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Literature summary extracted from

  • Lehwald, P.; Richter, M.; Roehr, C.; Liu, H.; Mueller, M.
    Asymmetric intermolecular crossed aldehyde-ketone condensation through enzymatic carboligation reaction (2010), Angew. Chem. Int. Ed. Engl., 49, 2389-2392.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
2.2.1.6 gene yerE, recombinant expression of C-terminally His-tagged enzyme in Escherichia coli strain BL21(DE3) Yersinia pseudotuberculosis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.2.1.6 additional information Yersinia pseudotuberculosis YerE might posses the ability to activate non-sugar ketones for cross-benzoin condensations, performing enzymatic aldehyde-ketone cross-benzoin condensations ?
-
?
2.2.1.6 additional information Yersinia pseudotuberculosis O:VI YerE might posses the ability to activate non-sugar ketones for cross-benzoin condensations, performing enzymatic aldehyde-ketone cross-benzoin condensations ?
-
?

Organism

EC Number Organism UniProt Comment Textmining
2.2.1.6 Yersinia pseudotuberculosis G4WJC8 gene yerE
-
2.2.1.6 Yersinia pseudotuberculosis O:VI G4WJC8 gene yerE
-

Purification (Commentary)

EC Number Purification (Comment) Organism
2.2.1.6 recombinant C-terminally His-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography, to homogeneity Yersinia pseudotuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.2.1.6 1-(1,3-benzodioxol-5-yloxy)propan-2-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 1-(1,3-benzodioxol-5-yloxy)propan-2-one + pyruvate
-
Yersinia pseudotuberculosis O:VI ? + CO2
-
?
2.2.1.6 1-(2-bromo-5-hydroxyphenoxy)propan-2-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 1-(naphthalen-2-yloxy)propan-2-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 1-(phenylsulfanyl)propan-2-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 1-phenoxypropan-2-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 2 pyruvate
-
Yersinia pseudotuberculosis (S)-acetolactate + CO2
-
?
2.2.1.6 2 pyruvate
-
Yersinia pseudotuberculosis O:VI (S)-acetolactate + CO2
-
?
2.2.1.6 2-chlorobenzaldehyde + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 2-oxopropyl 4-bromobenzoate + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 3,4-dihydronaphthalen-2(1H)-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 4-hydroxybenzaldehyde + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 cyclohexane-1,2-dione + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 cyclohexanone + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 dihydro-2H-pyran-3(4H)-one + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 ethyl 3-oxobutanoate + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 hexan-3,4-dione + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 methylpyruvate + pyruvate
-
Yersinia pseudotuberculosis ? + CO2
-
?
2.2.1.6 additional information YerE might posses the ability to activate non-sugar ketones for cross-benzoin condensations, performing enzymatic aldehyde-ketone cross-benzoin condensations Yersinia pseudotuberculosis ?
-
?
2.2.1.6 additional information asymmetric intermolecular crossed aldehyde-ketone condensation through enzymatic carboligation reaction. Carboligation reactions catalyzed by the ThDP-dependent enzyme YerE with pyruvate and an acceptor substrate can lead to tertiary alcohols, (R)-phenylacetylcarbinol derivatives, (S )-acetolactate, and (S)-acetoin, overview Yersinia pseudotuberculosis ?
-
?
2.2.1.6 additional information YerE might posses the ability to activate non-sugar ketones for cross-benzoin condensations, performing enzymatic aldehyde-ketone cross-benzoin condensations Yersinia pseudotuberculosis O:VI ?
-
?
2.2.1.6 additional information asymmetric intermolecular crossed aldehyde-ketone condensation through enzymatic carboligation reaction. Carboligation reactions catalyzed by the ThDP-dependent enzyme YerE with pyruvate and an acceptor substrate can lead to tertiary alcohols, (R)-phenylacetylcarbinol derivatives, (S )-acetolactate, and (S)-acetoin, overview Yersinia pseudotuberculosis O:VI ?
-
?
2.2.1.6 pyruvate + benzaldehyde asymmetric benzoin condensation between benzaldehyde and pyruvate Yersinia pseudotuberculosis (R)-phenylacetylcarbinol + CO2
-
?
2.2.1.6 pyruvate + benzaldehyde asymmetric benzoin condensation between benzaldehyde and pyruvate Yersinia pseudotuberculosis O:VI (R)-phenylacetylcarbinol + CO2
-
?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.2.1.6 25
-
assay at Yersinia pseudotuberculosis

Cofactor

EC Number Cofactor Comment Organism Structure
2.2.1.6 thiamine diphosphate dependent on Yersinia pseudotuberculosis