Literature summary for 2.6.1.99 extracted from

Narukawa-Nara, M.; Nakamura, A.; Kikuzato, K.; Kakei, Y.; Sato, A.; Mitani, Y.; Yamasaki-Kokudo, Y.; Ishii, T.; Hayashi, K.I.; 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.

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Crystallization (Commentary)

Crystallization (Comment)	Organism
molecular docking of inhibitors (2S)-2-(aminooxy)-3-(naphthalen-2-yl)propanoic acid and L-alpha-aminooxy-phenylpropionic acid	Arabidopsis thaliana

Inhibitors

Inhibitors	Comment	Organism	Structure
(2S)-2-(aminooxy)-3-(naphthalen-2-yl)propanoic acid	competitive. Arabidopsis thaliana seedlings treated with the compound show typical auxin-deficient phenotypes, which are reversed by exogenous indole-3-acetic acid	Arabidopsis thaliana
L-alpha-aminooxy-phenylpropionic acid	target compound for inhibitor synthesis	Arabidopsis thaliana
additional information	synthesis of inhibitors based on L-alpha-aminooxy-phenylpropionic acid. The aminooxy and carboxy groups of the compound are essential for inhibition of TAA1 in vitro. Inhibitory activity of the compounds is correlated with their binding energy with TAA1. The active compounds reduce the endogenous indole-3-acetic acid content upon application to Arabidopsis thaiana seedlings	Arabidopsis thaliana

Organism

Organism	UniProt	Comment	Textmining
Arabidopsis thaliana	Q9S7N2	-	-

Synonyms

Synonyms	Comment	Organism
TAA1	-	Arabidopsis thaliana

IC50 Value

IC50 Value	IC50 Value Maximum	Comment	Organism	Inhibitor	Structure
0.000077	-	pH 8.5, 35°C	Arabidopsis thaliana	(2S)-2-(aminooxy)-3-(naphthalen-2-yl)propanoic acid

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Release 2023.1 (January 2023)