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Literature summary for 1.1.1.184 extracted from

  • Kizaki, N.; Sawa, I.; Yano, M.; Yasohara, Y.; Hasegawa, J.
    Purification and characterization of a yeast carbonyl reductase for synthesis of optically active (R)-styrene oxide derivatives (2005), Biosci. Biotechnol. Biochem., 69, 79-86.
    View publication on PubMed

Application

Application Comment Organism
synthesis semienzymatic production of (R)-3-styrene oxide Rhodotorula glutinis

Inhibitors

Inhibitors Comment Organism Structure
2,4-dinitrophenol complete inhibition at 1 mM Rhodotorula glutinis
Ag+ complete inhibition at 1 mM Rhodotorula glutinis
Diphenylhydantoin 68% inhibition at 0.5 mM Rhodotorula glutinis
DTNB complete inhibition at 1 mM Rhodotorula glutinis
Hg2+ complete inhibition at 1 mM Rhodotorula glutinis
iodoacetate 19% inhibition at 1 mM Rhodotorula glutinis
additional information not affected by EDTA and 1,10-phenanthroline at 1 mM Rhodotorula glutinis
NEM 30% inhibition at 1 mM Rhodotorula glutinis
p-chloromercuribenzoate 76% inhibition at 1 mM Rhodotorula glutinis
quercetin complete inhibition at 0.1 mM Rhodotorula glutinis
Zn2+ 43% inhibition at 1 mM Rhodotorula glutinis

Metals/Ions

Metals/Ions Comment Organism Structure
Fe2+ 14% activation at 1 mM Rhodotorula glutinis
Mn2+ 20% activation at 1 mM Rhodotorula glutinis
additional information enzyme is not affected by Mg2+, Ca2+ and Cu2+ at 1 mM Rhodotorula glutinis

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
30000
-
1 * 30000, SDS-PAGE Rhodotorula glutinis
40000
-
gel filtration Rhodotorula glutinis

Organism

Organism UniProt Comment Textmining
Rhodotorula glutinis
-
var. dairenensis, IFO415
-

Purification (Commentary)

Purification (Comment) Organism
487fold to homogeneity in a 4-step procedure Rhodotorula glutinis

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
3 8 purified enzyme Rhodotorula glutinis

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-bromo-aceto-2-chlorophenone + NADPH stereospecific enzyme Rhodotorula glutinis (R)-2-bromo-1-(2-chlorophenyl)ethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-bromo-aceto-3-chlorophenone + NADPH stereospecific enzyme Rhodotorula glutinis (R)-2-bromo-1-(3-chlorophenyl)ethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-bromo-aceto-4-chlorophenone + NADPH stereospecific enzyme Rhodotorula glutinis (R)-2-bromo-1-(4-chlorophenyl)ethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-bromo-acetophenone + NADPH i.e. phenacyl bromide, stereospecific enzyme Rhodotorula glutinis (R)-2-bromo-1-phenylethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-butanone + NADPH low activity Rhodotorula glutinis 2-butanol + NADP+
-
?
2-chloro-aceto-3-chlorophenone + NADPH i.e. 3-chlorophenacyl chloride Rhodotorula glutinis (R)-2-chloro-1-(3-chlorophenyl)ethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-chlorobenzaldehyde + NADPH + H+
-
Rhodotorula glutinis 2-chlorobenzylalcohol + NADP+
-
?
2-halo-acetophenone + NADPH i.e. phenacyl halide, stereospecific enzyme Rhodotorula glutinis (R)-2-halo-1-phenylethanol + NADP+ product reacts spontaneously to the (R)-styrene oxide derivative in NaOH ?
2-heptanone + NADPH
-
Rhodotorula glutinis 2-heptanol + NADP+
-
?
2-nitrobenzaldehyde + NADPH
-
Rhodotorula glutinis 2-nitrobenzylalcohol + NADP+
-
?
2-oxobutyric acid + NADPH low activity Rhodotorula glutinis 2-hydroxybutyric acid + NADP+
-
?
3-chlorobenzaldehyde + NADPH + H+
-
Rhodotorula glutinis 3-chlorobenzylalcohol + NADP+
-
?
3-nitroacetophenone + NADPH
-
Rhodotorula glutinis 1-(3-nitrophenyl)ethanol + NADP+
-
?
3-nitrobenzaldehyde + NADPH
-
Rhodotorula glutinis 3-nitrobenzylalcohol + NADP+
-
?
4-acetylpyridine + NADPH
-
Rhodotorula glutinis ? + NADP+
-
?
4-chlorobenzaldehyde + NADPH + H+
-
Rhodotorula glutinis 4-chlorobenzylalcohol + NADP+
-
?
4-nitrobenzaldehyde + NADPH
-
Rhodotorula glutinis 4-nitrobenzylalcohol + NADP+
-
?
acetone + NADPH
-
Rhodotorula glutinis 2-propanol + NADP+
-
?
benzaldehyde + NADPH
-
Rhodotorula glutinis benzylalcohol + NADP+
-
?
camphorquinone + NADPH
-
Rhodotorula glutinis ? + NADP+
-
?
cyclopentanone + NADPH low activity Rhodotorula glutinis cyclopentanol + NADP+
-
?
diacetyl + NADPH low activity Rhodotorula glutinis ? + NADP+
-
?
ethyl 2-chloro-3-oxobutanoate + NADPH + H+
-
Rhodotorula glutinis ethyl 2-chloro-3-hydroxybutanoate + NADP+
-
?
ethyl 4-chloro-3-oxobutanoate + NADPH + H+
-
Rhodotorula glutinis ethyl 4-chloro-3-hydroxybutanoate + NADP+
-
?
glutaraldehyde + NADPH low activity Rhodotorula glutinis ? + NADP+
-
?
ketopantoyl lactone + NADPH
-
Rhodotorula glutinis (R)-pantolactone + NADP+
-
?
methyl glyoxal + NADPH
-
Rhodotorula glutinis ? + NADP+
-
?
methyl pyruvate + NADPH
-
Rhodotorula glutinis methyl lactate + NADP+
-
?
additional information enzyme is highly stereospecific, broad range substrate specificity Rhodotorula glutinis ?
-
?
n-butylaldehyde + NADPH
-
Rhodotorula glutinis n-butanol + NADP+
-
?
n-hexylaldehyde + NADPH low activity Rhodotorula glutinis n-hexanol + NADP+
-
?
octyl 4-chloro-3-oxobutanoate + NADPH
-
Rhodotorula glutinis octyl 4-chloro-3-hydroxybutanoate + NADP+
-
?
oxalacetic acid + NADPH
-
Rhodotorula glutinis ? + NADP+
-
?
propionaldehyde + NADPH low activity Rhodotorula glutinis propanol + NADP+
-
?
propiophenone + NADPH
-
Rhodotorula glutinis 1-phenylpropan-1-ol + NADP+
-
?
pyridine-4-aldehyde + NADPH + H+
-
Rhodotorula glutinis pyridin-4-ylmethanol + NADP+
-
?

Subunits

Subunits Comment Organism
monomer 1 * 30000, SDS-PAGE Rhodotorula glutinis

Synonyms

Synonyms Comment Organism
carbonyl reductase
-
Rhodotorula glutinis

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
40 50
-
Rhodotorula glutinis

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
5 6 assay at Rhodotorula glutinis

Cofactor

Cofactor Comment Organism Structure
NADPH dependent on Rhodotorula glutinis