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Literature summary for 6.1.3.1 extracted from

  • Kancharla, P.; Bonnett, S.A.; Reynolds, K.A.
    Stenotrophomonas maltophilia OleC-catalyzed ATP-dependent formation of long-chain Z-olefins from 2-alkyl-3-hydroxyalkanoic acids (2016), ChemBioChem, 17, 1426-1429 .
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Stenotrophomonas maltophilia

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00514
-
(2S,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.00712
-
(2R,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.008
-
(2R,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.0088
-
(2S,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia

Organism

Organism UniProt Comment Textmining
Stenotrophomonas maltophilia
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
ATP + (2R,3R)-2-hexyl-3-hydroxydecanoic acid
-
Stenotrophomonas maltophilia AMP + diphosphate + (3R,4R)-3-hexyl-4-heptyloxetan-2-one
-
?
ATP + (2R,3S)-2-hexyl-3-hydroxydecanoic acid
-
Stenotrophomonas maltophilia AMP + diphosphate + (3R,4S)-3-hexyl-4-heptyloxetan-2-one
-
?
ATP + (2S,3R)-2-hexyl-3-hydroxydecanoic acid
-
Stenotrophomonas maltophilia AMP + diphosphate + (3S,4R)-3-hexyl-4-heptyloxetan-2-one
-
?
ATP + (2S,3S)-2-hexyl-3-hydroxydecanoic acid
-
Stenotrophomonas maltophilia AMP + diphosphate + (3S,4S)-3-hexyl-4-heptyloxetan-2-one
-
?

Synonyms

Synonyms Comment Organism
oleC
-
Stenotrophomonas maltophilia

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.006
-
(2S,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.01
-
(2R,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.0245
-
(2R,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
0.0301
-
(2S,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia

General Information

General Information Comment Organism
physiological function the final step in the bacterial pathway of olefin biosynthesis is an OleC-catalyzed ATP-dependent decarboxylative dehydration to form the corresponding Z olefins. Higher kcat/Km values are seen for substrates with longer alkyl chains. All four stereoisomers of 2-hexyl-3-hydroxydecanoic acid are substrates, and the final product, after decarboxylation, in each case is (Z)-pentadec-7-ene Stenotrophomonas maltophilia

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.33
-
(2S,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
1.5
-
(2R,3R)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
3.12
-
(2R,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia
3.5
-
(2S,3S)-2-hexyl-3-hydroxydecanoic acid pH 7.5, 25°C Stenotrophomonas maltophilia