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Literature summary extracted from

  • Narukawa-Nara, M.; Nakamura, A.; Kikuzato, K.; Kakei, Y.; Sato, A.; Mitani, Y.; Yamasaki-Kokudo, Y.; Ishii, T.; Hayashi, K.; Asami, T.; Ogura, T.; Yoshida, S.; Fujioka, S.; Kamakura, T.; Kawatsu, T.; Tachikawa, M.; Soeno, K.; Shimada, Y.
    Aminooxy-naphthylpropionic acid and its derivatives are inhibitors of auxin biosynthesis targeting l-tryptophan aminotransferase structure-activity relationships (2016), Plant J., 87, 245-257 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.6.1.27 recombinant enzyme expression in Escherichia coli Arabidopsis thaliana

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.6.1.27 2-(aminooxy)-3-(naphthalen-2-yl)propanoic acid KOK1169/AONP, the compound is an improved, that is more specific for TAA1 than for other enzymes, such as phenylalanine ammonia-lyase. KOK1169 inhibits TAA1 in a competitive manner Arabidopsis thaliana
2.6.1.27 aminooxy-naphthylpropionic acid AOPP Arabidopsis thaliana
2.6.1.27 L-alpha-(2-aminoethoxyvinyl)glycine AVG, a typical ACS inhibitor Arabidopsis thaliana
2.6.1.27 L-kynurenine a competitive inhibitor of TAA1/TARs Arabidopsis thaliana
2.6.1.27 additional information aminooxy-naphthylpropionic acid and derivatives are inhibitors of auxin biosynthesis targeting L-tryptophan aminotransferase, structure-activity relationships, overview. Synthesis of potential inhibitors and docking simulation analysis including KOK1169/AONP. The developed compounds constitute a class of inhibitors of TAA1, designated as pyruvamine Arabidopsis thaliana

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.6.1.27 L-tryptophan + 2-oxoglutarate Arabidopsis thaliana
-
 (indol-3-yl)pyruvate + L-glutamate
-
 r
2.6.1.27 L-tryptophan + 2-oxoglutarate Arabidopsis thaliana Col-0
-
 (indol-3-yl)pyruvate + L-glutamate
-
 r

Organism

EC Number Organism UniProt Comment Textmining
2.6.1.27 Arabidopsis thaliana Q9S7N2
-
-
2.6.1.27 Arabidopsis thaliana Col-0 Q9S7N2
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.6.1.27 recombinant enzyme from Escherichia coli Arabidopsis thaliana

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.6.1.27 seedling
-
 Arabidopsis thaliana
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.6.1.27 L-tryptophan + 2-oxoglutarate
-
 Arabidopsis thaliana (indol-3-yl)pyruvate + L-glutamate
-
 r
2.6.1.27 L-tryptophan + 2-oxoglutarate
-
 Arabidopsis thaliana Col-0 (indol-3-yl)pyruvate + L-glutamate
-
 r

Synonyms

EC Number Synonyms Comment Organism
2.6.1.27 L-tryptophan aminotransferase
-
 Arabidopsis thaliana
2.6.1.27 L-tryptophan-pyruvate aminotransferase 1 UniProt Arabidopsis thaliana
2.6.1.27 TAA1
-
 Arabidopsis thaliana
2.6.1.27 tryptophan aminotransferase of Arabidopsis 1
-
 Arabidopsis thaliana

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.6.1.27 35
-
 assay at Arabidopsis thaliana

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.6.1.27 8.5
-
 assay at Arabidopsis thaliana

Cofactor

EC Number Cofactor Comment Organism Structure
2.6.1.27 pyridoxal 5'-phosphate
-
 Arabidopsis thaliana

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.6.1.27 additional information
-
 additional information inhibition kinetic analysis Arabidopsis thaliana
2.6.1.27 0.0000768
-
 2-(aminooxy)-3-(naphthalen-2-yl)propanoic acid pH 8.5, 35°C, recombinant enzyme Arabidopsis thaliana
2.6.1.27 0.0003504
-
 aminooxy-naphthylpropionic acid pH 8.5, 35°C, recombinant enzyme Arabidopsis thaliana
2.6.1.27 0.0086
-
 L-alpha-(2-aminoethoxyvinyl)glycine pH 8.5, 35°C, recombinant enzyme Arabidopsis thaliana