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9beta-pimara-7,15-dien-19-al + O2 + [reduced NADPH-hemoprotein reductase] = 9beta-pimara-7,15-dien-19-oate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
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9beta-pimara-7,15-dien-19-ol + O2 + [reduced NADPH-hemoprotein reductase] = 9beta-pimara-7,15-dien-19-al + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
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9beta-pimara-7,15-diene + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = 9beta-pimara-7,15-dien-19-oate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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9beta-pimara-7,15-diene + O2 + [reduced NADPH-hemoprotein reductase] = 9beta-pimara-7,15-dien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
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15,16-epoxy-syn-pimaradiene + O2 + [reduced NADPH-hemoprotein reductase]
15,16-epoxy-syn-pimaradien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
9beta-pimara-7,15-diene + [reduced NADPH-hemoprotein reductase] + O2
3beta-hydroxy-9beta-pimara-7,15-dien-19,6beta-olide + [oxidized NADPH-hemoprotein reductase] + H2O
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Substrates: -
Products: -
?
syn-pimara-7,15-diene + [reduced NADPH-hemoprotein reductase] + O2
syn-pimaradien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
?
syn-pimaradien-19-al + [reduced NADPH-hemoprotein reductase] + O2
syn-pimaradien-19-oate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
?
syn-pimaradien-19-ol + [reduced NADPH-hemoprotein reductase] + O2
syn-pimaradien-19-al + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: -
Products: -
?
syn-stemod-13(17)-ene + [reduced NADPH-hemoprotein reductase] + O2
syn-stemoden-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: about 4fold lower catalytic efficiency than with syn-pimaradiene, oxidation occurs at C19
Products: -
?
syn-stemoden-19-al + [reduced NADPH-hemoprotein reductase] + O2
syn-stemoden-19-oate + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: about 4fold lower catalytic efficiency than with syn-pimaradiene, oxidation occurs at C19
Products: -
?
syn-stemoden-19-ol + [reduced NADPH-hemoprotein reductase] + O2
syn-stemoden-19-al + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: about 4fold lower catalytic efficiency than with syn-pimaradiene, oxidation occurs at C19
Products: -
?
additional information
?
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15,16-epoxy-syn-pimaradiene + O2 + [reduced NADPH-hemoprotein reductase]
15,16-epoxy-syn-pimaradien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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Substrates: formation of the bioactive diterpenoid 15,16-epoxy-syn-pimaradien-19-ol, which exhibits inhibitory effect on spore germination and appressorium formation of Magnaporthe oryzae
Products: -
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15,16-epoxy-syn-pimaradiene + O2 + [reduced NADPH-hemoprotein reductase]
15,16-epoxy-syn-pimaradien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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Substrates: -
Products: -
?
additional information
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Substrates: CYP99A3 catalyzes consecutive oxidations of the C19 methyl group of the momilactone precursor syn-pimara-7,15-diene to form, sequentially, syn-pimaradien-19-ol, syn-pimaradien-19-al, and syn-pimaradien-19-oate
Products: -
?
additional information
?
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Substrates: CYP99A3 catalyzes consecutive oxidations of the C19 methyl group of the momilactone precursor syn-pimara-7,15-diene to form, sequentially, syn-pimaradien-19-ol, syn-pimaradien-19-al, and syn-pimaradien-19-oate
Products: -
?
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15,16-epoxy-syn-pimaradiene + O2 + [reduced NADPH-hemoprotein reductase]
15,16-epoxy-syn-pimaradien-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
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Substrates: formation of the bioactive diterpenoid 15,16-epoxy-syn-pimaradien-19-ol, which exhibits inhibitory effect on spore germination and appressorium formation of Magnaporthe oryzae
Products: -
?
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Shimura, K.; Okada, A.; Okada, K.; Jikumaru, Y.; Ko, K.W.; Toyomasu, T.; Sassa, T.; Hasegawa, M.; Kodama, O.; Shibuya, N.; Koga, J.; Nojiri, H.; Yamane, H.
Identification of a biosynthetic gene cluster in rice for momilactones
J. Biol. Chem.
282
34013-34018
2007
Oryza sativa
brenda
Wang, Q.; Hillwig, M.; Peters, R.
CYP99A3: Functional identification of a diterpene oxidase from the momilactone biosynthetic gene cluster in rice
Plant J.
65
87-95
2011
Oryza sativa (Q0JF01), Oryza sativa
brenda
Wei, K.; Chen, H.
Global identification, structural analysis and expression characterization of cytochrome P450 monooxygenase superfamily in rice
BMC Genomics
19
35
2018
Oryza sativa Japonica Group (Q0JF01)
-
brenda
Shen, Q.; Pu, Q.; Liang, J.; Mao, H.; Liu, J.; Wang, Q.
CYP71Z18 overexpression confers elevated blast resistance in transgenic rice
Plant Mol. Biol.
100
579-589
2019
Oryza sativa
brenda
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