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IUBMB Comments This cytochrome P-450 (heme-thiolate) enzyme from wild parsnip is involved in the formation of angular furanocoumarins. Attacks its substrate by syn-elimination of hydrogen from C-3'.
The enzyme appears in viruses and cellular organisms
Synonyms
angelicin synthase,
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angelicin synthase
monooxygenase involved in angular furanocoumarin biosynthesis
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(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2 = angelicin + [oxidized NADPH-hemoprotein reductase] + acetone + 2 H2O
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(+)-columbianetin,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase
This cytochrome P-450 (heme-thiolate) enzyme from wild parsnip is involved in the formation of angular furanocoumarins. Attacks its substrate by syn-elimination of hydrogen from C-3'.
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(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2
angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
syn-[3'D]columbianetin + [reduced NADPH-hemoprotein reductase] + O2
syn-[3'D](anti-3'-hydroxy)-columbianetin + [oxidized NADPH-hemoprotein reductase] + H2O
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?
(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2
angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme is involved in angular furanocoumarin pathway
negligible amounts of a hydroxylated columbianetin by-product
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?
(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2
angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
angelicin synthase attacks columbianetin by syn-elimination of hydrogen from C-3'
negligible amounts of a hydroxylated columbianetin by-product
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?
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(+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2
angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme is involved in angular furanocoumarin pathway
negligible amounts of a hydroxylated columbianetin by-product
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?
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0.0014 - 0.0021
(+)-columbianetin
0.0014 - 0.0038
syn-[3'D]columbianetin
0.0014
(+)-columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
0.0021
(+)-columbianetin
pH 7.0, formation of angelicin
0.0014
syn-[3'D]columbianetin
pH 7.0, formation of angelicin
0.002
syn-[3'D]columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
0.0038
syn-[3'D]columbianetin
pH 7.0, anti-3'-hydroxylation of substrate
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0.32 - 1.9
(+)-columbianetin
0.06 - 3.9
syn-[3'D]columbianetin
0.32
(+)-columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
1.9
(+)-columbianetin
pH 7.0, formation of angelicin
0.06
syn-[3'D]columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
0.27
syn-[3'D]columbianetin
pH 7.0, formation of angelicin
3.9
syn-[3'D]columbianetin
pH 7.0, anti-3'-hydroxylation of substrate
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227 - 920
(+)-columbianetin
30 - 967
syn-[3'D]columbianetin
227
(+)-columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
920
(+)-columbianetin
pH 7.0, formation of angelicin
30
syn-[3'D]columbianetin
pH 7.0, isopropyloxy-hydroxylation of substrate
188
syn-[3'D]columbianetin
pH 7.0, formation of angelicin
967
syn-[3'D]columbianetin
pH 7.0, anti-3'-hydroxylation of substrate
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fragment
SwissProt
brenda
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brenda
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ANGS_PASSA
478
0
54135
Swiss-Prot
Mitochondrion (Reliability: 5 )
A0A2G9GHN3_9LAMI
87
1
9566
TrEMBL
Secretory Pathway (Reliability: 5 )
G7J477_MEDTR
521
1
59585
TrEMBL
other Location (Reliability: 4 )
A0A2G9GHN6_9LAMI
60
0
6723
TrEMBL
other Location (Reliability: 3 )
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Larbat, R.; Hehn, A.; Hans, J.; Schneider, S.; Jugde, H.; Schneider, B.; Matern, U.; Bourgaud, F.
Isolation and functional characterization of CYP71AJ4 encoding for the first P450 monooxygenase of angular furanocoumarin biosynthesis
J. Biol. Chem.
284
4776-4785
2009
Pastinaca sativa (C0SJS3), Pastinaca sativa
brenda
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1.14.14.148 angelicin synthase
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