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Literature summary extracted from

  • Ringer, K.L.; McConkey, M.E.; Davis, E.M.; Rushing, G.W.; Croteau, R.
    Monoterpene double-bond reductases of the (-)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (-)-isopiperitenone reductase and (+)-pulegone reductase of peppermint (2003), Arch. Biochem. Biophys., 418, 80-92.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.3.1.81 DNA and amino acid sequence determination and analysis, functional expression in Escherichia coli strain BL21(DE3) Mentha x piperita
1.3.1.82 DNA and amino acid sequence determination and analysis, functional expression of wild-type enzyme in Escherichia coli strain BL21(DE3), expression of a mutant cloning artifact that has a seven residue deletion at the C-terminus and bores an additional 33 vector-derived residues Mentha x piperita

General Stability

EC Number General Stability Organism
1.3.1.81 neither protease inhibitors nor flavins improve the activity or stability of the purified native enzyme, and the addition of glycerol to the buffers leads to rapid loss of activity upon storage Mentha x piperita

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.3.1.81 0.0023
-
 (+)-pulegone pH 5.0, recombinant enzyme Mentha x piperita
1.3.1.81 0.0069
-
 NADPH pH 5.0, recombinant enzyme Mentha x piperita
1.3.1.82 0.001
-
 (-)-isopiperitenone pH 5.5, recombinant enzyme Mentha x piperita
1.3.1.82 0.0022
-
 NADPH pH 5.5, recombinant enzyme Mentha x piperita

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.3.1.81 37914
-
 1 x * 43000, SDS-PAGE, 1 * 37914, sequence calculation Mentha x piperita
1.3.1.81 43000
-
 1 x * 43000, SDS-PAGE, 1 * 37914, sequence calculation Mentha x piperita
1.3.1.81 45000
-
 gel filtration Mentha x piperita
1.3.1.82 34409
-
 2 * 34409, sequence calculation, 2 * 38000, SDS-PAGE Mentha x piperita
1.3.1.82 38000
-
 2 * 34409, sequence calculation, 2 * 38000, SDS-PAGE Mentha x piperita
1.3.1.82 60000
-
 about, gel filtration Mentha x piperita

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.81 2 (+)-pulegone + 2 NADPH + 2 H+ Mentha x piperita pathways of monoterpene biosynthesis, overview (-)-menthone + (+)-isomenthone + 2 NADP+
-
 ?
1.3.1.82 (-)-isopiperitenone + NADPH + H+ Mentha x piperita pathways of monoterpene biosynthesis, overview (+)-cis-isopulegone + NADP+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.81 Mentha x piperita
-
 cv. Black Mitcham
-
1.3.1.82 Mentha x piperita
-
 cv. Black Mitcham
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.3.1.81 recombinant enzyme from Escherichia coli strain BL21(DE3), native enzyme by oil gland secretory cell isolation procedure, two steps of anion exchange chromatography, hydroxyapatite chromatography, and beta-NADPH affinity chromatography, the activity is rapidly lost during purification on each matrix, 10fold purification accompanied by loss of over 98% of starting activity Mentha x piperita
1.3.1.82 recombinant wild-type enzyme from Escherichia coli strain BL21(DE3) to over 60% homogeneity, and to over 90% purity for the truncated mutant enzyme Mentha x piperita

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.3.1.81 epidermis
-
 Mentha x piperita
-
1.3.1.81 leaf
-
 Mentha x piperita
-
1.3.1.81 secretory cell
-
 Mentha x piperita
-
1.3.1.82 epidermis
-
 Mentha x piperita
-
1.3.1.82 leaf
-
 Mentha x piperita
-
1.3.1.82 plant oil gland
-
 Mentha x piperita
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.81 2 (+)-pulegone + 2 NADPH + 2 H+ pathways of monoterpene biosynthesis, overview Mentha x piperita (-)-menthone + (+)-isomenthone + 2 NADP+
-
 ?
1.3.1.81 2 (+)-pulegone + 2 NADPH + 2 H+ the reductase catalyzes the reduction of the 4(8)-double bond of (+)-pulegone to produce both (-)-menthone and (+)-isomenthone in a 70:30 ratio, product analysis by GC-MS, stereospecific reductase Mentha x piperita (-)-menthone + (+)-isomenthone + 2 NADP+
-
 ?
1.3.1.82 (-)-isopiperitenone + NADPH + H+ pathways of monoterpene biosynthesis, overview Mentha x piperita (+)-cis-isopulegone + NADP+
-
 ?
1.3.1.82 (-)-isopiperitenone + NADPH + H+ regiospecific and stereospecific reductase Mentha x piperita (+)-cis-isopulegone + NADP+
-
 ?

Subunits

EC Number Subunits Comment Organism
1.3.1.81 monomer 1 x * 43000, SDS-PAGE, 1 * 37914, sequence calculation Mentha x piperita
1.3.1.82 dimer 2 * 34409, sequence calculation, 2 * 38000, SDS-PAGE Mentha x piperita

Synonyms

EC Number Synonyms Comment Organism
1.3.1.81 More (+)-pulegone reductase is a member of the medium-chain dehydrogenase/reductase superfamily Mentha x piperita
1.3.1.81 pulegone reductase
-
 Mentha x piperita
1.3.1.82 More (-)-isopiperitenone reductase is a member of the short-chain dehydrogenase/reductase superfamily Mentha x piperita

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.3.1.81 1.8
-
 NADPH pH 5.0, recombinant enzyme Mentha x piperita
1.3.1.81 1.8
-
 (+)-pulegone pH 5.0, recombinant enzyme Mentha x piperita
1.3.1.82 1.3
-
 NADPH pH 5.5, recombinant enzyme Mentha x piperita
1.3.1.82 1.3
-
 (-)-isopiperitenone pH 5.5, recombinant enzyme Mentha x piperita

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.81 5
-
-
 Mentha x piperita
1.3.1.82 5.5
-
 wild-type enzyme Mentha x piperita
1.3.1.82 6.5
-
 truncated mutant enzyme Mentha x piperita

pH Range

EC Number pH Minimum pH Maximum Comment Organism
1.3.1.81 4.5 6.5 70% of maximal activity within this range Mentha x piperita
1.3.1.82 4.5 7.5 50% of maximal activity within this range, wild-type enzyme Mentha x piperita
1.3.1.82 5 8 50% of maximal activity within this range, deletion mutant enzyme Mentha x piperita

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.81 NADPH dependent on Mentha x piperita
1.3.1.82 NADPH dependent on Mentha x piperita

pI Value

EC Number Organism Comment pI Value Maximum pI Value
1.3.1.81 Mentha x piperita about, isoelectric focusing
-
 5.2