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Literature summary for 1.1.1.412 extracted from

  • Bonnett, S.A.; Papireddy, K.; Higgins, S.; del Cardayre, S.; Reynolds, K.A.
    Functional characterization of an NADPH dependent 2-alkyl-3-ketoalkanoic acid reductase involved in olefin biosynthesis in Stenotrophomonas maltophilia (2011), Biochemistry, 50, 9633-9640 .
    View publication on PubMed
Search for more literature for 1.1.1.412

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli BL21(DE3) cells Stenotrophomonas maltophilia

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.024
-
 NADP+ at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.026
-
 NADPH at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.031
-
 syn-2-decyl-3-hydroxytetradecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.161
-
 (2R/2S)-2-hexyl-3-oxodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.181
-
 (2R,3S)-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.202
-
 syn-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
0.214
-
 syn-2-octyl-3-hydroxydodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
77124
-
 His6-tagged enzyme, calculated from amino acid sequence Stenotrophomonas maltophilia

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+ Stenotrophomonas maltophilia
-
 (R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 r
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+ Stenotrophomonas maltophilia K279a
-
 (R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 r
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+ Stenotrophomonas maltophilia
-
 (2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 r
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+ Stenotrophomonas maltophilia K279a
-
 (2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 r

Organism

Organism UniProt Comment Textmining
Stenotrophomonas maltophilia B2FI29
-
-
Stenotrophomonas maltophilia K279a B2FI29
-
-

Purification (Commentary)

Purification (Comment) Organism
Ni2+-agarose affinity column chromatography Stenotrophomonas maltophilia

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 Stenotrophomonas maltophilia (R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 r
(2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 Stenotrophomonas maltophilia K279a (R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 r
(2R,3S)-2-hexyl-3-hydroxydecanoic acid + NADPH + H+
-
 Stenotrophomonas maltophilia ?
-
 ?
(2R,3S)-2-hexyl-3-hydroxydecanoic acid + NADPH + H+
-
 Stenotrophomonas maltophilia K279a ?
-
 ?
(2R/2S)-2-hexyl-3-oxodecanoic acid + NADPH + H+ 13% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid Stenotrophomonas maltophilia ?
-
 ?
(2R/2S)-2-hexyl-3-oxodecanoic acid + NADPH + H+ 13% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid Stenotrophomonas maltophilia K279a ?
-
 ?
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 Stenotrophomonas maltophilia (2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 r
(R)-2-alkyl-3-oxoalkanoate + NADPH + H+
-
 Stenotrophomonas maltophilia K279a (2R,3S)-2-alkyl-3-hydroxyalkanoate + NADP+
-
 r
additional information no activity with syn-2-butyl-3-hydroxyoctanoic acid, 3-oxodecanoic acid, and 3-hydroxydecanoic acid Stenotrophomonas maltophilia ?
-
 ?
additional information no activity with syn-2-butyl-3-hydroxyoctanoic acid, 3-oxodecanoic acid, and 3-hydroxydecanoic acid Stenotrophomonas maltophilia K279a ?
-
 ?
syn-2-decyl-3-hydroxytetradecanoic acid + NADPH + H+ 100% activity Stenotrophomonas maltophilia ?
-
 ?
syn-2-hexyl-3-hydroxydecanoic acid + NADPH + H+ 15% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid Stenotrophomonas maltophilia ?
-
 ?
syn-2-octyl-3-hydroxydodecanoic acid + NADPH + H+ 20% activity compared to syn-2-decyl-3-hydroxytetradecanoic acid Stenotrophomonas maltophilia ?
-
 ?

Subunits

Subunits Comment Organism
homodimer 2 * 36000, SDS-PAGE Stenotrophomonas maltophilia
homodimer 2 * 36472, calculated from amino acid sequence Stenotrophomonas maltophilia

Synonyms

Synonyms Comment Organism
2-alkyl-3-ketoalkanoic acid reductase
-
 Stenotrophomonas maltophilia
oleD
-
 Stenotrophomonas maltophilia

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.97
-
 (2R/2S)-2-hexyl-3-oxodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
1.2
-
 syn-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
1.3
-
 (2R,3S)-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
1.4
-
 syn-2-decyl-3-hydroxytetradecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
2
-
 syn-2-octyl-3-hydroxydodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia

Cofactor

Cofactor Comment Organism Structure
NADP+
-
 Stenotrophomonas maltophilia
NADPH
-
 Stenotrophomonas maltophilia

General Information

General Information Comment Organism
metabolism the enzyme is involved in olefin biosynthesis Stenotrophomonas maltophilia

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
6
-
 (2R/2S)-2-hexyl-3-oxodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
6
-
 syn-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
7.3
-
 (2R,3S)-2-hexyl-3-hydroxydecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
9.6
-
 syn-2-octyl-3-hydroxydodecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia
47.9
-
 syn-2-decyl-3-hydroxytetradecanoic acid at pH 8.0 and 25°C Stenotrophomonas maltophilia