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2-oxoglutarate + acetaldehyde
5-hydroxy-4-oxohexanoate + CO2
2-oxoglutarate + ethyl glyoxylate
(R)-6-ethoxy-5-hydroxy-4,6-dioxohexanoic acid + CO2
-
81% enantiomeric excess
-
?
2-oxoglutarate + glyoxylate
(R)-2-hydroxy-3-oxoadipate + CO2
-
90% enantiomeric excess
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
2-oxoglutarate + glyoxylate
?
2-oxoglutarate + methylglyoxal
(R)-5-hydroxy-4,6-dioxoheptanoic acid + CO2
-
83% enantiomeric excess
-
?
2-oxoisovalerate + ethyl glyoxylate
(S)-ethyl 2-hydroxy-4-methyl-3-oxopentanoic acid + CO2
-
81% enantiomeric excess
-
?
2-oxoisovalerate + glyoxylate
(S)-2-hydroxy-4-methyl-3-oxopentanoic acid + CO2
-
67% enantiomeric excess
-
?
2-oxoisovalerate + methylglyoxal
(S)-3-hydroxy-5-methylhexane-2,4-dione + CO2
-
more than 90% enantiomeric excess
-
?
2-oxovalerate + ethyl glyoxylate
(S)-ethyl 2-hydroxy-3-oxohexanoic acid + CO2
-
52% enantiomeric excess
-
?
2-oxovalerate + glyoxylate
(S)-2-hydroxy-3-oxohexanoic acid + CO2
-
96% enantiomeric excess
-
?
2-oxovalerate + methylglyoxal
(S)-3-hydroxyheptane-2,4-dione + CO2
-
81% enantiomeric excess
-
?
additional information
?
-
2-oxoglutarate
? + CO2
-
decarboxylation
-
-
?
2-oxoglutarate
? + CO2
-
-
-
?
2-oxoglutarate
? + CO2
-
identical with 2-oxoglutarate decarboxylase
-
-
?
2-oxoglutarate + acetaldehyde
5-hydroxy-4-oxohexanoate + CO2
-
-
-
-
?
2-oxoglutarate + acetaldehyde
5-hydroxy-4-oxohexanoate + CO2
-
-
-
?
2-oxoglutarate + acetaldehyde
5-hydroxy-4-oxohexanoate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
i. e. 2-hydroxy-3-oxoadipic acid
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
also 2,3-dihydroxy-4-ketopimelic acid
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
further decarboxylation leads to 5-hydroxy-4-ketovaleric acid
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
further spontaneous decarboxylation in the presence of acid
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxohexandioate + CO2
-
-
i. e. 2-hydroxy-3-oxoadipic acid, further spontaneous decarboxylation in the presence of acid
?
2-oxoglutarate + glyoxylate
?
-
possible 1-carbon source for nicotine synthesis
-
-
?
2-oxoglutarate + glyoxylate
?
-
linked to citric acid cycle
-
-
?
2-oxoglutarate + glyoxylate
?
-
linked to citric acid cycle
-
-
?
2-oxoglutarate + glyoxylate
?
-
important as diversion of glyoxylate from oxalate formation
-
-
?
2-oxoglutarate + glyoxylate
?
-
hypothesized 2-oxoglutarate regeneration cycle
-
-
?
additional information
?
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
additional information
?
-
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
additional information
?
-
enzyme catalyzes consumption of 2-oxoglutarate in a mycobacterial small molecule extract with matched production of 5-hydroxylevulinate (HLA) in a reaction predicted to require glyoxylate
-
-
?
additional information
?
-
-
enzyme catalyzes consumption of 2-oxoglutarate in a mycobacterial small molecule extract with matched production of 5-hydroxylevulinate (HLA) in a reaction predicted to require glyoxylate
-
-
?
additional information
?
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
additional information
?
-
enzyme catalyzes consumption of 2-oxoglutarate in a mycobacterial small molecule extract with matched production of 5-hydroxylevulinate (HLA) in a reaction predicted to require glyoxylate
-
-
?
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2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
2-oxoglutarate + glyoxylate
?
additional information
?
-
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
2-hydroxy-3-oxoadipate + CO2
-
-
-
-
?
2-oxoglutarate + glyoxylate
?
-
possible 1-carbon source for nicotine synthesis
-
-
?
2-oxoglutarate + glyoxylate
?
-
linked to citric acid cycle
-
-
?
2-oxoglutarate + glyoxylate
?
-
linked to citric acid cycle
-
-
?
2-oxoglutarate + glyoxylate
?
-
important as diversion of glyoxylate from oxalate formation
-
-
?
2-oxoglutarate + glyoxylate
?
-
hypothesized 2-oxoglutarate regeneration cycle
-
-
?
additional information
?
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
additional information
?
-
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
additional information
?
-
catalyzing C-C bond formation between the activated aldehyde formed after decarboxylation of alpha-ketoglutarate and the carbonyl of a second substrate, glyoxylate (GLX), to yield 2-hydroxy-3-oxoadipate (HOA)
-
-
?
additional information
?
-
Rv1248c catalyzes C-C bond formation between the activated aldehyde of alpha-ketoglutarate and the carbonyl of glyoxylate to yield 2-hydroxy-3-oxoadipate (HOA), which decomposes to 5-hydroxylevulinate
-
-
?
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Adenocarcinoma
New Bioactive Chromanes from Litchi chinensis.
Avitaminosis
Thiamine deficiency and glyoxylic acid.
Carcinoma
New Bioactive Chromanes from Litchi chinensis.
Carcinoma, Hepatocellular
Inhibitory effect of 2'-fluoro-5-methyl-beta-L-arabinofuranosyl-uracil on duck hepatitis B virus replication.
Carcinoma, Hepatocellular
New Bioactive Chromanes from Litchi chinensis.
Genetic Diseases, Inborn
Cellular localization of alpha-ketoglutarate: glyoxylate carboligase in rat tissues.
Hepatitis B
Inhibitory effect of 2'-fluoro-5-methyl-beta-L-arabinofuranosyl-uracil on duck hepatitis B virus replication.
Hyperoxaluria
Cellular localization of alpha-ketoglutarate: glyoxylate carboligase in rat tissues.
Hyperoxaluria, Primary
Alanine glyoxylate aminotransferase deficiency: biochemical and molecular genetic lessons from the study of a human disease.
Hyperoxaluria, Primary
Mitochondrial damage and the subcellular distribution of 2-oxoglutarate:glyoxylate carboligase in normal human and rat liver and in the liver of a patient with primary hyperoxaluria type I.
Magnesium Deficiency
Oxalate metabolism in magnesium-deficient rats.
Thiamine Deficiency
Thiamine deficiency and glyoxylic acid.
Tuberculosis
Activity-based metabolomic profiling of enzymatic function: identification of Rv1248c as a mycobacterial 2-hydroxy-3-oxoadipate synthase.
Tuberculosis
Comparison of transposon and deletion mutants in Mycobacterium tuberculosis: The case of rv1248c, encoding 2-hydroxy-3-oxoadipate synthase.
Tuberculosis
Functional Plasticity and Allosteric Regulation of ?-Ketoglutarate Decarboxylase in Central Mycobacterial Metabolism.
Tuberculosis
Influence of allosteric regulators on individual steps in the reaction catalyzed by Mycobacterium tuberculosis 2-hydroxy-3-oxoadipate synthase.
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Hirabayashi, T.; Harada, T.
Inhibition of the alpha-ketoglutarate dehydrogenase complex from baker's yeast by acetaldehyde and glyoxylate
Agric. Biol. Chem.
36
1249-1251
1972
Saccharomyces cerevisiae
-
brenda
O'Fallon, J.V.; Brosemer, R.W.
Cellular localization of alpha-ketoglutarate: glyoxylate carboligase in rat tissues
Biochim. Biophys. Acta
499
321-328
1977
Oryctolagus cuniculus, Rattus norvegicus
brenda
Zaror-Behrens, G.; Mavrides, C.
Further studies on 2-oxoglutarate:glyoxylate carboligase activity in Tetrahymena pyriformis
Int. J. Biochem.
7
111-116
1976
Tetrahymena pyriformis
-
brenda
Zaror-Behrens, G.; Mavrides, C.
Demonstration of 2-oxoglutarate:glyoxylate carboligase activity in Tetrahymena pyriformis
Can. J. Biochem.
51
1505-1508
1973
Tetrahymena pyriformis
brenda
Yamasaki, H.; Moriyama, T.
Purification, general properties and two other catalytic activities of alpha-ketoglutarate:glyoxylate carboligase of Mycobacterium phlei
Biochim. Biophys. Acta
242
637-647
1971
Mycolicibacterium phlei
brenda
Schlossberg, M.A.; Bloom, R.J.; Richert, D.A.; Westerfeld, W.W.
Carboligase activity of alpha-ketoglutarate dehydrogenase
Biochemistry
9
1148-1153
1970
Bos taurus, Rattus norvegicus
brenda
Schlossberg, M.A.; Richert, D.A.; Bloom, R.J.; Westerfeld, W.W.
Isolation and identification of 5-hydroxy-4-ketovaleric acid as a product of alpha-ketoglutarate:glyoxylate carboligase
Biochemistry
7
333-337
1968
Bos taurus
brenda
Steward, P.R.; Quale, J.R.
The synergistic decarboxylation of glyoxylate and 2-oxoglutarate by an enzyme system from pig-liver mitochondria
Biochem. J.
102
885-897
1967
Sus scrofa
brenda
Rattan, V.; Thind, S.K.; Jethi, R.J.; Sidhu, H.; Nath, R.
Oxalate metabolism in magnesium-deficient rats
Magnes. Res.
6
127-133
1993
Rattus norvegicus
brenda
Yamasaki, H.; Mariyama, T.
alpha-Ketoglutarate:glyoxylate carboligase activity in Escherichia coli
Biochem. Biophys. Res. Commun.
39
790-795
1970
Escherichia coli
brenda
Sidhu, H.; Gupta, R.; Thind, S.K.; Nath, R.
Oxalate metabolism in thiamine-deficient rats
Ann. Nutr. Metab.
31
354-361
1987
Rattus norvegicus
brenda
Prather, C.W.; Sisler, E.C.
Glycine and glyoxylate decarboxylation in Nicotiana rustica roots
Phytochemistry
11
1637-1647
1972
Nicotiana rustica
-
brenda
Bats, R.; Rofe, A.M.; Conyers, R.A.J.
Investigations into the effect of glyoxylate decarboxylation and transamination on oxalate formation in rat
Nephron
57
460-469
1991
Rattus norvegicus
brenda
Dills, W.L., Jr.; Chen, P.; Baillargeon, B.M.; Westgate, C.L.
High pressure liquid chromatographic study of the glyoxalate:2-ketoglutarate carboligase reaction
Biochem. Arch.
15
279-284
1999
Bos taurus
-
brenda
de Carvalho, L.P.; Zhao, H.; Dickinson, C.E.; Arango, N.M.; Lima, C.D.; Fischer, S.M.; Ouerfelli, O.; Nathan, C.; Rhee, K.Y.
Activity-based metabolomic profiling of enzymatic function: identification of Rv1248c as a mycobacterial 2-hydroxy-3-oxoadipate synthase
Chem. Biol.
17
323-332
2010
Mycobacterium tuberculosis (P9WIS5), Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv (P9WIS5)
brenda
Zhao, H.; de Carvalho, L.P.; Nathan, C.; Ouerfelli, O.
A protecting group-free synthesis of deazathiamine: a step toward inhibitor design
Bioorg. Med. Chem. Lett.
20
6472-6474
2010
Mycobacterium tuberculosis
brenda
Balakrishnan, A.; Jordan, F.; Nathan, C.F.
Influence of allosteric regulators on individual steps in the reaction catalyzed by Mycobacterium tuberculosis 2-hydroxy-3-oxoadipate synthase
J. Biol. Chem.
288
21688-21702
2013
Mycobacterium tuberculosis, Mycobacterium tuberculosis H37Rv
brenda
Patel, H.; Shim, D.; Farinas, E.; Jordan, F.
Investigation of the donor and acceptor range for chiral carboligation catalyzed by the E1 component of the 2-oxoglutarate dehydrogenase complex
J. Mol. Catal. B
98
42-45
2013
Escherichia coli (P0AFG3)
-
brenda
Maksymiuk, C.; Ioerger, T.; Balakrishnan, A.; Bryk, R.; Rhee, K.; Sacchettini, J.; Nathan, C.
Comparison of transposon and deletion mutants in Mycobacterium tuberculosis The case of rv1248c, encoding 2-hydroxy-3-oxoadipate synthase
Tuberculosis
95
689-694
2015
Mycobacterium tuberculosis, Mycobacterium tuberculosis CDC1551, Mycobacterium tuberculosis H37Rv
brenda