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Information on EC 1.14.13.168 - indole-3-pyruvate monooxygenase Word Map on EC 1.14.13.168
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The expected taxonomic range for this enzyme is: Arabidopsis thaliana
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indole-3-pyruvate monooxygenase
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(indol-3-yl)pyruvate + NADPH + H+ + O2 = (indol-3-yl)acetate + NADP+ + H2O + CO2
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Tryptophan metabolism
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indole-3-acetate biosynthesis II
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indole-3-acetate biosynthesis I
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indole-3-pyruvate,NADPH:oxygen oxidoreductase (1-hydroxylating, decarboxylating)
This plant enzyme, along with EC 2.6.1.99 L-tryptophan---pyruvate aminotransferase, is responsible for the biosynthesis of the plant hormone indole-3-acetate from L-tryptophan.
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YUC2
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gene name
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YUC6
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isoform
YUCCA
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UniProt
brenda
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brenda
ecotype Columbia-0
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brenda
isoform YUCCA1
UniProt
brenda
isoform YUCCA2
UniProt
brenda
isoform YUCCA4
UniProt
brenda
isoform YUCCA6
UniProt
brenda
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malfunction
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a single YUC gene in Arabidopsis does not cause obvious developmental defects, but simultaneous disruption of several YUC genes in Arabidopsis leads to defects in embryogenesis, seedling growth, flower development, and vascular pattern
physiological function
the enzyme catalyzes a rate-limiting step in auxin biosynthesis and is essential for many developmental processes
physiological function
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isoforms YUC1, YUC2, YUC4, YUC6 are the main enzymes for auxin biosynthesis in shoots and YUC3, YUC5, YUC7, YUC8, YUC9 are responsible for producing auxin in roots
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(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
phenylpyruvate + NADPH + H+ + O2
phenylacetate + NADP+ + H2O + CO2
isoform YUC6 shows basal NADPH oxidase activity in the absence of the cosubstrate phenylpyruvate
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(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
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(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
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(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
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ir
(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
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(indol-3-yl)pyruvate + NADPH + H+ + O2
(indol-3-yl)acetate + NADP+ + H2O + CO2
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first step of the YUC6-catalyzed reaction is the reduction of the FAD cofactor to FADH- by NADPH. Subsequently, FADH- reacts with oxygen to form a flavin-C4a-(hydro)peroxy intermediate, which has a maximum absorbance at 381 nm in its UV-visible spectrum. The final chemical step is the reaction of the C4a-intermediate with (indol-3-yl)pyruvate to produce (indol-3-yl)acetate. The YUC6 intermediate has a half-life of about 20 s
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FAD
; isoform YUC6 contains oxidized flavin as a cofactor
additional information
isoform YUC6 does not accept FMN as cofactor
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0.026
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
0.043
phenylpyruvate
in the presence of NADPH, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
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0.31
NADPH
in the presence of phenylpyruvate, in 50 mM sodium phosphate, pH 8.0, 500 mM NaCl, and 30% (v/v) glycerol, at 25°C
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brenda
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brenda
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48000
x * 48000, isoform YUC6, SDS-PAGE
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x * 48000, isoform YUC6, SDS-PAGE
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expession in Escherichia coli; expressed in Escherichia coli BL21 Star (DE3) cells
expressed in Escherichia coli
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YUC10_ARATH
383
42387
Swiss-Prot
YUC11_ARATH
391
43358
Swiss-Prot
YUC1_ARATH
414
46018
Swiss-Prot
YUC2_ARATH
415
46543
Swiss-Prot
YUC3_ARATH
437
48747
Swiss-Prot
YUC4_ARATH
411
45406
Swiss-Prot
YUC5_ARATH
424
47442
Swiss-Prot
YUC6_ARATH
417
46638
Swiss-Prot
YUC7_ARATH
431
48148
Swiss-Prot
YUC8_ARATH
426
48110
Swiss-Prot
YUC9_ARATH
421
47402
Swiss-Prot
X5M7M3_9RHIZ
452
49700
TrEMBL
A0A0F8DDU6_CERFI
574
63182
TrEMBL
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Dai, X.; Mashiguchi, K.; Chen, Q.; Kasahara, H.; Kamiya, Y.; Ojha, S.; Dubois, J.; Ballou, D.; Zhao, Y.
The biochemical mechanism of auxin biosynthesis by an Arabidopsis YUCCA flavin-containing monooxygenase
J. Biol. Chem.
288
1448-1457
2013
Arabidopsis thaliana, Arabidopsis thaliana (Q8VZ59)
brenda
Zhao, Y.
Auxin biosynthesis: A simple two-step pathway converts tryptophan to indole-3-acetic acid in plants
Mol. Plant
5
334-338
2012
Arabidopsis thaliana
brenda
Stepanova, A.; Yun, J.; Robles, L.; Novak, O.; He, W.; Guo, H.; Ljung, K.; Alonso, J.
The Arabidopsis YUCCA1 flavin monooxygenase functions in the indole-3-pyruvic acid branch of auxin biosynthesis
Plant Cell
23
3961-3973
2011
Arabidopsis thaliana, Arabidopsis thaliana (Q8VZ59), Arabidopsis thaliana (Q9LFM5), Arabidopsis thaliana (Q9SVQ1), Arabidopsis thaliana (Q9SZY8)
brenda
Mashiguchi, K.; Tanaka, K.; Sakai, T.; Sugawara, S.; Kawaide, H.; Natsume, M.; Hanada, A.; Yaeno, T.; Shirasu, K.; Yao, H.; McSteen, P.; Zhao, Y.; Hayashi, K.; Kamiya, Y.; Kasahara, H.
The main auxin biosynthesis pathway in Arabidopsis
Proc. Natl. Acad. Sci. USA
108
18512-18517
2011
Arabidopsis thaliana
brenda
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