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EC Tree
IUBMB Comments A cytochrome P-450 (heme-thiolate) protein found in soybean. The product of the reaction is the biosynthetic precursor of the glyceollin phytoalexins.
The enzyme appears in viruses and cellular organisms
Synonyms
3,9-dihydroxypterocarpan 6a-hydroxylase,
more
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3,9-dihydroxypterocarpan 6a-hydroxylase
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EC 1.14.13.28
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formerly
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oxygenase, 3,9-dihydroxypterocarpan 6alpha-mono-
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2 = (6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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(6aR,11aR)-3,9-dihydroxypterocarpan,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6a-hydroxylating)
A cytochrome P-450 (heme-thiolate) protein found in soybean. The product of the reaction is the biosynthetic precursor of the glyceollin phytoalexins.
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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the product of the reaction is the biosynthetic precursor of the phytoalexin glyceollin in soybean
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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the product of the reaction is the biosynthetic precursor of the phytoalexin glyceollin in soybean
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?
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(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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the product of the reaction is the biosynthetic precursor of the phytoalexin glyceollin in soybean
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?
(6aR,11aR)-3,9-dihydroxypterocarpan + [reduced NADPH-hemoprotein reductase] + O2
(6aS,11aS)-3,6a,9-trihydroxypterocarpan + [oxidized NADPH-hemoprotein reductase] + H2O
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the product of the reaction is the biosynthetic precursor of the phytoalexin glyceollin in soybean
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?
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cytochrome P450
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possibly a heme-thiolate protein
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FAD
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at 0.05 mM with 0.05 mM FMN and 0.01 mM NADPH: 132% relative activity to NADPH alone
FMN
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at 0.05 mM with 0.05 mM FAD and 0.01 mM NADPH: 132% relative activity to NADPH alone
additional information
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with NADH, ascorbic acid, FAD, FMN or 6,7-dimethyl-5,6,7,8-tetrahydropterine alone no activity can be detected
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Mg2+
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increases activity
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0.0001 - 0.00016
(6aR,11aR)-3,9-dihydroxypterocarpan
0.0001
(6aR,11aR)-3,9-dihydroxypterocarpan
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recombinant enzyme expressed in yeast
0.00016
(6aR,11aR)-3,9-dihydroxypterocarpan
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enzyme from elicitor-treated soybean cells
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0.00006
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at 2 h after inoculation with zoospores from incompatible, heat resistant Phytophtora megasperma f. sp. glycinea
0.00054
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at 8 h after inoculation with zoospores from incompatible, heat resistant Phytophtora megasperma f. sp. glycinea
additional information
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additional information
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7.2 - 8.2
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in Tris/HCl and potassium phosphate
7.4
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recombinant enzyme and soybean microsomes
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30
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recombinant enzyme and soybean microsomes
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30
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75% of activity maximum at 30°C
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brenda
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brenda
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brenda
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brenda
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C93A1_SOYBN
509
1
57870
Swiss-Prot
Secretory Pathway (Reliability: 5 )
A0A396JP62_MEDTR
534
1
61573
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A396JPQ9_MEDTR
512
1
58846
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A072TH04_MEDTR
513
1
59000
TrEMBL
Secretory Pathway (Reliability: 4 )
A0A2G9H6Q9_9LAMI
514
0
57588
TrEMBL
Secretory Pathway (Reliability: 2 )
G7KUG5_MEDTR
511
1
58282
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A396JLM6_MEDTR
337
1
38877
TrEMBL
other Location (Reliability: 5 )
A0A072TR26_MEDTR
512
1
58598
TrEMBL
Secretory Pathway (Reliability: 4 )
A0A072U202_MEDTR
443
0
50574
TrEMBL
other Location (Reliability: 3 )
A0A2G9H8E9_9LAMI
405
1
46157
TrEMBL
Secretory Pathway (Reliability: 5 )
A0A396GPK2_MEDTR
104
0
11990
TrEMBL
other Location (Reliability: 5 )
A0A2G9H6R5_9LAMI
512
1
57416
TrEMBL
Mitochondrion (Reliability: 5 )
G7KUG3_MEDTR
513
1
58338
TrEMBL
Secretory Pathway (Reliability: 1 )
G7IW82_MEDTR
514
1
58434
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A072TSC7_MEDTR
506
1
57745
TrEMBL
Secretory Pathway (Reliability: 5 )
A0A2I0B3R3_9ASPA
499
3
55461
TrEMBL
Mitochondrion (Reliability: 4 )
A0A396JSJ8_MEDTR
532
1
61045
TrEMBL
Secretory Pathway (Reliability: 4 )
A0A2P6RDQ1_ROSCH
513
1
58612
TrEMBL
Secretory Pathway (Reliability: 5 )
A0A2P6RDR4_ROSCH
515
1
58103
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A396JR42_MEDTR
212
0
23971
TrEMBL
other Location (Reliability: 2 )
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55000
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x * 55000, SDS-PAGE
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half-life: 9 min, in 0.08 M potassium phosphate buffer, pH 7.5, 14 mM 2-mercaptoethanol, 20% sucrose, crude enzyme extract
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-70°C, storage of microsomes, 50% loss of activity in 3-4 weeks
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CYP93A1 cDNA isolated from elicitor-induced soybean cells encodes the enzyme, CYP93A1 expressed in Saccharomyces cerevisiae
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three artichoke NADPH-cytochrome c reductase isoforms are able to reconstitute the enzyme with cytochrome P-450 purified from elicitor-challenged soybean cell cultures
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Kochs, G.; Werck-Reichhart, D.; Grisebach, H.
Further characterization of cytochrome P450 involved in phytoalexin synthesis in soybean: cytochrome P450 cinnamate 4-hydroxylase and 3,9-dihydroxypterocarpan 6a-hydroxylase
Arch. Biochem. Biophys.
293
187-194
1992
Glycine max
brenda
Hagmann, M.L.; Heller, W.; Grisebach, H.
Induction of phytoalexin synthesis in soybean. Stereospecific 3,9-dihydroxypterocarpan 6a-hydroxylase from elicitor-induced soybean cell cultures
Eur. J. Biochem.
142
127-131
1984
Glycine max
brenda
Kochs, G.; Grisebach, H.
Phytoalexin synthesis in soybean: purification and reconstitution of cytochrome P450 3,9-dihydroxypterocarpan 6a-hydroxylase and separation from cytochrome P450 cinnamate 4-hydroxylase
Arch. Biochem. Biophys.
273
543-553
1989
Glycine max
brenda
Bonhoff, A.; Loyal, R.; Ebel, J.; Grisebach, H.
Race: Cultivar-specific induction of enzymes related to Phytoalexin biosynthesis in soybean roots following infection with Phytophtora megasperma f. sp. glycinea
Arch. Biochem. Biophys.
246
149-154
1986
Glycine max
brenda
Benveniste, I.; Lesot, A.; Hasenfratz, M.; Kochs, G.; Durst, F.
Multiple forms of NADPH-cytochrome P450 reductase in higher plants
Biochem. Biophys. Res. Commun.
177
105-112
1991
Glycine max
brenda
Schopfer, C.R.; Kochs, G.; Lottspeich, F.; Ebel, J.
Molecular characterization and functional expression of dihydroxypterocarpan 6a-hydroxylase, an enzyme specific for pterocarpanoid phytoalexin biosynthesis in soybean (Glycine max L.)
FEBS Lett.
432
182-186
1998
Glycine max
brenda
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