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Literature summary for 1.1.1.B51 extracted from

  • Uzura, A.; Nomoto, F.; Sakoda, A.; Nishimoto, Y.; Kataoka, M.; Shimizu, S.
    Stereoselective synthesis of (R)-3-quinuclidinol through asymmetric reduction of 3-quinuclidinone with 3-quinuclidinone reductase of Rhodotorula rubra (2009), Appl. Microbiol. Biotechnol., 83, 617-626.
    View publication on PubMed

Application

Application Comment Organism
pharmacology stereospecific production of (R)-3-quinuclidinol, an important chiral building block for the synthesis of various pharmaceuticals Rhodotorula mucilaginosa
synthesis stereospecific production of (R)-3-quinuclidinol, an important chiral building block for the synthesis of various pharmaceuticals Rhodotorula mucilaginosa

Cloned(Commentary)

Cloned (Comment) Organism
an expression vector, pWKLQ, which contains the full length 3-quinuclidinone reductase gene is constructed. Using Escherichia coli cells coexpressing the 3-quinuclidinone reductase and glucose dehydrogenase (cofactor regeneration enzyme) genes, 618 mM 3-quinuclidinone is almost stiochiometrically converted to (R)-3-quinuclidinol with an >99.9% enantiomeric excess within 21 h of reaction Rhodotorula mucilaginosa

Inhibitors

Inhibitors Comment Organism Structure
4-mercuribenzoate 1 mM, complete inhibition Rhodotorula mucilaginosa
5,5'-dithiobis(2-nitrobenzoate) 1 mM, 15% inhibition Rhodotorula mucilaginosa
Hg2+ 1 mM, complete inhibition Rhodotorula mucilaginosa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.19
-
NADPH pH 7.0, temperature not specified in the publication Rhodotorula mucilaginosa
145
-
3-quinuclidinone pH 7.0, temperature not specified in the publication Rhodotorula mucilaginosa

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
30000
-
3 or 4 * 3 * 30000, SDS-PAGE Rhodotorula mucilaginosa
93000
-
gel filtration Rhodotorula mucilaginosa

Organism

Organism UniProt Comment Textmining
Rhodotorula mucilaginosa B9ZZZ6
-
-
Rhodotorula mucilaginosa JCM 3782 B9ZZZ6
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Rhodotorula mucilaginosa

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
341
-
pH 7.0, temperature not specified in the publication Rhodotorula mucilaginosa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3-quinuclidinone + NADPH + H+
-
Rhodotorula mucilaginosa (R)-3-quinuclidinol + NADP+
-
?
3-quinuclidinone + NADPH + H+
-
Rhodotorula mucilaginosa JCM 3782 (R)-3-quinuclidinol + NADP+
-
?
ethyl 4-chloro-3-oxobutanoate + NADPH + H+
-
Rhodotorula mucilaginosa ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
-
?
ethyl 4-chloro-3-oxobutanoate + NADPH + H+
-
Rhodotorula mucilaginosa JCM 3782 ethyl (S)-4-chloro-3-hydroxybutanoate + NADP+
-
?
ketopantoyl lactone + NADPH + H+ the optical purity of pantoyl lactone is only 17.2% ee for L-isomer Rhodotorula mucilaginosa pantoyl lactone + NADP+
-
?
ketopantoyl lactone + NADPH + H+ the optical purity of pantoyl lactone is only 17.2% ee for L-isomer Rhodotorula mucilaginosa JCM 3782 pantoyl lactone + NADP+
-
?
additional information no activity with: acetaldehyde, propionaldehyde, heptanal, glyoxal, benzaldehyde, 2-nitrobenzaldehyde, 3-nitrobenzaldehyde, 4-nitrobenzaldehyde, 2-chlorobenzaldehyde, 3-chlorobenzaldehyde, pyridine-3-aldehyde, 2,4-pentanedione, 3-methylcyclohexanone, 4-methylcyclohexanone, 4-ethylcyclohexanone, isatin, p-toluquinone, alpha-naphthoquinone, menadione, ketoisophorone, levodione, 4-piperidone hydrochloride monohydrate, 1-methyl-4-piperidone, and tropinone Rhodotorula mucilaginosa ?
-
?
additional information no activity with: acetaldehyde, propionaldehyde, heptanal, glyoxal, benzaldehyde, 2-nitrobenzaldehyde, 3-nitrobenzaldehyde, 4-nitrobenzaldehyde, 2-chlorobenzaldehyde, 3-chlorobenzaldehyde, pyridine-3-aldehyde, 2,4-pentanedione, 3-methylcyclohexanone, 4-methylcyclohexanone, 4-ethylcyclohexanone, isatin, p-toluquinone, alpha-naphthoquinone, menadione, ketoisophorone, levodione, 4-piperidone hydrochloride monohydrate, 1-methyl-4-piperidone, and tropinone Rhodotorula mucilaginosa JCM 3782 ?
-
?

Subunits

Subunits Comment Organism
? 3 or 4 * 3 * 30000, SDS-PAGE Rhodotorula mucilaginosa

Temperature Optimum [°C]

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

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5 7.5
-
Rhodotorula mucilaginosa
7
-
assay at Rhodotorula mucilaginosa

Cofactor

Cofactor Comment Organism Structure
NADPH highly specific for NADPH as a coenzyme Rhodotorula mucilaginosa