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Literature summary extracted from

  • Eudes, A.; Baidoo, E.E.; Yang, F.; Burd, H.; Hadi, M.Z.; Collins, F.W.; Keasling, J.D.; Loque, D.
    Production of tranilast [N-(3,4-dimethoxycinnamoyl)-anthranilic acid] and its analogs in yeast Saccharomyces cerevisiae (2011), Appl. Microbiol. Biotechnol., 89, 989-1000.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.3.1.144 expression of HCBT in Saccharomyces cerevisiae, coexpression with 4-coumarate/CoA ligase from Arabidopsis thaliana using yeast shuttle vector pDRf1-GW-PHXT7 Dianthus caryophyllus

Protein Variants

EC Number Protein Variants Comment Organism
2.3.1.144 additional information for production of tranilast, i.e. N-(3,4-dimethoxycinnamoyl)-anthranilate, and several of its analogues, a yeast strain is engineered to coexpress a 4-coumarate/CoA ligase, EC 6.2.1.12, from Arabidopsis thaliana and the hydroxycinnamoyl/benzoyl-CoA/anthranilate N-hydroxycinnamoyl/benzoyltransferase from Dianthus caryophyllus. Production of tranilast and 26 different cinnamoyl anthranilate molecules within a few hours after exogenous supply of various combinations of cinnamic acids and anthranilate derivatives, method optimization, overview Dianthus caryophyllus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.3.1.144 coumaroyl-CoA + anthranilate Dianthus caryophyllus
-
CoA + N-(4-hydroxycinnamoyl)-anthranilate product detection by mass spectrometry ?

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.144 Dianthus caryophyllus O24645
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.3.1.144 2,3-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(2,3-dimethoxycinnamoyl)-3-hydroxyanthranilate
-
?
2.3.1.144 2,3-dimethoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(2,3-dimethoxycinnamoyl)-anthranilate
-
?
2.3.1.144 2,4-dimethoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(2,4-dimethoxycinnamoyl)-anthranilate
-
?
2.3.1.144 2,5-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(2,5-dimethoxycinnamoyl)-3-hydroxyanthranilate
-
?
2.3.1.144 2,5-dimethoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(2,5-dimethoxycinnamoyl)-anthranilate
-
?
2.3.1.144 2-coumaroyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(2-coumaroyl)-3-hydroxyanthranilate
-
?
2.3.1.144 2-coumaroyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(2-coumaroyl)anthranilate
-
?
2.3.1.144 3,4,5-trimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(3,4,5-trimethoxycinnamoyl)-3-hydroxyanthranilate
-
?
2.3.1.144 3,4,5-trimethoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(3,4,5-trimethoxycinnamoyl)-anthranilate
-
?
2.3.1.144 3,4-dimethoxycinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(3,4-dimethoxycinnamoyl)-3-hydroxyanthranilate
-
?
2.3.1.144 3-coumaroyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(3-coumaroyl)-3-hydroxyanthranilate
-
?
2.3.1.144 3-coumaroyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(3-hydroxycinnamoyl)-anthranilate
-
?
2.3.1.144 3-hydroxy-4-methoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(3-hydroxy-4-methoxycinnamoyl)-anthranilate
-
?
2.3.1.144 3-methoxycinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(3-methoxycinnamoyl)-3-hydroxyanthranilate
-
?
2.3.1.144 3-methoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(3-methoxycinnamoyl)-anthranilate
-
?
2.3.1.144 4-coumaroyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-(4-coumaroyl)-3-hydroxyanthranilate
-
?
2.3.1.144 4-coumaroyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(4-coumaroyl)-anthranilate product detection by mass spectrometry ?
2.3.1.144 4-methoxycinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(4-methoxycinnamoyl)-anthranilate
-
?
2.3.1.144 caffeoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-caffeoyl-3-hydroxyanthranilate
-
?
2.3.1.144 caffeoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(3,4-dihydroxycinnamoyl)-anthranilate
-
?
2.3.1.144 cinnamoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-cinnamoyl-3-hydroxyanthranilate
-
?
2.3.1.144 cinnamoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-cinnamoylanthranilate
-
?
2.3.1.144 coumaroyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-(4-hydroxycinnamoyl)-anthranilate product detection by mass spectrometry ?
2.3.1.144 feruloyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-feruloyl-3-hydroxyanthranilate
-
?
2.3.1.144 feruloyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-feruloylanthranilate
-
?
2.3.1.144 additional information hydroxycinnamoyl/benzoyl-CoA/anthranilate N-hydroxycinnamoyl/benzoyltransferase, HCBT, has affinity for anthranilate and 4-coumaroyl-CoA and is capable of producing N-(4-hydroxycinnamoyl)-anthranilate in vitro Dianthus caryophyllus ?
-
?
2.3.1.144 sinapoyl-CoA + 3-hydroxyanthranilate
-
Dianthus caryophyllus CoA + N-sinapoyl-3-hydroxyanthranilate
-
?
2.3.1.144 sinapoyl-CoA + anthranilate
-
Dianthus caryophyllus CoA + N-sinapoylanthranilate
-
?

Synonyms

EC Number Synonyms Comment Organism
2.3.1.144 benzoyl-CoA/anthranilate N-hydroxycinnamoyl/benzoyltransferase
-
Dianthus caryophyllus
2.3.1.144 HCBT
-
Dianthus caryophyllus
2.3.1.144 hydroxycinnamoyl/benzoyl-CoA/anthranilate N-hydroxycinnamoyl/benzoyltransferase
-
Dianthus caryophyllus