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Literature summary extracted from

  • Eudes, A.; Pereira, J.H.; Yogiswara, S.; Wang, G.; Teixeira Benites, V.; Baidoo, E.E.; Lee, T.S.; Adams, P.D.; Keasling, J.D.; Loque, D.
    Exploiting the substrate promiscuity of hydroxycinnamoyl-CoA:shikimate hydroxycinnamoyl transferase to reduce lignin (2016), Plant Cell Physiol., 57, 568-579.
    View publication on PubMedView publication on EuropePMC

Application

EC Number Application Comment Organism
2.3.1.133 agriculture reduction of content and improvement of biomass saccharification can be achieved by engineering transgenic lines that overproduce non-canonical substrates 3-hydroxybenzoate, gentisate, 2,3-dihydroxybenzoate, protocatechuate, 3-aminobenzoate, 3-hydroxyanthranilate, 5-hydroxyanthranilate, catechol or hydroquinone Arabidopsis thaliana

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.133 expression in Escherichia coli Panicum virgatum

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
2.3.1.133 in complex with CoA and 4-coumaroyl-shikimate. The 4-coumaroyl-shikimate contacts the enzyme via the phenolic group and carbonyl group of the 4-coumaroyl portion. The shikimate portion contacts the enzyme through both the carboxyl and hydroxyl groups. In the protocatechuate ternary complex, protocatechuate binds in a very similar manner to shikimate, with the carboxyl group making a tight salt bridge with Arg369, and the C3 hydroxyl group interacting with the nitrogen NE2 of His163 Panicum virgatum

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.3.1.133 2,3-Dihydroxybenzoate 0.8 mM, about 50% inhibition Panicum virgatum
2.3.1.133 3-aminobenzoate 0.8 mM, about 45% inhibition Panicum virgatum
2.3.1.133 3-Hydroxyanthranilate 0.8 mM, about 45% inhibition Panicum virgatum
2.3.1.133 protocatechuate 0.8 mM, about 40% inhibition Panicum virgatum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.3.1.133 0.699
-
 shikimate pH 7.5, 30°C Panicum virgatum
2.3.1.133 0.83
-
 3-Hydroxyanthranilate pH 7.5, 30°C Panicum virgatum
2.3.1.133 1.48
-
 3,4-dihydroxybenzoate pH 7.5, 30°C Panicum virgatum

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.133 Arabidopsis thaliana Q9FI78
-
-
2.3.1.133 Panicum virgatum R9RYW2
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.133 4-coumaroyl-CoA + 2,3-dihydroxybenzoate
-
 Arabidopsis thaliana CoA + 3-O-(4-coumaroyl)oxy-2-hydroxybenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 2,3-dihydroxybenzoate low affinity substrate Panicum virgatum CoA + 3-O-(4-coumaroyl)oxy-2-hydroxybenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3,4-dihydroxybenzoate i.e. protocatechuate Panicum virgatum CoA + 3-O-(4-coumaroyl)oxy-4-hydroxybenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3,4-dihydroxybenzoate i.e. protocatechuate Arabidopsis thaliana CoA + 3-O-(4-coumaroyl)oxy-4-hydroxybenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-aminobenzoate
-
 Arabidopsis thaliana CoA + 3-N-(4-coumaroyl)aminobenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-aminobenzoate low affinity substrate Panicum virgatum CoA + 3-N-(4-coumaroyl)aminobenzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxyanthranilate
-
 Panicum virgatum CoA + 3-(4-coumaroyl)oxyanthranilate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxyanthranilate
-
 Arabidopsis thaliana CoA + 3-(4-coumaroyl)oxyanthranilate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxybenzoate
-
 Arabidopsis thaliana CoA + 3-O-(4-coumaroyl)oxy-benzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 3-hydroxybenzoate low affinity substrate Panicum virgatum CoA + 3-O-(4-coumaroyl)oxy-benzoate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 5-hydroxyanthranilate
-
 Arabidopsis thaliana CoA + 5-(4-coumaroyl)oxyanthranilate
-
 ?
2.3.1.133 4-coumaroyl-CoA + 5-hydroxyanthranilate low affinity substrate Panicum virgatum CoA + 5-(4-coumaroyl)oxyanthranilate
-
 ?
2.3.1.133 4-coumaroyl-CoA + catechol low affinity substrate Panicum virgatum CoA + 1-(4-coumaroyl)catechol
-
 ?
2.3.1.133 4-coumaroyl-CoA + catechol
-
 Arabidopsis thaliana CoA + 1-O-(4-coumaroyl)catechol
-
 ?
2.3.1.133 4-coumaroyl-CoA + gentisate
-
 Arabidopsis thaliana CoA + 5-O-(4-coumaroyl)gentisate
-
 ?
2.3.1.133 4-coumaroyl-CoA + gentisate low affinity substrate Panicum virgatum CoA + 5-O-(4-coumaroyl)gentisate
-
 ?
2.3.1.133 4-coumaroyl-CoA + hydroquinone low affinity substrate Panicum virgatum CoA + 1-(4-coumaroyl)hydroquinone
-
 ?
2.3.1.133 4-coumaroyl-CoA + hydroquinone
-
 Arabidopsis thaliana CoA + 1-O-(4-coumaroyl)hydroquinone
-
 ?
2.3.1.133 4-coumaroyl-CoA + shikimate
-
 Panicum virgatum CoA + 5-O-(4-coumaroyl)shikimate
-
 ?
2.3.1.133 4-coumaroyl-CoA + shikimate
-
 Arabidopsis thaliana CoA + 5-O-(4-coumaroyl)shikimate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.133 HCT2a
-
 Panicum virgatum