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Literature summary extracted from

  • Jeong, Y.J.; Woo, S.G.; An, C.H.; Jeong, H.J.; Hong, Y.S.; Kim, Y.M.; Ryu, Y.B.; Rho, M.C.; Lee, W.S.; Kim, C.Y.
    Metabolic engineering for resveratrol derivative biosynthesis in Escherichia coli (2015), Mol. Cells, 38, 318-326.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
2.1.1.240 synthesis the enzyme from Sorghum bicolor, SbROMT3syn, can be used as an enzyme to produce pinostilbene by methylating resveratrol in microorganisms Sorghum bicolor
2.1.1.240 synthesis the Vitis riparia enzyme VrROMTsyn cannot be used as an enzyme to produce pinostilbene by methylating resveratrol in microorganisms, since it has no or very poor enzyme activity toward resveratrol as a substrate Vitis riparia
2.3.1.95 synthesis synthesis of resveratrol from 4-coumaric acid can be achieved after codon-optimization for expression in Escherichia coli and coexpression with cinnamate/4-coumarate:coenzyme A ligase. Additional expression of resvertrol O-methyltransferase results in production of pinostilbene and pterostilbene Rheum palmatum
2.3.1.95 synthesis synthesis of resveratrol from 4-coumaric acid upon coexpression with cinnamate/4-coumarate:coenzyme A ligase in Escherichia coli Arachis hypogaea

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.1.1.240 recombinant expression of the His-tagged enzyme in Escherichia coli strain BL21-CodonPlus (DE3)-RIPL, coexpression with His-tagged cinnamate/4-coumarate:coenzyme A ligase from Streptomyces coelicolor and Strep-tagged stilbene synthase from Rheum palmatum Sorghum bicolor
2.1.1.240 recombinant expression of the His-tagged enzyme in Escherichia coli strain BL21-CodonPlus (DE3)-RIPL, coexpression with His-tagged cinnamate/4-coumarate:coenzyme A ligase from Streptomyces coelicolor and Strep-tagged stilbene synthase from Rheum palmatum. Method evaluation and optimization Vitis riparia
2.3.1.95
-
 Rheum palmatum

Protein Variants

EC Number Protein Variants Comment Organism
2.1.1.240 additional information metabolic engineering of stilbene biosynthesis, production of resveratrol and its monomethylated derivative pinostilbene as the major product from 4-coumaric acid in Escherichia coli through coexpression of multiple enzymes (cinnamate/4-coumarate:coenzyme A ligase, stilbene synthase, resveratrol O-methyltransferase) responsible for stilbene biosynthesis. When 4-coumaric acid is fed as the precursor, maximum levels of resveratrol and pinostilbene are produced by recombinant Escherichia coli cells co-expressing Streptomyces coelicolor cinnamate/4-coumarate:coenzyme A ligase ScCCL and Rheum palmatum stilbene synthase RpSTSsyn, or Streptomyces coelicolor ScCCL, RpSTSsyn and Sorghum bicolor resveratrol O-methyltransferase SbROMT3syn, respectively. Method evaluation and optimization Sorghum bicolor

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
2.1.1.240 Mg2+ required Sorghum bicolor

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
2.1.1.240 41700
-
 x * 41700, recombinant enzyme, SDS-PAGE Vitis riparia
2.1.1.240 42500
-
 x * 42500, recombinant enzyme, SDS-PAGE Sorghum bicolor
2.3.1.95 42800
-
 x * 42800, calculated Rheum palmatum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.1.1.240 S-adenosyl-L-methionine + 3-methoxy-4',5-dihydroxy-trans-stilbene Sorghum bicolor i.e. pinostilbene S-adenosyl-L-homocysteine + pterostilbene
-
 ?
2.1.1.240 S-adenosyl-L-methionine + trans-resveratrol Sorghum bicolor
-
 S-adenosyl-L-homocysteine + 3-methoxy-4',5-dihydroxy-trans-stilbene
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
2.1.1.240 Sorghum bicolor A8QW53 gene SbROMT3
-
2.1.1.240 Vitis riparia K7XQ68 gene VrROMT
-
2.3.1.95 Arachis hypogaea K7XD27
-
-
2.3.1.95 Rheum palmatum K7X0B4
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.1.1.240 recombinant His-tagged enzyme from Escherichia coli strain BL21-CodonPlus (DE3)-RIPL by nickel affinity chromatography Sorghum bicolor
2.1.1.240 recombinant His-tagged enzyme from Escherichia coli strain BL21-CodonPlus (DE3)-RIPL by nickel affinity chromatography Vitis riparia

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.1.1.240 S-adenosyl-L-methionine + 3-methoxy-4',5-dihydroxy-trans-stilbene i.e. pinostilbene Sorghum bicolor S-adenosyl-L-homocysteine + pterostilbene
-
 ?
2.1.1.240 S-adenosyl-L-methionine + trans-resveratrol
-
 Sorghum bicolor S-adenosyl-L-homocysteine + 3-methoxy-4',5-dihydroxy-trans-stilbene
-
 ?
2.1.1.240 S-adenosyl-L-methionine + trans-resveratrol VrROMTsyn has no or very poor enzyme activity toward resveratrol as a substrate Vitis riparia S-adenosyl-L-homocysteine + pterostilbene
-
 ?
2.3.1.95 3 malonyl-CoA + 4-coumaroyl-CoA
-
 Arachis hypogaea 4 CoA + resveratrol + 4 CO2 out of three enzymes tested, only stilbene synthase from Arachis hypogaea is able to produce resveratrol from 4-coumaric acid ?
2.3.1.95 additional information no substrates: caffeic acid, ferulic acid, and cinnamic acid Rheum palmatum ?
-
 ?

Subunits

EC Number Subunits Comment Organism
2.1.1.240 ? x * 41700, recombinant enzyme, SDS-PAGE Vitis riparia
2.1.1.240 ? x * 42500, recombinant enzyme, SDS-PAGE Sorghum bicolor
2.3.1.95 ? x * 42800, calculated Rheum palmatum

Synonyms

EC Number Synonyms Comment Organism
2.1.1.240 5-pentadecatrienyl resorcinol O-methyltransferase UniProt Sorghum bicolor
2.1.1.240 5-pentadecatrienyl resorcinol O-methyltransferase UniProt Vitis riparia
2.1.1.240 resveratrol O-methyltransferase
-
 Sorghum bicolor
2.1.1.240 resveratrol O-methyltransferase
-
 Vitis riparia
2.1.1.240 SbROMT3syn
-
 Sorghum bicolor
2.1.1.240 VrROMTsyn
-
 Vitis riparia

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.1.1.240 30
-
 assay at Sorghum bicolor

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.1.1.240 7.4
-
 assay at Sorghum bicolor

General Information

EC Number General Information Comment Organism
2.1.1.240 metabolism biosynthetic pathway of stilbene compound production from phenylalanine involving the enzyme, overview Sorghum bicolor
2.1.1.240 metabolism biosynthetic pathway of stilbene compound production from phenylalanine involving the enzyme, overview Vitis riparia