1.1.1.4: (R,R)-butanediol dehydrogenase

This is an abbreviated version, for detailed information about (R,R)-butanediol dehydrogenase, go to the full flat file.

Reaction

(R,R)-butane-2,3-diol
+
NAD+
=
(R)-acetoin
+
NADH
+
H+

Synonyms

(2R,3R)-2,3-butanediol dehydrogenase, (R)-2,3-butanediol dehydrogenase, (R)-diacetyl reductase, 1-amino-2-propanol dehydrogenase, 1-amino-2-propanol oxidoreductase, 2,3-BDH/AR, 2,3-butanediol dehydrogenase, 2,3-butanediol dehydrogenase/acetoin reductase, 2R,3R-2,3-BD dehydrogenase, 2R-3R-BDH, acetoin reductase, ADH-9, aminopropanol oxidoreductase, AR/BDH, BDH, BDH1, BDH99::67, BdhA, ButA, butylene glycol dehydrogenase, butyleneglycol dehydrogenase, D-(-)-butanediol dehydrogenase, D-1-amino-2-propanol dehydrogenase, D-1-amino-2-propanol:NAD+ oxidoreductase, D-2,3-BD dehydrogenase, D-aminopropanol dehydrogenase, dehydrogenase, D-aminopropanol, dehydrogenase, D-butanediol, DHAD, diacetyl reductase (acetoin), EC 1.1.1.74, GDH, GldA, meso-2,3-butanediol dehydrogenase, meso-BDH, NAD(H)-dependent 2,3-butanediol dehydrogenase, NADH-dependent 2,3-butanediol dehydrogenase, R,R-BD-DH, R,R-BDH, SLAC

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.4 (R,R)-butanediol dehydrogenase

Substrates Products

Substrates Products on EC 1.1.1.4 - (R,R)-butanediol dehydrogenase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(2R,3R)-2,3-butanediol + NAD+
(3R)-acetoin + NADH
show the reaction diagram
(2R,3R)-2,3-butanediol + NADP+
(R)-acetoin + NADPH + H+
show the reaction diagram
no detectable activity with (2S,3S)-2,3-butanediol
-
-
r
(2R,3R)-butane-2,3-diol + NAD+
(3R)-acetoin + NADH + H+
show the reaction diagram
(2R,3R)-butane-2,3-diol + NAD+
(3R,3S)-acetoin + NADH + H+
show the reaction diagram
(2R,3R)-butane-2,3-diol + NAD+
(R)-acetoin + NADH + H+
show the reaction diagram
(2R,3R)-butane-2,3-diol + NAD+
?
show the reaction diagram
69.5% activity compared to (2R,3R)-butane-2,3-diol
-
-
?
(2S)-acetoin + NADH + H+
(2S,3S)-butane-2,3-diol + NAD+
show the reaction diagram
(2S,3S)-butane-2,3-diol + NAD+
(2S)-acetoin + NADH + H+
show the reaction diagram
(2S,3S)-butane-2,3-diol + NAD+
(R)-acetoin + NADH + H+
show the reaction diagram
(3R)-acetoin + NADH + H+
(2R,3R)-butane-2,3-diol + NAD+
show the reaction diagram
-
-
-
-
?
(3R,3S)-acetoin + NADH
(2R,3R)-2,3-butanediol + meso-2,3-butanediol + NAD+
show the reaction diagram
(3R,3S)-butane-2,3-diol + NAD+
(3R,3S)-acetoin + NADH + H+
show the reaction diagram
(3S)-acetoin + NADH + H+
(2R,3S)-butane-2,3-diol + NAD+
show the reaction diagram
-
-
-
-
?
(R)-1,2-propanediol + NAD+
hydroxyacetone + NADH + H+
show the reaction diagram
73% activity compared to (2R,3R)-butane-2,3-diol in the oxidation reaction, very low activity with the (S)-enantiomer
-
-
?
(R)-1-phenyl-1,2-ethanediol + NAD+
?
show the reaction diagram
32.2% activity compared to (2R,3R)-butane-2,3-diol
-
-
?
(R)-acetoin + NADH + H+
(2R,3R)-butane-2,3-diol + NAD+
show the reaction diagram
(R)-acetoin + NADH + H+
(R,R)-butane-2,3-diol + NAD+
show the reaction diagram
(R)-acetoin + NADPH + H+
(2R,3R)-2,3-butanediol + NAD+
show the reaction diagram
-
-
-
-
?
(R)-acetoin + NADPH + H+
(2R,3R)-butane-2,3-diol + NADP+
show the reaction diagram
wild type enzyme does not use NADPH as coenzyme
-
-
?
(R,R)-butane-2,3-diol + NAD+
(R)-acetoin + NADH + H+
show the reaction diagram
(R,S)-3-hydroxy-2-pentanone + NADH
2,3-pentanediol + NAD+
show the reaction diagram
-
-
-
r
(R,S)-4-hydroxy-3-pentanone + NADH
2,3-pentanediol + NAD+
show the reaction diagram
-
-
-
r
1,2-butanediol + NAD+
?
show the reaction diagram
-
-
-
-
?
1,2-hexanediol + NAD+
? + NADH + H+
show the reaction diagram
50% activity compared to (2R,3R)-butane-2,3-diol in the oxidation reaction
-
-
?
1,2-pentandiol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
r
1,2-pentanediol + NAD+
? + NADH + H+
show the reaction diagram
74% activity compared to (2R,3R)-butane-2,3-diol in the oxidation reaction
-
-
?
1,2-propandiol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
r
1,2-propanediol + NAD+
?
show the reaction diagram
-
-
-
-
?
1,3-dihydroxyacetone + NADH + H+
?
show the reaction diagram
1-hydroxy-2-butanone + NADH
?
show the reaction diagram
-
-
-
-
?
1-hydroxy-2-butanone + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
1-hydroxy-2-propanone + NADH + H+
propane-1,2-diol + NAD+
show the reaction diagram
-
-
-
-
r
2,2,2-trifluoroacetophenone + NADH + H+
?
show the reaction diagram
2,3-butanediol + NAD+
acetoin + NADH
show the reaction diagram
2,3-butanediol + NAD+
acetoin + NADH + H+
show the reaction diagram
-
-
-
-
r
2,3-pentanediol + NAD+
4-hydroxy-3-pentanone + 3-hydroxy-2-pentanone + NADH
show the reaction diagram
2-butanone + NADP+
2-butanol + NADPH + H+
show the reaction diagram
-
-
-
-
?
2-hydroxyacetophenone + NADH + H+
?
show the reaction diagram
8.7% activity compared to (R)-acetoin
-
-
?
2-octanone + NADH + H+
?
show the reaction diagram
9.3% activity compared to (R)-acetoin
-
-
?
2-pentanone + NADH
(S)-2-pentanol + NAD+
show the reaction diagram
-
-
-
-
?
2-propanol + NAD+
2-propanone + NADH + H+
show the reaction diagram
3-methyl-2-butenal + NADH + H+
?
show the reaction diagram
16.7% activity compared to (R)-acetoin
-
-
?
acetaldehyde + NADPH + H+
ethanol + NADP+
show the reaction diagram
-
-
-
?
acetoin + 2 NADPH + 2 H+
(2R,3R)-2,3-butanediol + meso-2,3-butanediol + 2 NADP+
show the reaction diagram
-
-
-
r
acetoin + NAD+
diacetyl + NADH
show the reaction diagram
-
18% of the activity with 2,3-butanediol, in the reverse reaction 150% of the activity with acetoin
-
-
r
acetoin + NADH
2,3-butanediol + NAD+
show the reaction diagram
-
-
-
-
r
acetoin + NADH + H+
2,3-butanediol + NAD+
show the reaction diagram
acetone + NADPH + H+
propan-2-ol + NADP+
show the reaction diagram
butane-1,2-diol + NAD+
?
show the reaction diagram
butane-1,3-diol + NAD+
?
show the reaction diagram
14.7% activity compared to (2R,3R)-butane-2,3-diol
-
-
?
butane-1,4-diol + NAD+
?
show the reaction diagram
butanone + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
butanone + NADPH + H+
butan-2-ol + NADP+
show the reaction diagram
-
-
-
?
cyclohexanone + NADH
?
show the reaction diagram
-
38% of the activity with acetoin
-
-
?
diacetyl + NADH
2,3-butanediol + NAD+
show the reaction diagram
diacetyl + NADH + H+
(2S)-acetoin + NAD+
show the reaction diagram
diacetyl + NADH + H+
(R)-acetoin + NAD+
show the reaction diagram
diacetyl + NADH + H+
acetoin + NAD+
show the reaction diagram
diacetyl + NADH + H+
acetoin + NADH + H+
show the reaction diagram
-
low activity
-
-
?
diacetyl + NADH + H+
acetoin + NADH+
show the reaction diagram
88.2% activity compared to acetoin
-
-
?
dicaetyl + NADH + H+
(3S)-acetoin + NAD+
show the reaction diagram
dihydroxyacetone + NADH
?
show the reaction diagram
-
36% of the activity with acetoin
-
-
?
dihydroxyacetone phosphate + NADH
?
show the reaction diagram
-
82% of the activity with acetoin
-
-
?
ethyl 4-chloro-3-hydroxybutyrate + NAD+
?
show the reaction diagram
12.2% activity compared to (2R,3R)-butane-2,3-diol
-
-
?
ethyl pyruvate + NADH
?
show the reaction diagram
-
-
-
-
?
glycerol + NAD+
?
show the reaction diagram
glycerol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
r
hexane-2,5-dione + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
hydroxyacetone + NADH
1,2-propanediol
show the reaction diagram
-
-
-
?
isobutanol + NAD+
?
show the reaction diagram
0.4% activity compared to (R,R)-butane-2,3-diol
-
-
?
meso-2,3-butanediol + NAD+
D-(-)-acetoin + NADH
show the reaction diagram
meso-butane-2,3-diol + NAD+
(3S)-acetoin + NADH + H+
show the reaction diagram
meso-butane-2,3-diol + NAD+
(R)-acetoin + NADH + H+
show the reaction diagram
-
-
-
-
?
meso-butane-2,3-diol + NAD+
acetoin + NADH + H+
show the reaction diagram
methyl glyoxal + NADH
?
show the reaction diagram
-
-
-
-
?
methyl pyruvate + NADH
?
show the reaction diagram
-
-
-
-
?
n-butylaldehyde + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
pentane-1,2-diol + NAD+
?
show the reaction diagram
-
very low activity
-
-
?
pentane-2,3-dione + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
pentane-2,4-dione + NADH + H+
?
show the reaction diagram
-
low activity
-
-
?
propane-1,2-diol + NAD+
?
show the reaction diagram
propane-1,3-diol + NAD+
?
show the reaction diagram
1.4% activity compared to (R,R)-butane-2,3-diol
-
-
?
pyruvic aldehyde + NADH
?
show the reaction diagram
-
81% of the activity with acetoin
-
-
?
rac-1,2-propanediol + NAD+
hydroxyacetone + NADH + H+
show the reaction diagram
sodium lactate + NAD+
?
show the reaction diagram
10.2% activity compared to (2R,3R)-butane-2,3-diol
-
-
?
additional information
?
-