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 (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 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 | 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 | UniProt | Comment | Textmining |
---|---|---|---|
Microbacterium luteolum | L8B2H6 | i.e. Aureobacterium luteolum | - |
Microbacterium luteolum JCM 9174 | L8B2H6 | i.e. Aureobacterium luteolum | - |
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 | 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 | Comment | Organism |
---|---|---|
3-quinuclidinone reductase | - |
Microbacterium luteolum |
BacC | - |
Microbacterium luteolum |
QNR | - |
Microbacterium luteolum |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
25 | - |
assay at | Microbacterium luteolum |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7 | 8 | - |
Microbacterium luteolum |
7 | - |
- |
Microbacterium luteolum |
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 | Comment | Organism | Structure |
---|---|---|---|
NADH | - |
Microbacterium luteolum |
General Information | Comment | Organism |
---|---|---|
evolution | the enzyme belongs to the short-chain alcohol dehydrogenase/reductase (SDR) family | Microbacterium luteolum |