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Literature summary for 2.3.1.133 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

Application Comment Organism
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)

Cloned (Comment) Organism
expression in Escherichia coli Panicum virgatum

Crystallization (Commentary)

Crystallization (Comment) Organism
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

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

KM Value [mM]

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

Organism

Organism UniProt Comment Textmining
Arabidopsis thaliana Q9FI78
-
-
Panicum virgatum R9RYW2
-
-

Substrates and Products (Substrate)

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

Synonyms

Synonyms Comment Organism
HCT2a
-
Panicum virgatum