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Literature summary extracted from

  • Zhu, D.; Yang, Y.; Majkowicz, S.; Pan, T.H.; Kantardjieff, K.; Hua, L.
    Inverting the enantioselectivity of a carbonyl reductase via substrate-enzyme docking-guided point mutation (2008), Org. Lett., 10, 525-528.
    View publication on PubMed

Crystallization (Commentary)

EC Number Crystallization (Comment) Organism
1.1.1.184 computational model of docking of 4¢-methoxyacetophenone to the Q245H mutant Sporidiobolus salmonicolor

Protein Variants

EC Number Protein Variants Comment Organism
1.1.1.184 Q245H inversion of enantioselectivity from (R)- to (S)-configuration of reduced acetophenone product, with enhanced enantioselectivity Sporidiobolus salmonicolor
1.1.1.184 Q245L inversion of enantioselectivity from (R)- to (S)-configuration of reduced acetophenone product, with enhanced enantioselectivity Sporidiobolus salmonicolor
1.1.1.184 Q245P inversion of enantioselectivity from (R)- to (S)-configuration of reduced acetophenone product, with enhanced enantioselectivity Sporidiobolus salmonicolor

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.184 Sporidiobolus salmonicolor
-
-
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.1.1.184 0.009
-
 substrate 4-tert-butylacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.011
-
 substrate 4-methylacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.011
-
 substrate 4-tert-butylacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.013
-
 substrate 4-bromoacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.014
-
 substrate 4-fluoroacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.016
-
 substrate 4-methoxyacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.02
-
 substrate 4-chloroacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.02
-
 substrate 4-methoxyacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.02
-
 substrate 4-methoxyacetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.02
-
 substrate 4-methylacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.025
-
 substrate 4-fluoroacetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.025
-
 substrate 4-methylacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.028
-
 substrate acetophenone, wild-type Sporidiobolus salmonicolor
1.1.1.184 0.032
-
 substrate 4-tert-butylacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.036
-
 substrate 4-fluoroacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.039
-
 substrate acetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.045
-
 substrate 4-methylacetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.047
-
 substrate 4-bromoacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.062
-
 substrate 4-methoxyacetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.067
-
 substrate 4-chloroacetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.072
-
 substrate 4-fluoroacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.084
-
 substrate 4-tert-butylacetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.085
-
 substrate acetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.086
-
 substrate acetophenone, mutant Q245L Sporidiobolus salmonicolor
1.1.1.184 0.203
-
 substrate 4-bromoacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.238
-
 substrate 4-chloroacetophenone, mutant Q245H Sporidiobolus salmonicolor
1.1.1.184 0.309
-
 substrate 4-chloroacetophenone, mutant Q245P Sporidiobolus salmonicolor
1.1.1.184 0.403
-
 substrate 4-bromoacetophenone, mutant Q245P Sporidiobolus salmonicolor

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.184 2 4-fluoroacetophenone + 2 NADPH + 2 H+
-
 Sporidiobolus salmonicolor (1S)-1-(4-fluorophenyl)ethanol + (1R)-1-(4-fluorophenyl)ethanol + 2 NADP+ wild-type, (R)-configuration of product with 46% enantiomeric excess, mutant Q245H, (S)-configuration with 92%, mutant Q245P, with 90%, mutant Q245L, with 93% enantiomeric excess, respectively ?
1.1.1.184 4-bromoacetophenone + NADPH + H+
-
 Sporidiobolus salmonicolor (1S)-1-(4-bromophenyl)ethanol + (1R)-1-(4-bromophenyl)ethanol + NADP+ wild-type, (R)-configuration of product with 42% enantiomeric excess, mutant Q245H, (S)-configuration with 92%, mutant Q245P, with 98%, mutant Q245L, with 97% enantiomeric excess, respectively ?
1.1.1.184 4-chloroacetophenone + NADPH + H+
-
 Sporidiobolus salmonicolor (1S)-1-(4-chlorophenyl)ethanol + (1R)-1-(4-chlorophenyl)ethanol + NADP+ wild-type, (R)-configuration of product with 14% enantiomeric excess, mutant Q245H, (S)-configuration with 90%, mutant Q245P, with 96%, mutant Q245L, with 96% enantiomeric excess, respectively ?
1.1.1.184 4-methoxyacetophenone + NADPH
-
 Sporidiobolus salmonicolor (1S)-1-(4-methoxyphenyl)ethanol + (1R)-1-(4-methoxyphenyl)ethanol + NADP+ wild-type, (R)-configuration of product with 57% enantiomeric excess, mutant Q245H, (S)-configuration with 79%, mutant Q245P, with 98%, mutant Q245L, with 96% enantiomeric excess, respectively ?
1.1.1.184 4-methylacetophenone + NADPH + H+
-
 Sporidiobolus salmonicolor (1S)-1-(4-methylphenyl)ethanol + (1R)-1-(4-methylphenyl)ethanol + NADP+ wild-type, (R)-configuration of product with 59% enantiomeric excess, mutant Q245H, (S)-configuration with 95%, mutant Q245P, with 96%, mutant Q245L, with 95% enantiomeric excess, respectively ?
1.1.1.184 4-tert-butylacetophenone + NADPH + H+
-
 Sporidiobolus salmonicolor (1S)-1-(4-tert-butylphenyl)ethanol + (1R)-1-(4-tert-butylphenyl)ethanol + NADP+ wild-type, (R)-configuration of product with 31% enantiomeric excess, mutant Q245H, (S)-configuration with 96%, mutant Q245P, with 99%, mutant Q245L, with 99% enantiomeric excess, respectively ?
1.1.1.184 acetophenone + NADPH + H+
-
 Sporidiobolus salmonicolor (1S)-1-phenylethanol + (1R)-1-phenylethanol + NADP+ wild-type, (R)-configuration of product with 42% enantiomeric excess, mutant Q245H, (S)-configuration with 78%, mutant Q245P, with 64%, mutant Q245L, with 82% enantiomeric excess, respectively ?