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Literature summary extracted from

  • 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 (2009), J. Biol. Chem., 284, 4776-4785.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.141 expressed in yeast strain WAT 11 Apium graveolens
1.14.14.141 expressed in yeast strain WAT 11 Pastinaca sativa
1.14.14.148 expressed in yeast Pastinaca sativa

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.141 0.00054
-
 (+)-marmesin
-
 Apium graveolens
1.14.14.141 0.0013
-
 (+)-marmesin
-
 Pastinaca sativa
1.14.14.141 0.019
-
 5-hydroxymarmesin
-
 Pastinaca sativa
1.14.14.141 0.054
-
 5-hydroxymarmesin
-
 Apium graveolens
1.14.14.148 0.0014
-
 syn-[3'D]columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 0.0014
-
 (+)-columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 0.002
-
 syn-[3'D]columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 0.0021
-
 (+)-columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 0.0038
-
 syn-[3'D]columbianetin pH 7.0, anti-3'-hydroxylation of substrate Pastinaca sativa

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.141 5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2 Apium graveolens
-
 bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.141 5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2 Pastinaca sativa
-
 bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.148 (+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2 Pastinaca sativa the enzyme is involved in angular furanocoumarin pathway angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O negligible amounts of a hydroxylated columbianetin by-product ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.141 Apium graveolens C0SJS4
-
-
1.14.14.141 Pastinaca sativa C0SJS2
-
-
1.14.14.148 Pastinaca sativa C0SJS3 fragment
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.148 leaf
-
 Pastinaca sativa
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.141 (+)-marmesin + [reduced NADPH-hemoprotein reductase] + O2
-
 Apium graveolens psoralen + [oxidized NADPH-hemoprotein reductase] + acetone + 2 H2O
-
 ?
1.14.14.141 (+)-marmesin + [reduced NADPH-hemoprotein reductase] + O2
-
 Pastinaca sativa psoralen + [oxidized NADPH-hemoprotein reductase] + acetone + 2 H2O
-
 ?
1.14.14.141 5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2
-
 Apium graveolens bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.141 5-hydroxymarmesin + [reduced NADPH-hemoprotein reductase] + O2
-
 Pastinaca sativa bergaptol + acetone + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.148 (+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2 the enzyme is involved in angular furanocoumarin pathway Pastinaca sativa angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O negligible amounts of a hydroxylated columbianetin by-product ?
1.14.14.148 (+)-columbianetin + [reduced NADPH-hemoprotein reductase] + O2 angelicin synthase attacks columbianetin by syn-elimination of hydrogen from C-3' Pastinaca sativa angelicin + acetone + [oxidized NADPH-hemoprotein reductase] + H2O negligible amounts of a hydroxylated columbianetin by-product ?
1.14.14.148 syn-[3'D]columbianetin + [reduced NADPH-hemoprotein reductase] + O2
-
 Pastinaca sativa syn-[3'D](anti-3'-hydroxy)-columbianetin + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.141 CYP71AJ2
-
 Apium graveolens
1.14.14.141 CYP71AJ3
-
 Pastinaca sativa
1.14.14.141 psoralen synthase
-
 Apium graveolens
1.14.14.141 psoralen synthase
-
 Pastinaca sativa
1.14.14.148 angelicin synthase monooxygenase involved in angular furanocoumarin biosynthesis Pastinaca sativa

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.148 27 30
-
 Pastinaca sativa

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.14.148 0.06
-
 syn-[3'D]columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 0.27
-
 syn-[3'D]columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 0.32
-
 (+)-columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 1.9
-
 (+)-columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 3.9
-
 syn-[3'D]columbianetin pH 7.0, anti-3'-hydroxylation of substrate Pastinaca sativa

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.14.148 7
-
-
 Pastinaca sativa

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.148 cytochrome P450
-
 Pastinaca sativa

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.14.148 30
-
 syn-[3'D]columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 188
-
 syn-[3'D]columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 227
-
 (+)-columbianetin pH 7.0, isopropyloxy-hydroxylation of substrate Pastinaca sativa
1.14.14.148 920
-
 (+)-columbianetin pH 7.0, formation of angelicin Pastinaca sativa
1.14.14.148 967
-
 syn-[3'D]columbianetin pH 7.0, anti-3'-hydroxylation of substrate Pastinaca sativa