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Literature summary extracted from

  • Kakei, Y.; Yamazaki, C.; Suzuki, M.; Nakamura, A.; Sato, A.; Ishida, Y.; Kikuchi, R.; Higashi, S.; Kokudo, Y.; Ishii, T.; Soeno, K.; Shimada, Y.
    Small-molecule auxin inhibitors that target YUCCA are powerful tools for studying auxin function (2015), Plant J., 84, 827-837 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.13.168 gene YUC2, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) Arabidopsis thaliana

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.13.168 2-chlorophenylboronic acid moderate inhibition of enzyme activity and primary root elongation. Probably unspecific inhibition Arabidopsis thaliana
1.14.13.168 3,5-dibromophenylboronic acid probably unspecific inhibition, inhibits root hair formation in wild-type Arabidopsis thaliana seedlings Arabidopsis thaliana
1.14.13.168 3,5-dichlorophenylboronic acid probably unspecific inhibition, inhibits root hair formation in wild-type Arabidopsis thaliana seedlings Arabidopsis thaliana
1.14.13.168 3-chlorophenylboronic acid probably unspecific inhibition, strongly inhibits root hair formation in wild-type Arabidopsis thaliana seedlings Arabidopsis thaliana
1.14.13.168 4-biphenylboronic acid BBo, competitive, inhibits the activity of recombinant YUC in vitro, reduces endogenous indole-3-acetic acid content, and strongly inhibits primary root elongation and lateral root formation in wild-type Arabidopsis thaliana seedlings Arabidopsis thaliana
1.14.13.168 4-chlorophenylboronic acid probably unspecific inhibition, strongly inhibits root hair formation in wild-type Arabidopsis thaliana seedlings Arabidopsis thaliana
1.14.13.168 4-methyl-4-biphenylboronic acid weak inhibition of enzyme activity, but strong inhibition of primary root elongation Arabidopsis thaliana
1.14.13.168 4-phenoxyphenylboronic acid PPBo, competitive, inhibits the activity of recombinant YUC in vitro, reduces endogenous indole-3-acetic acid content, and strongly inhibits primary root elongation and lateral root formation in wild-type Arabidopsis thaliana seedlings. The compound does not interfere with the auxin response of auxin-marker genes when it was co-treated with indole acetic acid, suggesting that PPBo is not an inhibitor of auxin sensing or signaling Arabidopsis thaliana
1.14.13.168 additional information FAD and boronic acid is not the main reason for inhibition of enzyme activity by boronic acid derivatives. Poor inhibition by 2,6-dichlorophenylboronic acid Arabidopsis thaliana
1.14.13.168 phenethylboronic acid moderate inhibition of enzyme activity and primary root elongation Arabidopsis thaliana
1.14.13.168 phenylboronic acid PBo, inhibition of enzyme activity, but not of primary root elongation Arabidopsis thaliana

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.13.168 (indol-3-yl)pyruvate + NADPH + H+ + O2 Arabidopsis thaliana
-
(indol-3-yl)acetate + NADP+ + H2O + CO2
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.168 Arabidopsis thaliana Q9SVQ1
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.168 recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography Arabidopsis thaliana

Source Tissue

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.168 (indol-3-yl)pyruvate + NADPH + H+ + O2
-
Arabidopsis thaliana (indol-3-yl)acetate + NADP+ + H2O + CO2
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.13.168 flavin-containing monooxygenase YUC
-
Arabidopsis thaliana
1.14.13.168 YUC2
-
Arabidopsis thaliana
1.14.13.168 YUCCA
-
Arabidopsis thaliana
1.14.13.168 YUCCA2
-
Arabidopsis thaliana

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.13.168 35
-
assay at Arabidopsis thaliana

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.168 8.5
-
assay at Arabidopsis thaliana

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.168 FAD
-
Arabidopsis thaliana
1.14.13.168 NADPH
-
Arabidopsis thaliana

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.13.168 0.000056
-
4-phenoxyphenylboronic acid pH 8.5, 35°C, recombinant His-tagged enzyme Arabidopsis thaliana
1.14.13.168 0.000067
-
4-biphenylboronic acid pH 8.5, 35°C, recombinant His-tagged enzyme Arabidopsis thaliana

General Information

EC Number General Information Comment Organism
1.14.13.168 metabolism YUCCA, a flavin-containing monooxygenase (YUC), catalyzes the last step of conversion from indole-3-pyruvate to indole-3-acetic acid Arabidopsis thaliana
1.14.13.168 physiological function the enzyme catalzes the last step in the indole-3-pyruvate pathway, a major biosynthesis pathway in Arabidopsis thaliana for indole-3-acetic acid, the most common member of the auxin family Arabidopsis thaliana