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Literature summary for 1.1.1.422 extracted from

  • Shanati, T.; Lockie, C.; Beloti, L.; Grogan, G.; Ansorge-Schumacher, M.B.
    Two enantiocomplementary ephedrine dehydrogenases from Arthrobacter sp. TS-15 with broad substrate specificity (2019), ACS Catal., 9, 6202-6211 .
No PubMed abstract available
Search for more literature for 1.1.1.422

Application

Application Comment Organism
industry the wide substrate spectrum of these dehydrogenases, combined with their regio- and enantioselectivity, suggests a high potential for the industrial production of valuable chiral compounds Arthrobacter sp.
synthesis the wide substrate spectrum of these dehydrogenases, combined with their regio- and enantioselectivity, suggests a high potential for the industrial production of valuable chiral compounds Arthrobacter sp.
synthesis the enzyme catalyzes the oxidation of an isomers of ephedrine and the regio- and enantioselective reduction of sterically demanding substrate 1-phenyl-1,2-propanedione to give (S)-phenylacetylcarbinol. (S)-phenylacetylcarbinol can serve as a precursor in the synthesis of many pharmaceuticals, such as (+)-(S,S)-pseudoephedrine Arthrobacter sp. TS-15
synthesis the wide substrate spectrum of the dehydrogenase, combined with its regio- and enantioselectivity, suggests a high potential for the industrial production of valuable chiral compounds Arthrobacter sp. TS-15

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli T7 shuffle (DE3) Arthrobacter sp. TS-15
overexpressed in Escherichia coli T7 Shuffle (DE3) after insertion into plasmid pET19b Arthrobacter sp.

Crystallization (Commentary)

Crystallization (Comment) Organism
hanging-drop vapor diffusion method, the crystal structure of the enzyme-NAD+ complex, refined to a resolution of 1.83 A, reveales a tetrameric structure, which is confirmed by solution studies Arthrobacter sp.
purified enzyme as unliganded tetramer or as monomer in complex with NAD+, X-ray diffraction structure determination and analysis at 1.83 A resolution, molecular replacement with a monomer of a gluconate 5-dehydrogenase from Thermotoga maritima (PDB ID 1VL8) used as the model Arthrobacter sp. TS-15
the crystal structure of the enzyme-NAD+ complex, refined to a resolution of 1.83 A, reveales a tetrameric structure, which is confirmed by solution studies Arthrobacter sp. TS-15

Inhibitors

Inhibitors Comment Organism Structure
2-aminoacetophenone
-
 Arthrobacter sp.
2-aminoacetophenone slight substrate inhibition Arthrobacter sp. TS-15

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.05
-
 1,2-naphthoquinone pH 7.5, 25°C Arthrobacter sp.
0.05
-
 1,2-naphthoquinone pH 7.5, 25°C Arthrobacter sp. TS-15
0.05
-
 4-chlorobenzil pH 7.5, 25°C Arthrobacter sp.
0.05
-
 4-chlorobenzil pH 7.5, 25°C Arthrobacter sp. TS-15
0.14
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp.
0.14
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp. TS-15
0.81
-
 isatin pH 7.5, 25°C Arthrobacter sp.
0.81
-
 isatin pH 7.5, 25°C Arthrobacter sp. TS-15
0.93
-
 1,2-indanedione pH 7.5, 25°C Arthrobacter sp.
0.93
-
 1,2-indandione pH 7.5, 25°C Arthrobacter sp. TS-15
3.12
-
 1-phenyl-1,2-propanedione pH 7.5, 25°C Arthrobacter sp.
3.12
-
 1-phenyl-1,2-propanedione pH 7.5, 25°C Arthrobacter sp. TS-15
3.12
-
 1-phenylpropan-1,2-dione pH 7.5, 25°C Arthrobacter sp. TS-15
3.94
-
 ethyl 2-chlorobenzoylacetate pH 7.5, 25°C Arthrobacter sp.
3.94
-
 ethyl 2-chlorobenzoylacetate pH 7.5, 25°C Arthrobacter sp. TS-15
7.01
-
 methyl benzoylformate pH 7.5, 25°C Arthrobacter sp.
7.01
-
 methyl benzoylformate pH 7.5, 25°C Arthrobacter sp. TS-15
8.74
-
 2-chloro-1-phenyl-1-propanone pH 7.5, 25°C Arthrobacter sp.
8.74
-
 2-chloro-1-phenyl-1-propane pH 7.5, 25°C Arthrobacter sp. TS-15
12.71
-
 2-bromo-1-(3-chlorophenyl)-1-propanone pH 7.5, 25°C Arthrobacter sp.
12.71
-
 2-bromo-1-(3-chlorophenyl)-1-propanone pH 7.5, 25°C Arthrobacter sp. TS-15

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
28170
-
 calculated from sequence Arthrobacter sp.
28170
-
 calculated from sequence Arthrobacter sp. TS-15
33000
-
 SDS-PAGE Arthrobacter sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(+)-(1S,2S)-pseudoephedrine + NAD+ Arthrobacter sp. TS-15
-
 (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+
-
 ?
(1S,2S)-(+)-pseudoephedrine + NAD+ Arthrobacter sp. TS-15
-
 (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+
-
 ?
(S,R)-(+)-ephedrine + NAD+ Arthrobacter sp. TS-15
-
 (R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
-
 ?
1-phenylpropan-1,2-dione + NADH + H+ Arthrobacter sp. TS-15
-
 (S)-phenylacetylcarbinol + NAD+
-
 r

Organism

Organism UniProt Comment Textmining
Arthrobacter sp. A0A545BBS8
-
-
Arthrobacter sp. TS-15 A0A545BBS8
-
-
Arthrobacter sp. TS-15 A0A545BBS8 DSM 32400, isolated from soil
-

Purification (Commentary)

Purification (Comment) Organism
-
 Arthrobacter sp.
-
 Arthrobacter sp. TS-15

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.04
-
 substrate: phenyl-2-pyridinylmethanone, pH 7.5, 25°C Arthrobacter sp. TS-15
0.2
-
 substrate: (4-chlorophenyl)-2-pyridinylmethanone, pH 7.5, 25°C Arthrobacter sp. TS-15
0.58
-
 substrate: 2,2'-thenil, pH 7.5, 25°C Arthrobacter sp. TS-15
0.66
-
 substrate: 2,2'-furil, pH 7.5, 25°C Arthrobacter sp. TS-15
1.5
-
 substrate: 4,4'-difluorobenzil, pH 7.5, 25°C Arthrobacter sp. TS-15
2.4
-
 substrate: benzil, pH 7.5, 25°C Arthrobacter sp. TS-15
2.93
-
 substrate: 4,4'-dimethylbenzil, pH 7.5, 25°C Arthrobacter sp. TS-15
3.75
-
 substrate: 2-bromoacetophenone, pH 7.5, 25°C Arthrobacter sp. TS-15
5.26
-
 substrate: 4-chlorobenzil, pH 7.5, 25°C Arthrobacter sp. TS-15
5.41
-
 substrate: 2-chloro-1-phenyl-1-propane, pH 7.5, 25°C Arthrobacter sp. TS-15
5.51
-
 substrate: phenylglyoxal, pH 7.5, 25°C Arthrobacter sp. TS-15
9.49
-
 substrate: 2-aminoacetophenone, pH 7.5, 25°C Arthrobacter sp. TS-15
9.52
-
 substrate: 1,2-indandione, pH 7.5, 25°C Arthrobacter sp. TS-15
10.08
-
 substrate: 2,2'-dichlorobenzil, pH 7.5, 25°C Arthrobacter sp. TS-15
12.58
-
 substrate: 2-bromo-1-(3-chlorophenyl)-1-propanone, pH 7.5, 25°C Arthrobacter sp. TS-15
16.13
-
 substrate: ethyl 2-chlorobenzoylacetate, pH 7.5, 25°C Arthrobacter sp. TS-15
21.96
-
 substrate: 1,2-naphthoquinone, pH 7.5, 25°C Arthrobacter sp. TS-15
55.47
-
 substrate: 1-phenyl-1,2-propanedione, pH 7.5, 25°C Arthrobacter sp. TS-15
64.02
-
 1-phenylpropan-1,2-dione, pH 10.0, 25°C Arthrobacter sp. TS-15
66.99
-
 substrate: isatin, pH 7.5, 25°C Arthrobacter sp. TS-15
160.12
-
 substrate: methyl benzoylformate, pH 7.5, 25°C Arthrobacter sp. TS-15

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+)-(1S,2S)-pseudoephedrine + NAD+
-
 Arthrobacter sp. (S)-2-methylamino-1-phenylpropan-1-one + NADH + H+
-
 ?
(+)-(1S,2S)-pseudoephedrine + NAD+
-
 Arthrobacter sp. TS-15 (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+
-
 ?
(+)-(1S,2S)-pseudoephedrine + NAD+ the enzyme acts on a broad range of different aryl-alkyl ketones, such as haloketones, ketoamines, diketones, and ketoesters. It accepts various types of aryl groups including phenyl-, pyridyl-, thienyl-, and furyl-rings, but the presence of an aromatic ring is essential for the activity. In addition, the presence of a functional group on the alkyl chain, such as an amine, a halogen, or a ketone, is also crucial. The enzyme exhibits a strict anti-Prelog enantioselectivity. When acting on diketones, it catalyses the reduction of only the keto group closest to the ring, with no further reduction to the diol. (+)-(1S,2S)-pseudoephedrine i.e. (1S,2S)-2-(methylamino)-1-phenylpropan-1-ol. (S)-2-(methylamino)-1-phenylpropan-1-one i.e. (S)-methcathinone Arthrobacter sp. TS-15 (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+
-
 ?
(1S,2S)-(+)-pseudoephedrine + NAD+
-
 Arthrobacter sp. TS-15 (S)-2-(methylamino)-1-phenylpropan-1-one + NADH + H+
-
 ?
(4-chlorophenyl)-2-pyridinylmethanone + NAD+ specifc activity: 0.2 U/mg. Product: 60% (R) enantiomeric excess Arthrobacter sp. TS-15 (R)-(4-chlorophenyl)(pyridin-2-yl) methanol + NADH + H+
-
 ?
(S,R)-(+)-ephedrine + NAD+
-
 Arthrobacter sp. TS-15 (R)-2-methylimino-1-phenylpropan-1-ol + NADH + H+
-
 ?
1,2-indandione + NAD+ specifc activity: 9.52 U/mg Arthrobacter sp. TS-15 ? + NADH + H+
-
 ?
1,2-indandione + NADH + H+ low activity Arthrobacter sp. TS-15 ?
-
 r
1,2-indanedione + NADH + H+ 5.9% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
1,2-naphthoquinone + NAD+ specifc activity: 21.96 U/mg Arthrobacter sp. TS-15 ? + NADH + H+
-
 ?
1,2-naphthoquinone + NADH + H+ 13.7% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
1,2-naphthoquinone + NADH + H+ low activity Arthrobacter sp. TS-15 ?
-
 r
1-phenyl-1,2-propanedione + NAD+ specifc activity: 55.47 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (S)-phenylacetylcarbinol + NADH + H+
-
 ?
1-phenyl-1,2-propanedione + NADH + H+ 34.6% of the activity as compared to methyl benzoylformate. (S)-Phenylacetylcarbinol is formed with more than 99% yield and more than 99% enantiomeric excess Arthrobacter sp. (S)-phenylacetylcarbinol + NAD+
-
 ?
1-phenylpropan-1,2-dione + NADH + H+
-
 Arthrobacter sp. TS-15 (S)-phenylacetylcarbinol + NAD+
-
 r
2,2'-dichlorobenzil + NAD+ specifc activity: 10.08 U/mg. Product: 97% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-1,2--bis(2-chlorophenyl)-2-hydroxyethan-1-one + NADH + H+
-
 ?
2,2'-dichlorobenzil + NADH + H+ 6.2% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
2,2'-dichlorobenzil + NADH + H+ low activity Arthrobacter sp. TS-15 ?
-
 r
2,2'-furil + NAD+ specifc activity: 0.66 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-1,2-di(furan-2-yl)-2-hydroxyethan-1-one + NADH + H+
-
 ?
2,2'-thenil + NAD+ specifc activity: 0.58 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-2-hydroxy-1,2-di(thiophen-2-yl)ethan-1-one + NADH + H+
-
 ?
2-aminoacetophenone + NAD+ specifc activity: 9.49 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (1S)-2-amino-1-phenylethan-1-ol + NADH + H+
-
 ?
2-aminoacetophenone + NADH + H+ 5.9% of the activity as compared to methyl benzoylformate. The (S)-enantiomer is formed with 99% enantiomeric excess Arthrobacter sp. ? + NAD+
-
 ?
2-aminoacetophenone + NADH + H+ low activity Arthrobacter sp. TS-15 ?
-
 r
2-bromo-1-(3-chlorophenyl)-1-propanone + NAD+ specifc activity: 12.58 U/mg Arthrobacter sp. TS-15 (R,S)-2-bromo-1-(3-chlorophenyl)propan-1-ol + NADH + H+
-
 ?
2-bromo-1-(3-chlorophenyl)-1-propanone + NADH + H+ 7.8% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
2-bromo-1-(3-chlorophenyl)-1-propanone + NADH + H+
-
 Arthrobacter sp. TS-15 ?
-
 r
2-bromoacetophenone + NAD+ specifc activity: 3.75 U/mg. Product: 37% (S) enantiomeric excess Arthrobacter sp. TS-15 (1S)-2-bromo-1-phenylethan-1-ol + NADH + H+
-
 ?
2-bromoacetophenone + NADH + H+ 2.3% of the activity as compared to methyl benzoylformate. The (S)-enantiomer is formed with 37% enantiomeric excess Arthrobacter sp. ? + NAD+
-
 ?
2-chloro-1-phenyl-1-propane + NAD+ specifc activity: 5.41 U/mg Arthrobacter sp. TS-15 (R,S)-2-chloro-1-phenylpropan-1-ol + NADH + H+
-
 ?
2-chloro-1-phenyl-1-propanone + NADH + H+ 3.3% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
4,4'-difluorobenzil + NAD+ specifc activity: 1.5 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-1,2-bis(4fluorophenyl)-2-hydroxyethan-1-one + NADH + H+
-
 ?
4,4'-dimethylbenzil + NAD+ specifc activity: 2.93 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-2-hydroxy-1,2-bis(4-methylphenyl)ethan-1-one + NADH + H+
-
 ?
4-chlorobenzil + NAD+ specifc activity: 5.26 U/mg Arthrobacter sp. TS-15 ? + NADH + H+
-
 ?
4-chlorobenzil + NADH + H+ 3.2% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
benzil + NAD+ specifc activity: 2.4 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 (2S)-2-hydroxy-1,2-diphenylethan-1-one + NADH + H+
-
 ?
benzil + NADH + H+ 1.4% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
ethyl 2-chlorobenzoylacetate + NAD+ specifc activity: 16.13 U/mg Arthrobacter sp. TS-15 ethyl (R,S)-2-chloro-3-hydroxy-3-phenylpropanoate + NADH + H+
-
 ?
ethyl 2-chlorobenzoylacetate + NADH + H+ 10% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?
ethyl 2-chlorobenzoylacetate + NADH + H+ low activity Arthrobacter sp. TS-15 ?
-
 r
isatin + NAD+ specifc activity: 66.99 U/mg. Product: 89% (S) enantiomeric excess Arthrobacter sp. TS-15 ? + NADH + H+
-
 ?
isatin + NADH + H+ 41.8% of the activity as compared to methyl benzoylformate. The (S)-enantiomer is formed with 89% enantiomeric excess Arthrobacter sp. ? + NAD+
-
 ?
isatin + NADH + H+ high activity Arthrobacter sp. TS-15 ?
-
 r
methyl benzoylformate + NAD+ specifc activity: 160.12 U/mg. Product: 99% (S) enantiomeric excess Arthrobacter sp. TS-15 methyl (2S)-hydroxy(phenyl)acetate + NADH + H+
-
 ?
methyl benzoylformate + NADH + H+ substrate with highest activity. The (S)-enantiomer is formed with 99% enantiomeric excess Arthrobacter sp. ? + NAD+
-
 ?
methyl benzoylformate + NADH + H+ high activity Arthrobacter sp. TS-15 ?
-
 r
additional information no activity with: acetophenone,2-thenoylacetonitrile, 2-chloroacetophenone, 3-chloropropiophenone, 1-phensyl-1,3-butanedione, 1-phenyl-1-propanone Arthrobacter sp. ?
-
 ?
additional information enzyme PseDH is specific for the enantioselective oxidation of (S,S)-(+)-pseudoephedrine and (S,R)-(+)-ephedrine. Anti-prelog stereospecific PseDH catalyzes the regio- and enantiospecific reduction of 1-phenyl-1,2-propanedione to (R)-phenylacetylcarbinol with full conversion and enantiomeric excess of over 99%. In addition, the enzyme performs the reduction of a wide range of aryl-aliphatic carbonyl compounds, including ketoamines, ketoesters, and haloketones, to the corresponding enantiopure alcohols. The enzyme performs the reduction of aromatic ketones with a strict regioselectivity for the first carbonyl function on the alpha-position close to the aromatic ring. Substrate specificity and stereochemistry, overview. No activity with 2-thenoylacetonitrile, 2-chloroacetophenone, 3-chloropropiophenone, 1-phenyl-1-propanone, acetophenone, and 1-phenyl-1,3-butanedione. Poor activity with 4,4'-dimethylbenzil, 4-(chlorophenyl)-2-pyridinylmethanone, phenyl-2-pyridinylmethanone, 4-chlorobenzil, 2-chloro-1-phenyl-1-propanone, phenylglyoxal, 2-bromoacetophenone, benzil, 2,2'-thenil, 2,2'-furil, and 4,4'-difluorobenzil Arthrobacter sp. TS-15 ?
-
-
phenyl-2-pyridinylmethanone + NAD+ specifc activity: 0.04 U/mg. Product: 5% (S) enantiomeric excess Arthrobacter sp. TS-15 (S)-phenyl(pyridin-1-yl)methynol + NADH + H+
-
 ?
phenylglyoxal + NAD+ specifc activity: 5.51 U/mg Arthrobacter sp. TS-15 (R,S)-hydroxy(phenyl)acetaldehyde + NADH + H+
-
 ?
phenylglyoxal + NADH + H+ 3.4% of the activity as compared to methyl benzoylformate Arthrobacter sp. ? + NAD+
-
 ?

Subunits

Subunits Comment Organism
dimer 2 * 33000, SDS-PAGE, the smallest oligomeric state seemed to be a dimer, the predominant oligomeric states are the tetramer and octamer Arthrobacter sp.
dimer 2 * 33000, smallest active oligomer is a dimer, the largest oligomeric state is a dodecamer, SDS-PAGE Arthrobacter sp. TS-15
octamer 8 * 33000, SDS-PAGE, the smallest oligomeric state seemed to be a dimer, the predominant oligomeric states are the tetramer and octamer Arthrobacter sp.
tetramer
-
 Arthrobacter sp. TS-15
tetramer 4 * 33000, SDS-PAGE, the smallest oligomeric state seemed to be a dimer, the predominant oligomeric states are the tetramer and octamer Arthrobacter sp.

Synonyms

Synonyms Comment Organism
PseDH
-
 Arthrobacter sp.
PseDH
-
 Arthrobacter sp. TS-15

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
35
-
-
 Arthrobacter sp. TS-15
35
-
 substrate: 1-phenyl-1,2-propanedione Arthrobacter sp.
35
-
 reduction of 1-phenyl-1,2-propanedione Arthrobacter sp. TS-15

Temperature Range [°C]

Temperature Minimum [°C] Temperature Maximum [°C] Comment Organism
10 45 activity range, profile overview Arthrobacter sp. TS-15
15 40 15°C: about 40% of maximal activity, 40°C: about 65% of maximal activity Arthrobacter sp. TS-15
20 40 20°C: about 50% of maximal activity, 40°C: about 70% of maximal activity, substrate: 1-phenyl-1,2-propanedione Arthrobacter sp.

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
15
-
 half-life: 379.4 h Arthrobacter sp.
15
-
 half-life: 379.4 h Arthrobacter sp. TS-15
15 25 PseDH exhibits a reasonable stability in the range of 15 to 25°C with half-lives of 379.4 and 279.7 h, respectively Arthrobacter sp. TS-15
25
-
 half-life: 279.7 h Arthrobacter sp.
25
-
 half-life: 279.9 h Arthrobacter sp. TS-15
40
-
 half-life: 0.78 h Arthrobacter sp.
40
-
 half-life: 0.78 h Arthrobacter sp. TS-15
40
-
 rapid enzyme PseDH deactivation was observed at 40°C (t1/2 of 0.78 h) Arthrobacter sp. TS-15

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
3.75
-
 4-chlorobenzil pH 7.5, 25°C Arthrobacter sp.
3.75
-
 4-chlorobenzil pH 7.5, 25°C Arthrobacter sp. TS-15
3.8
-
 2-chloro-1-phenyl-1-propanone pH 7.5, 25°C Arthrobacter sp.
3.8
-
 2-chloro-1-phenyl-1-propane pH 7.5, 25°C Arthrobacter sp. TS-15
5.44
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp.
5.44
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp. TS-15
6.55
-
 1,2-indanedione pH 7.5, 25°C Arthrobacter sp.
6.55
-
 1,2-indandione pH 7.5, 25°C Arthrobacter sp. TS-15
9.52
-
 2-bromo-1-(3-chlorophenyl)-1-propanone pH 7.5, 25°C Arthrobacter sp.
9.52
-
 2-bromo-1-(3-chlorophenyl)-1-propanone pH 7.5, 25°C Arthrobacter sp. TS-15
9.89
-
 ethyl 2-chlorobenzoylacetate pH 7.5, 25°C Arthrobacter sp.
9.89
-
 ethyl 2-chlorobenzoylacetate pH 7.5, 25°C Arthrobacter sp. TS-15
12.76
-
 1,2-naphthoquinone pH 7.5, 25°C Arthrobacter sp.
12.76
-
 1,2-naphthoquinone pH 7.5, 25°C Arthrobacter sp. TS-15
34.24
-
 1-phenyl-1,2-propanedione pH 7.5, 25°C Arthrobacter sp.
34.24
-
 1-phenyl-1,2-propanedione pH 7.5, 25°C Arthrobacter sp. TS-15
34.24
-
 1-phenylpropan-1,2-dione pH 7.5, 25°C Arthrobacter sp. TS-15
43.95
-
 isatin pH 7.5, 25°C Arthrobacter sp.
43.95
-
 isatin pH 7.5, 25°C Arthrobacter sp. TS-15
109.18
-
 methyl benzoylformate pH 7.5, 25°C Arthrobacter sp.
109.18
-
 methyl benzoylformate pH 7.5, 25°C Arthrobacter sp. TS-15

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.5
-
-
 Arthrobacter sp. TS-15
6.5
-
 reduction activity Arthrobacter sp. TS-15
6.5
-
 substrate: 1-phenyl-1,2-propanedione Arthrobacter sp.
10
-
 oxidation activity Arthrobacter sp. TS-15

pH Stability

pH Stability pH Stability Maximum Comment Organism
6 8 highest stability (t1/2: 113-193 h) Arthrobacter sp.
6 8 highest stability, t1/2: 113-193 h. Outside this pH range, the stability of the enzyme dropps rapidly to under 10 h Arthrobacter sp. TS-15
6 8 half-life over 100 h within this range, profile overview Arthrobacter sp. TS-15

Cofactor

Cofactor Comment Organism Structure
NAD+
-
 Arthrobacter sp. TS-15
NAD+ the enzyme displays no apparent activity with NADP(H) and full catalytic activity with NAD(H). A model of the active site in complex with NAD+ and 1-phenyl-1,2-propanedione suggests key roles for S143 and W152 in recognition of the substrate and positioning for the reduction reaction Arthrobacter sp.
NAD+ no apparent activity with NADP(H)+ and full catalytic activity with NAD(H). The preference for NADH makes the utilization of the enzyme an attractive for industrial applications, since NADH is more stable and less expensive than NADPH under operational reaction conditions Arthrobacter sp. TS-15
NADH
-
 Arthrobacter sp. TS-15
NADH the enzyme displays no apparent activity with NADP(H) and full catalytic activity with NAD(H) Arthrobacter sp.
NADH no apparent activity with NADP(H)+ and full catalytic activity with NAD(H). The preference for NADH makes the utilization of the enzyme an attractive for industrial applications, since NADH is more stable and less expensive than NADPH under operational reaction conditions Arthrobacter sp. TS-15

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
23.05
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp.
23.05
-
 2-aminoacetophenone pH 7.5, 25°C Arthrobacter sp. TS-15

General Information

General Information Comment Organism
evolution ephedrine dehydrogenase (EDH) from Arthrobacter sp. TS-15 is an NADH-dependent member of the oxidoreductase superfamily of short-chain dehydrogenases/reductases (SDRs) Arthrobacter sp. TS-15
additional information a model of the active site in complex with NAD+ and 1-phenyl-1,2-propanedione suggests key roles for S143 and W152 in recognition of the substrate and positioning for the reduction reaction. The typical catalytic tetrad of the superfamily SDR consisting of N113, S141, Y155, and K159 residues. K159 interacts with the nicotinamide ribose of the cofactor and decreases the pKa of the -OH group of Y155 initiating the hydrogen transfer. Y155 acts as catalytic base, and S141 stabilizes the substrate. N113 interacts with K159 via a water molecule to create a network of hydrogen bonds between cofactor, catalytic side chains, and water molecules Arthrobacter sp. TS-15