1.1.1.B52: 3-quinuclidinone reductase (NADH)
This is an abbreviated version!
For detailed information about 3-quinuclidinone reductase (NADH), go to the full flat file.
Word Map on EC 1.1.1.B52
-
1.1.1.B52
-
rhodotorula
-
synthesis
-
rubra
-
pharmacology
-
tumefaciens
-
agrobacterium
-
peg
-
nicotinamide
-
phosphate-dependent
-
protomer
-
nadh-dependent
-
vapour-diffusion
-
sitting-drop
- 1.1.1.B52
-
rhodotorula
- synthesis
- rubra
- pharmacology
- tumefaciens
-
agrobacterium
- peg
- nicotinamide
-
phosphate-dependent
-
protomer
-
nadh-dependent
-
vapour-diffusion
-
sitting-drop
Reaction
Synonyms
3-quinuclidinone reductase, alcohol dehydrogenase, ArQR, AtQR, BacC, NADHdependent 3-quinuclidionone reductase, QNR
ECTree
Advanced search results
Substrates Products
Substrates Products on EC 1.1.1.B52 - 3-quinuclidinone reductase (NADH)
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
REACTION DIAGRAM
7-oxabicyclo[4.1.0]heptan-2-one + NADH + H+
? + NAD+
27.8% of the activity with 3-quinuclidinone
-
-
?
?
activity is 16.8% compared to the activity with 3-quinuclidinone, 3-quinuclidinone reductase BacC
-
-
?
2-acetylpyridine + NADH + H+
?
activity is 16.8% compared to the activity with 3-quinuclidinone, 3-quinuclidinone reductase BacC
-
-
?
? + NAD+
16.8% of the activity with 3-quinuclidinone
-
-
?
2-acetylpyridine + NADH + H+
? + NAD+
16.8% of the activity with 3-quinuclidinone
-
-
?
(R)-3-quinuclidinol + NAD+
high activity and excellent enantioselectivity
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
stereospecific reduction of 3-quinuclidinone
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
-
-
-
ir
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
3-quinuclidinone (5% w/v, 313 mM) is reduced to (R)-3-quinuclidinol with a molar conversion yield of 100% by 3-quinuclidinone reductase QNR. The optical purity is above 99.9%. No activity with NADPH. The enzyme is strictly specific for 3-quinuclidinone and shows no activity toward several ketones, including tropinone
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
3-quinuclidinone (5% w/v, 313 mM) is reduced to (R)-3-quinuclidinol with a molar conversion yield of 94% bei 3-quinuclidinone reductase BacC. The optical purity is above 99.9%. No activity with NADPH
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
under the optimized conditions, (R)-(-)-3-quinuclidinolis synthesized from 3-quinuclidinone (15% w/v, 939 mM) gives a conversion yield of 100% for the immobilized enzyme. The optical purity of the (R)-(-)-3-quinuclidinol produced by the enzymatic reactions is above 99.9%
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
over 99.9% enantiomeric excess
-
-
ir
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
3-quinuclidinone (5% w/v, 313 mM) is reduced to (R)-3-quinuclidinol with a molar conversion yield of 100% by 3-quinuclidinone reductase QNR. The optical purity is above 99.9%. No activity with NADPH. The enzyme is strictly specific for 3-quinuclidinone and shows no activity toward several ketones, including tropinone
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
3-quinuclidinone (5% w/v, 313 mM) is reduced to (R)-3-quinuclidinol with a molar conversion yield of 94% bei 3-quinuclidinone reductase BacC. The optical purity is above 99.9%. No activity with NADPH
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
under the optimized conditions, (R)-(-)-3-quinuclidinolis synthesized from 3-quinuclidinone (15% w/v, 939 mM) gives a conversion yield of 100% for the immobilized enzyme. The optical purity of the (R)-(-)-3-quinuclidinol produced by the enzymatic reactions is above 99.9%
-
-
?
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
-
-
-
ir
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
over 99.9% enantiomeric excess
-
-
ir
3-quinuclidinone + NADH + H+
(R)-3-quinuclidinol + NAD+
-
-
84% ee, 62% conversion after 22 h
-
?
?
activity is 27.8% compared to the activity with 3-quinuclidinone, 3-quinuclidinone reductase BacC
-
-
?
7-oxabicyclo[4.1.0]heptan-2-one + NADH + H+
?
activity is 27.8% compared to the activity with 3-quinuclidinone, 3-quinuclidinone reductase BacC
-
-
?
?
-
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
-
-
?
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
-
-
?
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
-
-
?
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
-
-
?
additional information
?
-
-
enzyme is an alcohol dehydrogenase, reaction of EC 1.1.1.1
-
-
?