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Literature summary for 1.14.14.86 extracted from

  • Noguchi, C.; Miyazaki, S.; Kawaide, H.; Gotoh, O.; Yoshida, Y.; Aoyama, Y.
    Characterization of moss ent-kaurene oxidase (CYP701B1) using a highly purified preparation (2018), J. Biochem., 163, 69-76 .
    View publication on PubMed
Search for more literature for 1.14.14.86

Cloned(Commentary)

Cloned (Comment) Organism
expression in Pichia pastoris Physcomitrium patens
gene CYP701B1, genetic structure, sequence comparisons and phylogenetic analysis, recombinant expression of His-tagged enzyme in Pichia pastoris microsomes Physcomitrium patens

Inhibitors

Inhibitors Comment Organism Structure
additional information among the azoles known as CYP51 inhibitors, ketoconazole, an antifungal medicine, is one of the most potent CYP51 inhibitor and forms a one-to-one complex with CYP51 as with uniconazole and CYP701B1. But ketoconazole does not bind and inhibit the purified ent-kaurene oxidase, CYP701B1; not inhibitory: ketoconazole Physcomitrium patens
uniconazole selective binding of CYP701B1 with uniconazole, is directly bound to the heme iron with its azole nitrogen Physcomitrium patens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
 additional information enzyme kinetics Physcomitrium patens
0.0091
-
 ent-kaur-16-ene pH 7.5, 30°C Physcomitrium patens
0.0091
-
 ent-kaur-16-ene pH 7.5, 30°C, recombinant His-tagged enzyme Physcomitrium patens

Localization

Localization Comment Organism GeneOntology No. Textmining
microsome
-
 Physcomitrium patens
-
-

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ purified ferric CYP701B1 is a typical low-spin cytochrome P450 showing a characteristic absorption peak Physcomitrium patens

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
ent-kaur-16-en-19-al + [reduced NADPH-hemoprotein reductase] + O2 Physcomitrium patens
-
 ent-kaur-16-en-19-oate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
ent-kaur-16-en-19-ol + [reduced NADPH-hemoprotein reductase] + O2 Physcomitrium patens
-
 ent-kaur-16-en-19-al + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
ent-kaur-16-ene + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Physcomitrium patens overall reaction ent-kaur-16-en-19-oate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
ent-kaur-16-ene + [reduced NADPH-hemoprotein reductase] + O2 Physcomitrium patens
-
 ent-kaur-16-en-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Organism

Organism UniProt Comment Textmining
Physcomitrium patens
-
-
-
Physcomitrium patens F2ZAE0
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant His-tagged enzyme from Pichia pastoris microsomes by ultracentrifugation, nickel affinity chromatography, and dialysis Physcomitrium patens
recombinant protein Physcomitrium patens

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ent-kaur-16-en-19-al + [reduced NADPH-hemoprotein reductase] + O2
-
 Physcomitrium patens ent-kaur-16-en-19-oate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
ent-kaur-16-en-19-ol + [reduced NADPH-hemoprotein reductase] + O2
-
 Physcomitrium patens ent-kaur-16-en-19-al + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
ent-kaur-16-en-19-ol + [reduced NADPH-hemoprotein reductase] + O2
-
 Physcomitrium patens ent-kaur-16-en-19-al + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
ent-kaur-16-ene + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
-
 Physcomitrium patens ent-kaur-16-en-19-oate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
ent-kaur-16-ene + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction Physcomitrium patens ent-kaur-16-en-19-oate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
ent-kaur-16-ene + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction, substrate is isolated from leaves of Cryptomeria japonica Physcomitrium patens ent-kaur-16-en-19-oate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
ent-kaur-16-ene + [reduced NADPH-hemoprotein reductase] + O2
-
 Physcomitrium patens ent-kaur-16-en-19-ol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
additional information enzyme catalyzes the oxidation of ent-kaurene to entkaurenoic acid through three successive monooxygenations. Te rate-limiting step of this oxidation might be the initial step that forms ent-kaurenol Physcomitrium patens ?
-
 ?
additional information GC-MS or GLC product identification Physcomitrium patens ?
-
 ?

Subunits

Subunits Comment Organism
? x * 62000, SDS-PAGE Physcomitrium patens

Synonyms

Synonyms Comment Organism
CYP701B1
-
 Physcomitrium patens

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Physcomitrium patens

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
 assay at Physcomitrium patens

Cofactor

Cofactor Comment Organism Structure
cytochrome P450
-
 Physcomitrium patens
cytochrome P450 typical ferric low-spin cytochrome P450, which is completely moved to high-spin state upon binding with ent-kaurene Physcomitrium patens
heme
-
 Physcomitrium patens
NADPH
-
 Physcomitrium patens

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00003
-
 pH 7.5, 30°C Physcomitrium patens uniconazole

General Information

General Information Comment Organism
metabolism oxidation of ent-kaurene to ent-kaurenoic acid is a common process in gibberellin biosynthesis by vascular plants and production of gibberellin-like compounds by nonvascular plants Physcomitrium patens