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Literature summary for 1.3.1.105 extracted from

  • Schiefner, A.; Sinz, Q.; Neumaier, I.; Schwab, W.; Skerra, A.
    Structural basis for the enzymatic formation of the key strawberry flavor compound 4-hydroxy-2,5-dimethyl-3(2H)-furanone (2013), J. Biol. Chem., 288, 16815-16826.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli K-12 Fragaria vesca

Crystallization (Commentary)

Crystallization (Comment) Organism
crystallisation in complex with NADPH and 4-hydroxy-2,5-dimethyl-3(2H)-furanone or in complex with NADPH and 4-hydroxy-5-methyl-3(2H)-furanone. The crystal structure of FaEO was solved by molecular replacement using a published X-ray structure of a quinone oxidoreductase from Thermus thermophilus. The structure belongs to the zinc-independent medium chain dehydrogenase/reductase family Fragaria vesca

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.325
-
NADPH 0.1 M K2HPO4/KH2PO4, pH 5.0 or 7.0, 30°C Fragaria vesca
0.361
-
NADH 0.1 M K2HPO4/KH2PO4, pH 5.0 or 7.0, 30°C Fragaria vesca

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+
-
Fragaria vesca

Organism

Organism UniProt Comment Textmining
Fragaria vesca O23939
-
-

Purification (Commentary)

Purification (Comment) Organism
gel filtration, anion exchange chromatography Fragaria vesca

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2E)-ethylidene-4-hydroxy-5-methyl-3(2H)-furanone + NADPH + H+
-
Fragaria vesca 2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone + 5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone + NADP+
-
?
4-hydroxy-5-methyl-2-methylene-3(2H)-furanone + NADH + H+ kcat/Km for NADH is 7.5fold lower than for NADPH, Re-specific, i.e. the 4R-hydride of NAD(P)H is transferred Fragaria vesca (2R)-4-hydroxy-2,5-dimethyl-3(2H)-furanone + NAD+
-
?
4-hydroxy-5-methyl-2-methylene-3(2H)-furanone + NADPH + H+ kcat/Km for NADH is 7.5fold lower than for NADPH, Re-specific, i.e. the 4R-hydride of NAD(P)H is transferred Fragaria vesca (2R)-4-hydroxy-2,5-dimethyl-3(2H)-furanone + NADP+
-
?

Synonyms

Synonyms Comment Organism
FaEO
-
Fragaria vesca

Cofactor

Cofactor Comment Organism Structure
NADH kcat/Km for NADH is 7.5fold lower than for NADPH, Re-specific, i.e. the 4R-hydride of NAD(P)H is transferred Fragaria vesca
NADPH preferred cofactor, Re-specific, i.e. the 4R-hydride of NAD(P)H is transferred Fragaria vesca

General Information

General Information Comment Organism
metabolism (2R)-4-hydroxy-2,5-dimethyl-3(2H)-furanone is synthesized during the fruit-ripening process as a major aroma compound (55 mg/kg) of strawberry fruits Fragaria vesca

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
20
-
NADH 0.1 M K2HPO4/KH2PO4, pH 5.0 or 7.0, 30°C Fragaria vesca
150
-
NADPH 0.1 M K2HPO4/KH2PO4, pH 5.0 or 7.0, 30°C Fragaria vesca