BRENDA - Enzyme Database
show all sequences of 4.1.3.42

A simple strategy for obtaining both enantiomers from an aldolase reaction: Preparation of L- and D-4-hydroxy-2-ketoglutarate

Floyd, N.; Liebster, M.; Turner, N.; J. Chem. Soc. Perkin Trans. I 1992, 1085-1086 (1992)
No PubMed abstract available

Data extracted from this reference:

Application
Application
Commentary
Organism
synthesis
preparation of (4S)-4-hydroxy-2-oxoglutarate at more than 95% enantiomeric excess by stereospecific synthesis from glyoxylate and pyruvate. Preparation of (4R)-4-hydroxy-2-oxoglutarate at 60% enantiomeric excess by selective cleavage of the (4S)-isomer of racemic 4-hydroxy-2-oxoglutarate leaving the (4R)-isomer in solution
Escherichia coli
Organism
Organism
Primary Accession No. (UniProt)
Commentary
Textmining
Escherichia coli
-
-
-
Substrates and Products (Substrate)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
D,L-4-hydroxy-2-oxoglutarate
-
722866
Escherichia coli
pyruvate + glyoxylate + D-4-hydroxy-2-oxoglutarate
preferential cleavage of the L-isomer of racemic 4-hydroxy-2-oxoglutarate leaving the D-isomer in solution
-
-
r
additional information
enzyme shows high specificity for both glyoxylate and pyruvate
722866
Escherichia coli
?
-
-
-
-
pyruvate + glyoxylate
-
722866
Escherichia coli
(4S)-4-hydroxy-2-oxoglutarate
i.e. L-4-hydroxy-2-oxoglutarate. Condensation of pyruvate and glyoxylate carried out at a relatively high concentration leads to a quantitative conversion of pyruvate and glyoxylate to (4S)-4-hydroxy-2-oxoglutarate
-
-
r
Application (protein specific)
Application
Commentary
Organism
synthesis
preparation of (4S)-4-hydroxy-2-oxoglutarate at more than 95% enantiomeric excess by stereospecific synthesis from glyoxylate and pyruvate. Preparation of (4R)-4-hydroxy-2-oxoglutarate at 60% enantiomeric excess by selective cleavage of the (4S)-isomer of racemic 4-hydroxy-2-oxoglutarate leaving the (4R)-isomer in solution
Escherichia coli
Substrates and Products (Substrate) (protein specific)
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
D,L-4-hydroxy-2-oxoglutarate
-
722866
Escherichia coli
pyruvate + glyoxylate + D-4-hydroxy-2-oxoglutarate
preferential cleavage of the L-isomer of racemic 4-hydroxy-2-oxoglutarate leaving the D-isomer in solution
-
-
r
additional information
enzyme shows high specificity for both glyoxylate and pyruvate
722866
Escherichia coli
?
-
-
-
-
pyruvate + glyoxylate
-
722866
Escherichia coli
(4S)-4-hydroxy-2-oxoglutarate
i.e. L-4-hydroxy-2-oxoglutarate. Condensation of pyruvate and glyoxylate carried out at a relatively high concentration leads to a quantitative conversion of pyruvate and glyoxylate to (4S)-4-hydroxy-2-oxoglutarate
-
-
r
Other publictions for EC 4.1.3.42
No.
1st author
Pub Med
title
organims
journal
volume
pages
year
Activating Compound
Application
Cloned(Commentary)
Crystallization (Commentary)
Engineering
General Stability
Inhibitors
KM Value [mM]
Localization
Metals/Ions
Molecular Weight [Da]
Natural Substrates/ Products (Substrates)
Organic Solvent Stability
Organism
Oxidation Stability
Posttranslational Modification
Purification (Commentary)
Reaction
Renatured (Commentary)
Source Tissue
Specific Activity [micromol/min/mg]
Storage Stability
Substrates and Products (Substrate)
Subunits
Temperature Optimum [°C]
Temperature Range [°C]
Temperature Stability [°C]
Turnover Number [1/s]
pH Optimum
pH Range
pH Stability
Cofactor
Ki Value [mM]
pI Value
IC50 Value
Activating Compound (protein specific)
Application (protein specific)
Cloned(Commentary) (protein specific)
Cofactor (protein specific)
Crystallization (Commentary) (protein specific)
Engineering (protein specific)
General Stability (protein specific)
IC50 Value (protein specific)
Inhibitors (protein specific)
Ki Value [mM] (protein specific)
KM Value [mM] (protein specific)
Localization (protein specific)
Metals/Ions (protein specific)
Molecular Weight [Da] (protein specific)
Natural Substrates/ Products (Substrates) (protein specific)
Organic Solvent Stability (protein specific)
Oxidation Stability (protein specific)
Posttranslational Modification (protein specific)
Purification (Commentary) (protein specific)
Renatured (Commentary) (protein specific)
Source Tissue (protein specific)
Specific Activity [micromol/min/mg] (protein specific)
Storage Stability (protein specific)
Substrates and Products (Substrate) (protein specific)
Subunits (protein specific)
Temperature Optimum [°C] (protein specific)
Temperature Range [°C] (protein specific)
Temperature Stability [°C] (protein specific)
Turnover Number [1/s] (protein specific)
pH Optimum (protein specific)
pH Range (protein specific)
pH Stability (protein specific)
pI Value (protein specific)
Expression
General Information
General Information (protein specific)
Expression (protein specific)
KCat/KM [mM/s]
KCat/KM [mM/s] (protein specific)
5256
Cayrol
Recovery of respiration follow ...
Escherichia coli
Proc. Natl. Acad. Sci. USA
92
11806-11809
1995
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4984
Taha
Purification and characterizat ...
Azotobacter vinelandii
Biochem. Biophys. Res. Commun.
200
459-466
1994
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5258
Patil
Cloning, nucleotide sequence, ...
Escherichia coli
J. Bacteriol.
174
102-107
1992
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722866
Floyd
-
A simple strategy for obtainin ...
Escherichia coli
J. Chem. Soc. Perkin Trans. I
1992
1085-1086
1992
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5251
Vlahos
Active-site residues of 2-keto ...
Escherichia coli
J. Biol. Chem.
265
20384-20389
1990
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5254
Vlahos
The complete amino acid sequen ...
Escherichia coli
J. Biol. Chem.
263
11683-11691
1988
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722583
Vlahos
Amino acid sequence of the pyr ...
Escherichia coli
J. Biol. Chem.
261
11049-11055
1986
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721748
Winter
Dimerization occurs during the ...
Escherichia coli
Biochim. Biophys. Acta
749
52-61
1983
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5249
Wang
Physical and chemical evidence ...
Escherichia coli
J. Biol. Chem.
256
1793-1800
1981
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5250
Grady
Steady-state kinetics and inhi ...
Escherichia coli
Biochemistry
20
2497-2502
1981
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5244
Dekker
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2-keto-4-Hydroxyglutarate aldo ...
Escherichia coli
Methods Enzymol.
42C
285-290
1978
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5248
Dekker
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Aldol-type reactions and 2-ket ...
Bos taurus, Escherichia coli
Bioorg. Chem.
1
59-77
1977
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5245
Meloche
Enzyme stereoselectivity: the ...
Escherichia coli
Biochem. Biophys. Res. Commun.
65
1033-1039
1975
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4971
Wood
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2-Keto-3-deoxy-6-phosphoglucon ...
Bacteria
The Enzymes, 3rd Ed. (Boyer, P. D. , ed. )
7
281-302
1972
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5242
Nishihara
Purification, substrate specif ...
Escherichia coli
J. Biol. Chem.
247
5079-5087
1972
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