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Literature summary for 1.1.1.76 extracted from

  • Liu, Q.; Liu, Y.; Kang, Z.; Xiao, D.; Gao, C.; Xu, P.; Ma, C.
    2,3-Butanediol catabolism in Pseudomonas aeruginosa PAO1 (2018), Environ. Microbiol., 20, 3927-3940 .
    View publication on PubMed
Search for more literature for 1.1.1.76

Cloned(Commentary)

Cloned (Comment) Organism
genetic structure of the 2,3-BD utilization operon in Pseudomonas aeruginosa strain PAO1 and comparisons, overview Pseudomonas aeruginosa

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.024
-
 (2S,3S)-butane-2,3-diol pH 7.4, 30°C Pseudomonas aeruginosa

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+ zinc binding enzyme Pseudomonas aeruginosa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa ATCC 15692
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa 1C
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa PRS 101
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa DSM 22644
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa CIP 104116
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa LMG 12228
-
 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ Pseudomonas aeruginosa JCM 14847
-
 (S)-acetoin + NADH + H+
-
 ?

Organism

Organism UniProt Comment Textmining
Pseudomonas aeruginosa
-
-
-
Pseudomonas aeruginosa 1C
-
-
-
Pseudomonas aeruginosa ATCC 15692
-
-
-
Pseudomonas aeruginosa CIP 104116
-
-
-
Pseudomonas aeruginosa DSM 22644
-
-
-
Pseudomonas aeruginosa JCM 14847
-
-
-
Pseudomonas aeruginosa LMG 12228
-
-
-
Pseudomonas aeruginosa PRS 101
-
-
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.194
-
 pH 7.4, 30°C, substrate butane-1,2-diol Pseudomonas aeruginosa
0.516
-
 pH 7.4, 30°C, substrate 2-butanol Pseudomonas aeruginosa
0.779
-
 pH 7.4, 30°C, substrate propane-1,2-diol Pseudomonas aeruginosa
0.84
-
 pH 7.4, 30°C, substrate (2S,3S)-butane-2,3-diol Pseudomonas aeruginosa
1.671
-
 pH 7.4, 30°C, substrate n-butanal Pseudomonas aeruginosa
1.837
-
 pH 7.4, 30°C, substrate 1-hydroxy-2-butanone Pseudomonas aeruginosa
3.238
-
 pH 7.4, 30°C, substrate rac acetoin Pseudomonas aeruginosa
7.28
-
 pH 7.4, 30°C, substrate 2,3-pentanedione Pseudomonas aeruginosa
8.286
-
 pH 7.4, 30°C, substrate diacetyl Pseudomonas aeruginosa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa ATCC 15692 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa ATCC 15692 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa 1C (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa 1C (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa PRS 101 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa PRS 101 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa DSM 22644 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa DSM 22644 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa CIP 104116 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa CIP 104116 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa LMG 12228 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa LMG 12228 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+
-
 Pseudomonas aeruginosa JCM 14847 (S)-acetoin + NADH + H+
-
 ?
(2S,3S)-butane-2,3-diol + NAD+ stereoselective interconversion Pseudomonas aeruginosa JCM 14847 (S)-acetoin + NADH + H+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa ATCC 15692 ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa 1C ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa PRS 101 ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa DSM 22644 ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa CIP 104116 ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa LMG 12228 ? + NAD+
-
 ?
1-hydroxy-2-butanone + NADH + H+
-
 Pseudomonas aeruginosa JCM 14847 ? + NAD+
-
 ?
2 diacetyl + 2 NADH + 2 H+
-
 Pseudomonas aeruginosa (3S)-acetoin + (2S,3S)-butane-2,3-diol + NAD+
-
 ?
2 rac acetoin + 2 NADH + 2 H+
-
 Pseudomonas aeruginosa (2S,3S)-butane-2,3-diol + (2R,3S)-butane-2,3-diol + 2 NAD+
-
 ?
2,3-pentandione + NADH + H+
-
 Pseudomonas aeruginosa ? + NAD+
-
 ?
2-butanol + NAD+
-
 Pseudomonas aeruginosa 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa ATCC 15692 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa 1C 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa PRS 101 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa DSM 22644 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa CIP 104116 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa LMG 12228 2-butanone + NADH + H+
-
 ir
2-butanol + NAD+
-
 Pseudomonas aeruginosa JCM 14847 2-butanone + NADH + H+
-
 ir
butane-1,2-diol + NAD+
-
 Pseudomonas aeruginosa ? + NADH + H+
-
 ?
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa ATCC 15692 ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa 1C ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa PRS 101 ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa DSM 22644 ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa CIP 104116 ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa LMG 12228 ?
-
-
additional information no activity with (2R,3R)-butane-2,3-diol and (2R,3S)-butane-2,3-diol, and no activity with 1,3-butanediol, 1,2-pentanediol, 1,3-propanediol, and glycerol in the oxidation reaction. No activity with 2,4-pentanedione, butanone, 2,5-hexanedione, and 1,3-dihydroxypropanone in the reduction reaction. Substrate specificity, overview. (2S,3S)-2,3-BDH reduces diacetyl into (3S)-acetoin and (2S,3S)-2,3-BD, while racemic acetoin is reduced to form (2S,3S)-2,3-BD and meso-2,3-BD Pseudomonas aeruginosa JCM 14847 ?
-
-
n-butanal + NADH + H+
-
 Pseudomonas aeruginosa ? + NAD+
-
 ?
propane-1,2-diol + NAD+
-
 Pseudomonas aeruginosa ? + NADH + H+
-
 ?

Synonyms

Synonyms Comment Organism
(2R,3R)-2,3-BDH
-
 Pseudomonas aeruginosa
(2R,3R)-2,3-butanediol dehydrogenase
-
 Pseudomonas aeruginosa
BDH
-
 Pseudomonas aeruginosa
More cf. EC 1.1.1.304 Pseudomonas aeruginosa

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Pseudomonas aeruginosa

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.4
-
 assay at Pseudomonas aeruginosa

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Pseudomonas aeruginosa
NADH
-
 Pseudomonas aeruginosa

General Information

General Information Comment Organism
malfunction the amount of (2S,3S)-2,3-BD is highly reduced in a DELTAacoR mutant lacking the regulatory protein AcoR. The disruption of locus pa4148, encoding (2S,3S)-2,3-BDH, partially impairs the growth of this strain in (2S,3S)-2,3-BD but does not affect its growth in (2R,3R)-2,3-BD and meso-2,3-BD. The complementation of the pa4148 mutant strain with its gene successfully restores the growth ability. The DELTApa4148 PAO1 strain can grow in racemic acetoin, indicating that (2S,3S)-2,3-BDH contributes to 2,3-BD utilization by converting 2,3-BD into acetoin Pseudomonas aeruginosa
metabolism 2,3-butanediol (2,3-BD) exists in three stereoisomeric forms: (2R,3R)-2,3-BD, meso-2,3-BD and (2S,3S)-2,3-BD. All three stereoisomers are transformed into acetoin by (2R,3R)-2,3-butanediol dehydrogenase (BDH) or (2S,3S)-2,3-BDH. Acetoin is cleaved to form acetyl-CoA and acetaldehyde by acetoin dehydrogenase enzyme system (AoDH ES). Genes encoding (2R,3R)-2,3-BDH, (2S,3S)-2,3-BDH and the E1 and E2 components of AoDH ES are identified as part of a 2,3-BD utilization operon. In addition, the regulatory protein AcoR promotes the expression of this operon using acetaldehyde, a cleavage product of acetoin, as its direct effector. Proposed model for 2,3-BD utilization in Pseudomonas aeruginosa strain PAO1 in downstream catabolic pathways, overview. Genes pa4148, pa4149, pa4150, pa4151, pa4152 and pa4153 comprise an operon responsible for 2,3-BD utilization, mutational analysis. Acetaldehyde is the direct inducer of the 2,3-BD utilization operon Pseudomonas aeruginosa
physiological function 2,3-butanediol (2,3-BD) is a primary microbial metabolite that enhances the virulence of Pseudomonas aeruginosa and alters the lung microbiome. 2,3-BD exists in three stereoisomeric forms: (2R,3R)-2,3-BD, meso-2,3-BD and (2S,3S)-2,3-BD Pseudomonas aeruginosa