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Literature summary for 1.14.14.51 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

Inhibitors

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

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.02
-
(-)-limonene
-
Mentha spicata

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
Mentha spicata
-
-

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(-)-limonene + NADPH + O2 Mentha spicata one of the key reactions of oxygenated monoterpenes, biosynthesis of (-)-carvone (-)-trans-carveol + NADP+ + H2O
-
?

Organism

Organism UniProt Comment Textmining
Mentha spicata
-
spearmint
-

Purification (Commentary)

Purification (Comment) Organism
partial Mentha spicata

Source Tissue

Source Tissue Comment Organism Textmining
leaf epidermis oil glands on upper and lower surface Mentha spicata
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.00068
-
-
Mentha spicata

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+)-limonene + NADPH + O2 hydroxylation at 25% the rate of (-)-limonene Mentha spicata (+)-cis-carveol + NADP+ + H2O
-
?
(+)-p-menth-1-ene + NADPH + O2 i.e. (+)-8,9-dihydrolimonene, hydroxylation at 30% the rate of (-)-limonene Mentha spicata (+)-cis-carvotanacetol + NADP+ + H2O
-
?
(-)-(4S)-limonene + NADPH + O2 highly specific Mentha spicata (-)-(4R,6S)-trans-carveol + NADP+ + H2O
-
?
(-)-limonene + NADPH + O2 one of the key reactions of oxygenated monoterpenes, biosynthesis of (-)-carvone Mentha spicata (-)-trans-carveol + NADP+ + H2O
-
?
(-)-p-menth-1-ene + NADPH + O2 i.e. (-)-8,9-dihydrolimonene, hydroxylation at 74% the rate of (-)-limonene Mentha spicata (-)-trans-carvotanacetol + 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, NADH can replace NADPH, but more slowly Mentha spicata ?
-
?

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
32
-
-
Mentha spicata

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
-
Mentha spicata

pH Range

pH Minimum pH Maximum Comment Organism
6.9 7.9 about half-maximal activity at pH 6.9 and 7.9 Mentha spicata

Cofactor

Cofactor Comment Organism Structure
cytochrome P450 average content of 0.0005 mmol/mg protein Mentha spicata