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Literature summary for 2.2.1.6 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
Search for more literature for 2.2.1.6

Cloned(Commentary)

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

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
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 ?
-
 ?
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

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

Purification (Commentary)

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-(1,3-benzodioxol-5-yloxy)propan-2-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
1-(1,3-benzodioxol-5-yloxy)propan-2-one + pyruvate
-
 Yersinia pseudotuberculosis O:VI ? + CO2
-
 ?
1-(2-bromo-5-hydroxyphenoxy)propan-2-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
1-(naphthalen-2-yloxy)propan-2-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
1-(phenylsulfanyl)propan-2-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
1-phenoxypropan-2-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
2 pyruvate
-
 Yersinia pseudotuberculosis (S)-acetolactate + CO2
-
 ?
2 pyruvate
-
 Yersinia pseudotuberculosis O:VI (S)-acetolactate + CO2
-
 ?
2-chlorobenzaldehyde + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
2-oxopropyl 4-bromobenzoate + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
3,4-dihydronaphthalen-2(1H)-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
4-hydroxybenzaldehyde + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
cyclohexane-1,2-dione + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
cyclohexanone + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
dihydro-2H-pyran-3(4H)-one + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
ethyl 3-oxobutanoate + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
hexan-3,4-dione + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
methylpyruvate + pyruvate
-
 Yersinia pseudotuberculosis ? + CO2
-
 ?
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 ?
-
 ?
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 ?
-
 ?
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 ?
-
 ?
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 ?
-
 ?
pyruvate + benzaldehyde asymmetric benzoin condensation between benzaldehyde and pyruvate Yersinia pseudotuberculosis (R)-phenylacetylcarbinol + CO2
-
 ?
pyruvate + benzaldehyde asymmetric benzoin condensation between benzaldehyde and pyruvate Yersinia pseudotuberculosis O:VI (R)-phenylacetylcarbinol + CO2
-
 ?

Temperature Optimum [°C]

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

Cofactor

Cofactor Comment Organism Structure
thiamine diphosphate dependent on Yersinia pseudotuberculosis