adenosyl-L-methionine + trans-resveratrol
-
 Vitis vinifera 2 S-adenosyl-L-homocysteine + pterostilbene
-
 ?
2.1.1.240 2 S-adenosyl-L-methionine + trans-resveratrol
-
 Vitis vinifera 2 H+ + pterostilbene + 2 S-adenosyl-L-homocysteine
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.11.9 F3H
-
 Petunia x hybrida
1.14.11.9 flavanone 3-hydroxylase
-
 Petunia x hybrida
2.1.1.240 MT
-
 Vitis vinifera
2.1.1.240 ROMT
-
 Vitis vinifera
2.1.1.240 VvRO
-
 Vitis vinifera

Cofactor

EC Number Cofactor Comment Organism Structure
2.1.1.240 S-adenosyl-L-methionine
-
 Vitis vinifera

Expression

EC Number Organism Comment Expression
2.1.1.240 Vitis vinifera methylated cyclodextrins and methyl jasmonate induce the enzyme, accumulation of stilbenoids in grapevine cell cultures upon elicitation up

General Information

EC Number General Information Comment Organism
1.14.11.9 evolution the enzyme belongs to the family of 2-oxoglutarate-dependent dioxygenases Petunia x hybrida
1.14.11.9 metabolism (2S)-flavanones are converted to flavonols by the activity of the 2-oxoglutarate-dependent dioxygenases flavanone 3-hydroxylase (F3H) and flavonol synthase (FLS) Petunia x hybrida