1.1.1.303: diacetyl reductase [(R)-acetoin forming]
This is an abbreviated version!
For detailed information about diacetyl reductase [(R)-acetoin forming], go to the full flat file.
Reaction
Synonyms
(R,R)-BDH, (R,R)-butane-2,3-diol dehydrogenase, (R,R)-butanediol dehydrogenase/diacetyl reductase, acetoin/diacetyl reductase, BdhA, DAR, dudA, EC 1.1.1.5, gutB, More
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1.1.1.303 diacetyl reductase [(R)-acetoin forming]Advanced search results
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Substrates Products on EC 1.1.1.303 - diacetyl reductase [(R)-acetoin forming]
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SUBSTRATE 
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
1,2-cyclohexanedione + NADH + H+
(R)-2-hydroxy-1-cyclohexanone + NAD+
-
5% of the (R)-2,3-butanediol dehydrogenase activity with substrate acetoin
-
-
ir
2,3-pentanedione + NADH + H+
(3R)-3-hydroxy-2-pentanone + NAD+
-
7% of the (R)-2,3-butanediol dehydrogenase activity with substrate acetoin
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
stereoselective reduction
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
Alkalihalobacillus clausii DSM 8716
stereoselective reduction
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
-
60% activity compared to main activity of 2,3-butanediol dehydrogenase, i.e. oxidation of (2R,3R)-2,3-butanediol and reduction of (R)-acetoin, EC 1.1.1.4
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
-
60% activity compared to main activity of 2,3-butanediol dehydrogenase, i.e. oxidation of (2R,3R)-2,3-butanediol and reduction of (R)-acetoin, EC 1.1.1.4
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
-
21% of the (R)-2,3-butanediol dehydrogenase activity with substrate acetoin
-
-
ir
diacetyl + NADH + H+
(R)-acetoin + NAD+
51.4% of the (R)-2,3-butanediol dehydrogenase activity with substrate acetoin
-
-
ir
additional information
?
-
the two step reduction of diacetyl (butane-2,3-dione) with (R,R)-BDH solely yields (R,R)-butane-2,3-diol via (R)-acetoin, cf. EC 1.1.1.4. The enzyme catalyzes the (R)-specific oxidation of (R,R)- and meso-butane-2,3-diol to (R)- and (S)-acetoin with specific activities of 12 U/mg and 23 U/mg, respectively. Starting with diacetyl as a substrate, exclusively (R,R)-butane-2,3-diol is formed. Bacillus clausii BDH catalyzes a highly selective oxidation of secondary alcohol groups in (R)-configuration of butane-2,3-diols and also reduces the carbonyl function in acetoin and diacetyl in a stereoselective manner to yield the (R)-configuration of the resulting chiral center, it selectively acts on vicinal diketones, alpha-hydroxy ketones and vicinal diols
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-
additional information
?
-
Alkalihalobacillus clausii DSM 8716
the two step reduction of diacetyl (butane-2,3-dione) with (R,R)-BDH solely yields (R,R)-butane-2,3-diol via (R)-acetoin, cf. EC 1.1.1.4. The enzyme catalyzes the (R)-specific oxidation of (R,R)- and meso-butane-2,3-diol to (R)- and (S)-acetoin with specific activities of 12 U/mg and 23 U/mg, respectively. Starting with diacetyl as a substrate, exclusively (R,R)-butane-2,3-diol is formed. Bacillus clausii BDH catalyzes a highly selective oxidation of secondary alcohol groups in (R)-configuration of butane-2,3-diols and also reduces the carbonyl function in acetoin and diacetyl in a stereoselective manner to yield the (R)-configuration of the resulting chiral center, it selectively acts on vicinal diketones, alpha-hydroxy ketones and vicinal diols
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