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Literature summary for 1.14.14.52 extracted from

  • Karp, F.; Mihaliak, C.A.; Harris, J.L.; Croteau, R.
    Monoterpene biosynthesis: specificity of the hydroxylations of (-)-limonene by enzyme preparations from peppermint (Mentha piperita), spearmint (Mentha spicata), and perilla (Perilla frutescens) leaves (1990), Arch. Biochem. Biophys., 276, 219-226.
    View publication on PubMed
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Activating Compound

Activating Compound Comment Organism Structure
FAD plus FMN, 0.005 mM each, activation Perilla frutescens
FMN plus FAD, 0.005 mM each, activation Perilla frutescens

Inhibitors

Inhibitors Comment Organism Structure
5,11-Dimethyl-6H-pyrido[4,3-b]carbazole
-
 Perilla frutescens
clotrimazole i.e. 1-[chloro-alpha,alpha-diphenyl]imidazole, mixed-type, weak Perilla frutescens
CO CO:O2 ratio of 9:1, photoreversible Perilla frutescens
cytochrome c strong Perilla frutescens
Metyrapone i.e. 2-methyl-1,2-di-3-pyridyl-1-propanone, moderate Perilla frutescens
miconazole i.e. 1-[2,4-dichloro-beta-([2,4-di-chlorobenzyl]oxy)phenethyl]-imidazole, mixed-type, weak Perilla frutescens
additional information no inhibition: ancymidol, imidazole, up to 5 mM Perilla frutescens
NADP+ 2 mM Perilla frutescens
SKF 525A i.e. 2-diethyl-aminoethyl-2,2-diphenylvalerate, moderate Perilla frutescens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.021
-
 (-)-limonene
-
 Perilla frutescens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(-)-limonene + NADPH + O2 Perilla frutescens one of the key reactions of oxygenated monoterpenes, perillyl aldehyde biosynthesis perillyl alcohol + NADP+ + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Perilla frutescens
-
-
-

Reaction

Reaction Comment Organism Reaction ID
(S)-limonene + [reduced NADPH-hemoprotein reductase] + O2 = (-)-perillyl alcohol + [oxidized NADPH-hemoprotein reductase] + H2O side-chain hydroxylation, mixed-function oxygenase Perilla frutescens
a

Source Tissue

Source Tissue Comment Organism Textmining
leaf epidermis oil glands on abaxial surface Perilla frutescens
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.0001567
-
-
 Perilla frutescens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+)-limonene + NADPH + O2 hydroxylation at the same rate as (-)-limonene Perilla frutescens perillyl alcohol + NADP+ + H2O
-
 ?
(-)-limonene + NADPH + O2 highly specific Perilla frutescens perillyl alcohol + NADP+ + H2O
-
 ?
(-)-limonene + NADPH + O2 one of the key reactions of oxygenated monoterpenes, perillyl aldehyde biosynthesis Perilla frutescens perillyl alcohol + NADP+ + H2O
-
 ?
additional information no substrates: isolimonenes, terpinolene, alpha- or beta-phellandrene, alpha- or beta-terpinene, bicyclic monoterpenes: pinene, sabinene, alpha-thujene, p-cymene, cis- or trans-p-menthane, p-menth-1-ene, i.e. 8,9-dihydrolimonene Perilla frutescens ?
-
 ?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
32
-
-
 Perilla frutescens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.8
-
-
 Perilla frutescens

pH Range

pH Minimum pH Maximum Comment Organism
7.3 8.3 about half-maximal activity at pH 7.3 and 8.3 Perilla frutescens

Cofactor

Cofactor Comment Organism Structure
cytochrome P450 heme-thiolate protein, 0.2-0.9 nmol per mg protein Perilla frutescens
NADH 5.3% as effective as NADPH Perilla frutescens
NADPH
-
 Perilla frutescens