Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 1.1.1.B52 extracted from

  • Isotani, K.; Kurokawa, J.; Suzuki, F.; Nomoto, S.; Negishi, T.; Matsuda, M.; Itoh, N.
    Gene cloning and characterization of two NADH-dependent 3-quinuclidinone reductases from Microbacterium luteolum JCM 9174 (2013), Appl. Environ. Microbiol., 79, 1378-1384 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.1.1.B52

Application

Application Comment Organism
synthesis (R)-3-quinuclidinol is a valuable intermediate for pharmaceuticals. The enzyme can be used for the synthesis of the enantiopure compound Microbacterium luteolum

Cloned(Commentary)

Cloned (Comment) Organism
gene bacC, library construction, DNA and amino acid sequence determination and analysis, recombinant expression of His-tagged enzyme in Escherichia coli Microbacterium luteolum
gene qnr, library construction, DNA and amino acid sequence determination and analysis, recombinant expression of His-tagged enzyme in Escherichia coli Microbacterium luteolum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.02
-
 NADH recombinant enzyme, pH 7.0, 25°C Microbacterium luteolum
0.03
-
 NADH recombinant enzyme, pH 7.0, 25°C Microbacterium luteolum
6.5
-
 3-quinuclidinone recombinant enzyme, pH 7.0, 25°C Microbacterium luteolum
13.8
-
 3-quinuclidinone recombinant enzyme, pH 7.0, 25°C Microbacterium luteolum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
3-quinuclidinone + NADH + H+ Microbacterium luteolum
-
 (R)-3-quinuclidinol + NAD+
-
 ir
3-quinuclidinone + NADH + H+ Microbacterium luteolum JCM 9174
-
 (R)-3-quinuclidinol + NAD+
-
 ir

Organism

Organism UniProt Comment Textmining
Microbacterium luteolum L8B2H6 i.e. Aureobacterium luteolum
-
Microbacterium luteolum JCM 9174 L8B2H6 i.e. Aureobacterium luteolum
-

Purification (Commentary)

Purification (Comment) Organism
native enzyme by anion exchange chromatography, dialysis, hydrophobic interaction chromatography, and dialysis, recombinant His-tagged enzyme from Escherichia coli 1.7fold by nickel affinity chromatography and ultrafiltration Microbacterium luteolum
native enzyme by anion exchange chromatography, dialysis, hydrophobic interaction chromatography, and dialysis, recombinant His-tagged enzyme from Escherichia coli 2.4fold by nickel affinity chromatography and ultrafiltration Microbacterium luteolum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-acetylpyridine + NADH + H+ 16.8% of the activity with 3-quinuclidinone Microbacterium luteolum ? + NAD+
-
 ?
2-acetylpyridine + NADH + H+ 16.8% of the activity with 3-quinuclidinone Microbacterium luteolum JCM 9174 ? + NAD+
-
 ?
3-quinuclidinone + NADH + H+
-
 Microbacterium luteolum (R)-3-quinuclidinol + NAD+
-
 ir
3-quinuclidinone + NADH + H+ over 99.9% enantiomeric excess Microbacterium luteolum (R)-3-quinuclidinol + NAD+
-
 ir
3-quinuclidinone + NADH + H+
-
 Microbacterium luteolum JCM 9174 (R)-3-quinuclidinol + NAD+
-
 ir
3-quinuclidinone + NADH + H+ over 99.9% enantiomeric excess Microbacterium luteolum JCM 9174 (R)-3-quinuclidinol + NAD+
-
 ir
7-oxabicyclo[4.1.0]heptan-2-one + NADH + H+ 27.8% of the activity with 3-quinuclidinone Microbacterium luteolum ? + NAD+
-
 ?
additional information the enzyme shows narrow substrate specificity and high stereoselectivity for the reduction of 3-quinuclidinone to (R)-3-quinuclidinol. No activity with (R)-3-quinuclidinol, 2-acetylpyridine, and 7-oxabicyclo[4.1.0]heptan-2-one, as well as with 2-propanol, acetone, acetophenone, 2,2,2-trifluoroacetophenone, 3-methylene-2-norbornanone, ethyl pyruvate, ethyl acetoacetate, 4-hydroxy-1-cyclohexanecarboxylic acid delta-lactone, verbenone, tropinone, 6-hydroxytropinone, 2-azabicyclo[2,2,1]hept-5-en-3-one, 1-methyl-4-piperidone, 3-acetylpyridine, 4-acetylpyridine, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and tetrahydrothiopyran-4-one Microbacterium luteolum ?
-
 ?
additional information the enzyme shows narrow substrate specificity and high stereoselectivity for the reduction of 3-quinuclidinone to (R)-3-quinuclidinol. No activity with (R)-3-quinuclidinol, 2-propanol, acetone, acetophenone, 2,2,2-trifluoroacetophenone, 3-methylene-2-norbornanone, ethyl pyruvate, ethyl acetoacetate, 4-hydroxy-1-cyclohexanecarboxylic acid delta-lactone, verbenone, tropinone, 6-hydroxytropinone, 2-azabicyclo[2,2,1]hept-5-en-3-one, 1-methyl-4-piperidone, 3-acetylpyridine, 4-acetylpyridine, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and tetrahydrothiopyran-4-one Microbacterium luteolum ?
-
 ?
additional information the enzyme shows narrow substrate specificity and high stereoselectivity for the reduction of 3-quinuclidinone to (R)-3-quinuclidinol. No activity with (R)-3-quinuclidinol, 2-acetylpyridine, and 7-oxabicyclo[4.1.0]heptan-2-one, as well as with 2-propanol, acetone, acetophenone, 2,2,2-trifluoroacetophenone, 3-methylene-2-norbornanone, ethyl pyruvate, ethyl acetoacetate, 4-hydroxy-1-cyclohexanecarboxylic acid delta-lactone, verbenone, tropinone, 6-hydroxytropinone, 2-azabicyclo[2,2,1]hept-5-en-3-one, 1-methyl-4-piperidone, 3-acetylpyridine, 4-acetylpyridine, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and tetrahydrothiopyran-4-one Microbacterium luteolum JCM 9174 ?
-
 ?
additional information the enzyme shows narrow substrate specificity and high stereoselectivity for the reduction of 3-quinuclidinone to (R)-3-quinuclidinol. No activity with (R)-3-quinuclidinol, 2-propanol, acetone, acetophenone, 2,2,2-trifluoroacetophenone, 3-methylene-2-norbornanone, ethyl pyruvate, ethyl acetoacetate, 4-hydroxy-1-cyclohexanecarboxylic acid delta-lactone, verbenone, tropinone, 6-hydroxytropinone, 2-azabicyclo[2,2,1]hept-5-en-3-one, 1-methyl-4-piperidone, 3-acetylpyridine, 4-acetylpyridine, cyclohexanone, 2-methylcyclohexanone, 3-methylcyclohexanone, and tetrahydrothiopyran-4-one Microbacterium luteolum JCM 9174 ?
-
 ?

Synonyms

Synonyms Comment Organism
3-quinuclidinone reductase
-
 Microbacterium luteolum
BacC
-
 Microbacterium luteolum
QNR
-
 Microbacterium luteolum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
 assay at Microbacterium luteolum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7 8
-
 Microbacterium luteolum
7
-
-
 Microbacterium luteolum

pH Range

pH Minimum pH Maximum Comment Organism
5.5 8.5 activity range, profile overview Microbacterium luteolum
5.5 9.5 activity range, profile overview Microbacterium luteolum

Cofactor

Cofactor Comment Organism Structure
NADH
-
 Microbacterium luteolum

General Information

General Information Comment Organism
evolution the enzyme belongs to the short-chain alcohol dehydrogenase/reductase (SDR) family Microbacterium luteolum