BRENDA - Enzyme Database

Genome mining in Streptomyces. Elucidation of the role of Baeyer-Villiger monooxygenases and non-heme iron-dependent dehydrogenase/oxygenases in the final steps of the biosynthesis of pentalenolactone and neopentalenolactone

Seo, M.J.; Zhu, D.; Endo, S.; Ikeda, H.; Cane, D.E.; Biochemistry 50, 1739-1754 (2011)

Data extracted from this reference:

Cloned(Commentary)
EC Number
Cloned (Commentary)
Organism
1.14.13.170
expressed in Escherichia coli BL21(DE3) cells
Streptomyces arenae
1.14.13.170
expressed in Escherichia coli BL21(DE3) cells
Streptomyces exfoliatus
Molecular Weight [Da]
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
1.14.13.170
66915
-
x * 66915, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces arenae
1.14.13.170
67480
-
x * 67480, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces exfoliatus
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces exfoliatus
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces arenae
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces exfoliatus UC5319
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces arenae TU469
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
Organism
EC Number
Organism
UniProt
Commentary
Textmining
1.14.11.36
Streptomyces arenae
E3VWI8
-
-
1.14.11.36
Streptomyces arenae TU469
E3VWI8
-
-
1.14.11.36
Streptomyces exfoliatus
E3VWK4
-
-
1.14.11.36
Streptomyces exfoliatus UC5319
E3VWK4
-
-
1.14.13.170
Streptomyces arenae
-
-
-
1.14.13.170
Streptomyces arenae TU46
-
-
-
1.14.13.170
Streptomyces exfoliatus
-
-
-
1.14.13.170
Streptomyces exfoliatus UC5319
-
-
-
1.14.13.171
Streptomyces arenae
-
-
-
1.14.13.171
Streptomyces arenae TUE469
-
-
-
1.14.13.171
Streptomyces avermitilis
-
-
-
1.14.13.171
Streptomyces exfoliatus
-
-
-
1.14.13.171
Streptomyces exfoliatus UC5319
-
-
-
Purification (Commentary)
EC Number
Purification (Commentary)
Organism
1.14.13.170
Ni-NTA column chromatography
Streptomyces arenae
1.14.13.170
Ni-NTA column chromatography
Streptomyces exfoliatus
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus UC5319
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae TU469
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus UC5319
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae TU469
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae TU46
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus UC5319
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae TUE469
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces avermitilis
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae TU46
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus UC5319
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae TUE469
neopentalenolactone D + NADP+ + H2O
-
-
-
?
Subunits
EC Number
Subunits
Commentary
Organism
1.14.13.170
?
x * 66915, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces arenae
1.14.13.170
?
x * 67480, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces exfoliatus
Synonyms
EC Number
Synonyms
Commentary
Organism
1.14.11.36
penD
-
Streptomyces arenae
1.14.11.36
penD
-
Streptomyces exfoliatus
1.14.13.170
Baeyer-Villiger monooxygenase
-
Streptomyces arenae
1.14.13.170
Baeyer-Villiger monooxygenase
-
Streptomyces exfoliatus
1.14.13.170
penE
-
Streptomyces exfoliatus
1.14.13.170
pntE
-
Streptomyces arenae
1.14.13.171
penE
-
Streptomyces exfoliatus
1.14.13.171
pntE
-
Streptomyces arenae
1.14.13.171
ptlE
-
Streptomyces avermitilis
Cofactor
EC Number
Cofactor
Commentary
Organism
Structure
1.14.13.170
FAD
the enzyme contains one bound FAD molecule
Streptomyces arenae
1.14.13.170
FAD
the enzyme contains one bound FAD molecule
Streptomyces exfoliatus
1.14.13.171
FAD
-
Streptomyces avermitilis
1.14.13.171
FAD
-
Streptomyces arenae
1.14.13.171
FAD
-
Streptomyces exfoliatus
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
1.14.13.170
expressed in Escherichia coli BL21(DE3) cells
Streptomyces arenae
1.14.13.170
expressed in Escherichia coli BL21(DE3) cells
Streptomyces exfoliatus
Cofactor (protein specific)
EC Number
Cofactor
Commentary
Organism
Structure
1.14.13.170
FAD
the enzyme contains one bound FAD molecule
Streptomyces arenae
1.14.13.170
FAD
the enzyme contains one bound FAD molecule
Streptomyces exfoliatus
1.14.13.171
FAD
-
Streptomyces avermitilis
1.14.13.171
FAD
-
Streptomyces arenae
1.14.13.171
FAD
-
Streptomyces exfoliatus
Molecular Weight [Da] (protein specific)
EC Number
Molecular Weight [Da]
Molecular Weight Maximum [Da]
Commentary
Organism
1.14.13.170
66915
-
x * 66915, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces arenae
1.14.13.170
67480
-
x * 67480, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces exfoliatus
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces exfoliatus
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces arenae
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces exfoliatus UC5319
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
Streptomyces arenae TU469
-
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
?
Purification (Commentary) (protein specific)
EC Number
Commentary
Organism
1.14.13.170
Ni-NTA column chromatography
Streptomyces arenae
1.14.13.170
Ni-NTA column chromatography
Streptomyces exfoliatus
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus UC5319
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
neopentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae TU469
neopentalenolactone F + methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate + ?
incubation of enzyme with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces exfoliatus UC5319
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.11.36
pentalenolactone D + 2 2-oxoglutarate
-
718892
Streptomyces arenae TU469
pentalenolactone F + 2 succinate + 2 CO2 + H2O
-
-
-
?
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae TU46
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus UC5319
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.170
1-deoxy-11-oxopentalenic acid + NADPH + H+ + O2
-
718892
Streptomyces arenae TUE469
pentalenolactone D + NADP+ + H2O
-
-
-
ir
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces avermitilis
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae TU46
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces exfoliatus UC5319
neopentalenolactone D + NADP+ + H2O
-
-
-
?
1.14.13.171
1-deoxy-11-oxopentalenate + NADPH + H+ + O2
-
718892
Streptomyces arenae TUE469
neopentalenolactone D + NADP+ + H2O
-
-
-
?
Subunits (protein specific)
EC Number
Subunits
Commentary
Organism
1.14.13.170
?
x * 66915, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces arenae
1.14.13.170
?
x * 67480, His6-tagged enzyme, MALDI-TOF mass spectrometry
Streptomyces exfoliatus
General Information
EC Number
General Information
Commentary
Organism
1.14.11.36
physiological function
enzyme deletion mutants accumulate pentalenolactone D but are blocked in production of pentalenolactone as well as the precursors pentalenolactones E and F. Analysis of the gene cluster responsible for pentalenolactone synthesis. Reaction starts with the flavin-dependent Baeyer-Villiger oxidation of 1-deoxy-11-oxopentalenic acid to pentalenolactone D followed by the two-stage Fe2+-alpha-ketoglutarate-dependent oxidation to pentalenolactones E and F, catalyzed by the enzyme, PntD. Incubation of PntD with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
Streptomyces arenae
1.14.11.36
physiological function
enzyme deletion mutants accumulate pentalenolactone D but are blocked in production of pentalenolactone as well as the precursors pentalenolactones E and F. Analysis of the gene cluster responsible for pentalenolactone synthesis. Reaction starts with the flavin-dependent Baeyer-Villiger oxidation of 1-deoxy-11-oxopentalenic acid to pentalenolactone D followed by the two-stage Fe2+-alpha-ketoglutarate-dependent oxidation to pentalenolactones E and F, catalyzed by the enzyme, PtlD. Incubation of PtlD with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
Streptomyces exfoliatus
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.14.11.36
physiological function
enzyme deletion mutants accumulate pentalenolactone D but are blocked in production of pentalenolactone as well as the precursors pentalenolactones E and F. Analysis of the gene cluster responsible for pentalenolactone synthesis. Reaction starts with the flavin-dependent Baeyer-Villiger oxidation of 1-deoxy-11-oxopentalenic acid to pentalenolactone D followed by the two-stage Fe2+-alpha-ketoglutarate-dependent oxidation to pentalenolactones E and F, catalyzed by the enzyme, PntD. Incubation of PntD with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
Streptomyces arenae
1.14.11.36
physiological function
enzyme deletion mutants accumulate pentalenolactone D but are blocked in production of pentalenolactone as well as the precursors pentalenolactones E and F. Analysis of the gene cluster responsible for pentalenolactone synthesis. Reaction starts with the flavin-dependent Baeyer-Villiger oxidation of 1-deoxy-11-oxopentalenic acid to pentalenolactone D followed by the two-stage Fe2+-alpha-ketoglutarate-dependent oxidation to pentalenolactones E and F, catalyzed by the enzyme, PtlD. Incubation of PtlD with its natural substrate neopentalenolactone D gives a mixture of neopentalenolactone E and its derived hydrolysis product, methyl (1R,6aR)-6a-acetyl-1-(2-methoxy-2-oxoethyl)-5,5-dimethyl-1,3a,4,5,6,6a-hexahydropentalene-2-carboxylate
Streptomyces exfoliatus