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Literature summary for 1.14.11.44 extracted from

  • Müller, T.A.; Zavodszky, M.I.; Feig, M.; Kuhn, L.A.; Hausinger, R.P.
    Structural basis for the enantiospecificities of R- and S-specific phenoxypropionate/alpha-ketoglutarate dioxygenases (2006), Protein Sci., 15, 1356-1368.
    View publication on PubMedView publication on EuropePMC

Protein Variants

Protein Variants Comment Organism
F171A exhibits about 70% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 245% compared to the wild-type value Sphingobium herbicidovorans
F171Q exhibits about 70% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 70% compared to the wild-type value Sphingobium herbicidovorans
I106A exhibits about 30% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 5% compared to the wild-type value Sphingobium herbicidovorans
I106G/G107I exhibits 0.7% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans
I106G/G107N exhibits 8.7% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans
L83A exhibits about 10% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans
Q93A exhibits about 60% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 14% compared to the wild-type value Sphingobium herbicidovorans
R285A exhibits 14.8% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 5% compared to the wild-type value Sphingobium herbicidovorans
R285A exhibits about 10% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans
V80A exhibits about 60% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate. kcat/Km is 17% compared to the wild-type value Sphingobium herbicidovorans
Y221A exhibits 5.2% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans
Y221A exhibits about 10% of wild-type enzyme activity with (R)-2-(4-chloro-2-methylphenoxy)propanoate Sphingobium herbicidovorans

Inhibitors

Inhibitors Comment Organism Structure
(S)-2-(4-chloro-2-methylphenoxy)propanoate Q93A variant retains 60% of wild-type enzyme activity, but this drops to 35% when the racemate is provided, suggesting that Gln93 prevents the incorrect enantiomer from binding to and inhibiting the enzyme Sphingobium herbicidovorans

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.108
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171A Sphingobium herbicidovorans
0.38
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, wild-type enzyme Sphingobium herbicidovorans
0.438
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171Q Sphingobium herbicidovorans
1.55
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme R285A Sphingobium herbicidovorans
2.3
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme V80A Sphingobium herbicidovorans
2.8
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme Q93A Sphingobium herbicidovorans
8.9
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme I106A Sphingobium herbicidovorans

Organism

Organism UniProt Comment Textmining
Sphingobium herbicidovorans Q8KSC8
-
-

Purification (Commentary)

Purification (Comment) Organism
-
Sphingobium herbicidovorans

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(R)-(2,4-dichlorophenoxy)propanoate + 2-oxoglutarate + O2 i.e. (R)-dichlorprop. RdpA exclusively transforms the (R)-enantiomer of dichlorprop Sphingobium herbicidovorans 2,4-dichlorophenol + pyruvate + succinate + CO2
-
?
(R)-2-(4-chloro-2-methylphenoxy)propanoate + 2-oxoglutarate + O2 i.e. (R)-mecoprop. RdpA exclusively transforms the (R)-enantiomer of mecoprop Sphingobium herbicidovorans 4-chloro-2-methylphenol + pyruvate + succinate + CO2
-
?
additional information construction of homology models of SdpA and RdpA from Sphingomonas herbicidovorans MH and the use of docking to identify residues likely to be involved in herbicide binding Sphingobium herbicidovorans ?
-
?

Synonyms

Synonyms Comment Organism
RdpA
-
Sphingobium herbicidovorans

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Sphingobium herbicidovorans

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.87
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme R285A Sphingobium herbicidovorans
2.9
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171A Sphingobium herbicidovorans
3.38
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171Q Sphingobium herbicidovorans
4
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme I106A Sphingobium herbicidovorans
4.13
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme V80A Sphingobium herbicidovorans
4.2
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, wild-type enzyme Sphingobium herbicidovorans
4.33
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme Q93A Sphingobium herbicidovorans

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.8
-
assay at Sphingobium herbicidovorans

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.45
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme I106A Sphingobium herbicidovorans
0.56
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme R285A Sphingobium herbicidovorans
1.55
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme Q93A Sphingobium herbicidovorans
1.8
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme V80A Sphingobium herbicidovorans
7.7
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171Q Sphingobium herbicidovorans
11
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, wild-type enzyme Sphingobium herbicidovorans
26.9
-
(R)-2-(4-chloro-2-methylphenoxy)propanoate pH 6.8, 30°C, mutant enzyme F171A Sphingobium herbicidovorans