Any feedback?
Literature summary extracted from
- Tandem enzymatic oxygenations in biosynthesis of epoxyquinone pharmacophore of manumycin-type metabolites (2013), Chem. Biol., 20, 879-887.
Activating Compound
| EC Number | Activating Compound | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.215 | protein AsuE2 | despite being a single-component monooxygenase, AsuE1 activity is enhanced by AsuE2, a pathway-specific flavin reductase, UniProt-ID D7P5W0, AsuE2 is encoded in the asu gene cluster. Enzyme AsuE2 might assist the catalysis of AsuE1 by providing a reduced form of flavin in Streptomyces nodosus | Streptomyces nodosus |
Cloned(Commentary)
| EC Number | Cloned (Comment) | Organism |
|---|---|---|
| 1.14.13.215 | gene asuE1, recombinant expression of His-tagged enzyme in Escherichia coli strain BL21(DE3) | Streptomyces nodosus |
KM Value [mM]
| EC Number | KM Value [mM] | KM Value Maximum [mM] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.215 | 0.0123 | - |
NADH | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus |  |
| 1.14.13.215 | 0.0213 | - |
protoasukamycin | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus | |
| 1.14.13.215 | 1.84 | - |
NADPH | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus | |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | Streptomyces nodosus | enzyme AsuE1 is a flavin-dependent protoasukamycin hydroxylase, that belongs to the family of single-component monooxygenases: a single enzyme catalyzes both the reduction of flavin by NADPH, and the hydroxylation using molecular oxygen and reduced flavin cofactor | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | Streptomyces nodosus ATCC 29757 | enzyme AsuE1 is a flavin-dependent protoasukamycin hydroxylase, that belongs to the family of single-component monooxygenases: a single enzyme catalyzes both the reduction of flavin by NADPH, and the hydroxylation using molecular oxygen and reduced flavin cofactor | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.14.13.215 | Streptomyces nodosus | D7P5V0 | subsp. asukaensis | - |
| 1.14.13.215 | Streptomyces nodosus ATCC 29757 | D7P5V0 | subsp. asukaensis | - |
Purification (Commentary)
| EC Number | Purification (Comment) | Organism |
|---|---|---|
| 1.14.13.215 | recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chomatography | Streptomyces nodosus |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | enzyme AsuE1 is a flavin-dependent protoasukamycin hydroxylase, that belongs to the family of single-component monooxygenases: a single enzyme catalyzes both the reduction of flavin by NADPH, and the hydroxylation using molecular oxygen and reduced flavin cofactor | Streptomyces nodosus | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | NADH is the preferred cofactor, it reduces the flavin that gets oxidized in the hydroxylation of protoasukamycin, reaction chain overview | Streptomyces nodosus | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | enzyme AsuE1 is a flavin-dependent protoasukamycin hydroxylase, that belongs to the family of single-component monooxygenases: a single enzyme catalyzes both the reduction of flavin by NADPH, and the hydroxylation using molecular oxygen and reduced flavin cofactor | Streptomyces nodosus ATCC 29757 | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADH + H+ + O2 | NADH is the preferred cofactor, it reduces the flavin that gets oxidized in the hydroxylation of protoasukamycin, reaction chain overview | Streptomyces nodosus ATCC 29757 | 4-hydroxyprotoasukamycin + NAD+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADPH + H+ + O2 | - |
Streptomyces nodosus | 4-hydroxyprotoasukamycin + NADP+ + H2O | - |
? | |
| 1.14.13.215 | protoasukamycin + NADPH + H+ + O2 | - |
Streptomyces nodosus ATCC 29757 | 4-hydroxyprotoasukamycin + NADP+ + H2O | - |
? | |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.14.13.215 | asuE1 | - |
Streptomyces nodosus |
| 1.14.13.215 | flavin-dependent protoasukamycin hydroxylase | - |
Streptomyces nodosus |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.215 | 30 | - |
assay at | Streptomyces nodosus |
Turnover Number [1/s]
| EC Number | Turnover Number Minimum [1/s] | Turnover Number Maximum [1/s] | Substrate | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 1.14.13.215 | 0.113 | - |
NADH | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus | |
| 1.14.13.215 | 0.324 | - |
NADPH | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus | |
| 1.14.13.215 | 16.67 | - |
protoasukamycin | in presence of 0.01 mM FAD, recombinant enzyme, pH 7.0, 30°C | Streptomyces nodosus | |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.14.13.215 | 7 | - |
assay at | Streptomyces nodosus |
Cofactor
| EC Number | Cofactor | Comment | Organism | Structure |
|---|---|---|---|---|
| 1.14.13.215 | FAD | - |
Streptomyces nodosus | |
| 1.14.13.215 | FMN | enzyme AsuE2 contains a trace amount of FMN at a molar ratio of 1:2000 (FMN:AsuE2) upon purification from Escherichia coli | Streptomyces nodosus | |
| 1.14.13.215 | additional information | enzyme AsuE1 is a flavin-dependent protoasukamycin hydroxylase, that displays no significant preference toward flavin cofactors, because FAD, FMN, and riboflavin are utilized efficiently in the catalysis | Streptomyces nodosus | |
| 1.14.13.215 | NADH | preferential utilization of NADH by AsuE2 | Streptomyces nodosus | |
| 1.14.13.215 | NADPH | - |
Streptomyces nodosus | |
| 1.14.13.215 | riboflavin | - |
Streptomyces nodosus | |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 1.14.13.215 | evolution | enzyme AsuE1 belongs to the family of single-component monooxygenases: a single enzyme catalyzes both the reduction of flavin by NADPH, and the hydroxylation using molecular oxygen and reduced flavin cofactor | Streptomyces nodosus |
| 1.14.13.215 | malfunction | disruption of asuE2 significantly decreases the yield of asukamycin and results in the accumulation of protoasukamycin | Streptomyces nodosus |
| 1.14.13.215 | metabolism | AsuE1 and AsuE3, both single-component flavin-dependent monooxygenases, catalyze the exquisite regio- and enantiospecific postpolyketide synthase (PKS) assembly oxygenations. AsuE1 installs a hydroxyl group on the 3,4-AHB ring to form a 4-hydroxyquinone moiety, which is epoxidized by AsuE3 to yield the epoxyquinone functionality. Despite being a single-component monooxygenase, AsuE1 activity is elicited by AsuE2, a pathway-specific flavin reductase | Streptomyces nodosus |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
