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EC Tree
IUBMB Comments A cytochrome P-450 (heme-thiolate) protein from the plant Glycyrrhiza uralensis (Chinese licorice) that participates in the glycyrrhizin biosynthesis pathway. The enzyme is also able to oxidize 30-hydroxy-beta-amyrin to 11alpha,30-dihydroxy-beta-amyrin but this is not thought to be part of glycyrrhizin biosynthesis.
The enzyme appears in viruses and cellular organisms
Synonyms
CYP88D6,
more
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11alpha-hydroxy-beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = 11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
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beta-amyrin + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 = 11-oxo-beta-amyrin + 2 [oxidized NADPH-hemoprotein reductase] + 3 H2O
overall reaction
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 = 11alpha-hydroxy-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
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beta-amyrin,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (hydroxylating)
A cytochrome P-450 (heme-thiolate) protein from the plant Glycyrrhiza uralensis (Chinese licorice) that participates in the glycyrrhizin biosynthesis pathway. The enzyme is also able to oxidize 30-hydroxy-beta-amyrin to 11alpha,30-dihydroxy-beta-amyrin but this is not thought to be part of glycyrrhizin biosynthesis.
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30-hydroxy-beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
11-deoxoglycyrrhetinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
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two-step oxidation at C-11 with 11alpha-hydroxy-beta-amyrin as intermediate product
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Dehydration
Allylic hydroxylation activity is a source of saponin chemodiversity in the genus glycyrrhiza.
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brenda
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brenda
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additional information
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not detected in leaves and stems
brenda
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metabolism
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CYP88D6 is a beta-amyrin 11-oxidase in the glycyrrhizin pathway
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BAMO_GLYUR
493
0
56372
Swiss-Prot
Secretory Pathway (Reliability: 1 )
A0A396JP93_MEDTR
319
0
36896
TrEMBL
Secretory Pathway (Reliability: 4 )
A0A396GVL9_MEDTR
475
1
54469
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A396JTV6_MEDTR
100
0
11349
TrEMBL
other Location (Reliability: 3 )
G7JZW7_MEDTR
491
2
56579
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A396HY03_MEDTR
338
3
39180
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A396JIK9_MEDTR
139
0
16143
TrEMBL
other Location (Reliability: 2 )
A0A396I227_MEDTR
145
0
16931
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A396I5E4_MEDTR
404
3
46970
TrEMBL
Secretory Pathway (Reliability: 1 )
G7JZW5_MEDTR
108
0
12637
TrEMBL
other Location (Reliability: 2 )
G7JZW6_MEDTR
490
1
56532
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A072TL81_MEDTR
489
1
56595
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A411JJ87_GLYGL
493
0
56192
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A396I3Q9_MEDTR
340
2
39182
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A072TTK5_MEDTR
492
1
56492
TrEMBL
Secretory Pathway (Reliability: 1 )
A0A396GTQ3_MEDTR
126
0
14518
TrEMBL
Secretory Pathway (Reliability: 3 )
A0A396JPE2_MEDTR
88
0
10271
TrEMBL
other Location (Reliability: 5 )
A0A396JIP2_MEDTR
331
1
38475
TrEMBL
Secretory Pathway (Reliability: 2 )
A0A396JIM9_MEDTR
62
0
6900
TrEMBL
other Location (Reliability: 4 )
A0A396GQR1_MEDTR
338
1
38648
TrEMBL
Secretory Pathway (Reliability: 1 )
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expressed in Spodoptera frugiperda 9 (Sf9) insect cells
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Seki, H.; Ohyama, K.; Sawai, S.; Mizutani, M.; Ohnishi, T.; Sudo, H.; Akashi, T.; Aoki, T.; Saito, K.; Muranaka, T.
Licorice beta-amyrin 11-oxidase, a cytochrome P450 with a key role in the biosynthesis of the triterpene sweetener glycyrrhizin
Proc. Natl. Acad. Sci. USA
105
14204-14209
2008
Glycyrrhiza uralensis
brenda
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