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| CAS No.: | 328-50-7 |
|---|---|
| Name: | 2-Ketoglutaric acid |
| Article Data: | 129 |
| Cas Database | |
| Molecular Structure: | |
|
|
|
| Formula: | C5H6O5 |
| Molecular Weight: | 146.1 |
| Synonyms: | 2-Oxopentanedioic acid;2-Oxo-1,5-pentanedioic acid;2-oxoglutarate;Glutaric acid, 2-oxo-;2-Oxoglutaric acid;Pentanedioic acid, 2-oxo- (9CI);Glutaric acid, alpha keto;Pentanedioic acid, 2-oxo-;Ammonium alpha-ketoglutarate;2-oxopentanedionate;alpha-ketoglutarate;alpha-keto-Glutaric acid;Alphaketoglutaric acid;2-oxopentanedioate;Glutaric acid, 2-oxo- (8CI);alpha-oxoglutarate;.alpha.-Oxoglutaric acid;alpha-Oxopentanedioic acid;α-ketoglutaric acid; |
| EINECS: | 206-330-3 |
| Density: | 1.499 g/cm3 |
| Melting Point: | 113-115 °C |
| Boiling Point: | 345.6 °C at 760 mmHg |
| Flash Point: | 177 °C |
| Solubility: | Soluble in water, methanol and dimethyl sulfoxide. |
| Appearance: | crystalline |
| Hazard Symbols: |
 Xi,  T
|
| Risk Codes: | 37/38-41-36/37/38-23/24/25 |
| Safety: | 26-39-45-36/37/39 |
| Transport Information: | N/A |
| PSA: | 91.67000 |
| LogP: | -0.49510 |
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 2h; Heating; | 72% |
trans-Dimethyl 1-acetylaminocyclopropane-1,2-dicarboxylate
A
α-ketoglutaric acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water | A 60% B 8% |
A
α-ketoglutaric acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water Heating; | A 60% B 15% |
| Conditions | Yield |
|---|---|
| With zinc sulfide; sodium hydroxide; sodium sulfite In water at 30℃; for 4h; pH=9; Inert atmosphere; Irradiation; | 18.3% |
| With ω-transaminase |
| Conditions | Yield |
|---|---|
| Nocardia DAD | 5% |
methanol
1-bromo-cyclopropane-1,2-dicarboxylic acid
A
α-ketoglutaric acid
B
1-methoxy-cyclopropane-1,2-dicarboxylic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
methanol
1-hydroxy-cyclopropane-1,2-dicarboxylic acid
A
α-ketoglutaric acid
B
1-methoxy-cyclopropane-1,2-dicarboxylic acid
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
| Conditions | Yield |
|---|---|
| enzymatische Reaktion mit 2-Oxo-carbonsaeuren; |
| Conditions | Yield |
|---|---|
| With sodium hydroxide; sodium hypochlorite Erwaermen der mit wss. Salzsaeure angesaeuerten Reaktionsloesung; |
L-hydroxyglutaric acid
Anhydro [5-methyl-1-hydroxyphenazinium hydroxide]
α-ketoglutaric acid
| Conditions | Yield |
|---|---|
| Oxydation durch 2-Hydroxy-glutarat-Dehydrogenase; |
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2-Ketoglutaric acid, is one of two ketone derivatives of glutaric acid. With the CAS NO.328-50-7, it is also called Disodium 2-oxoglutarate; Glutaric acid, 2-oxo-, disodium salt; Pentanedioic acid, 2-oxo-, disodium salt. 2-Ketoglutaric acid is an important biological compound. It is the keto acid produced by deamination of glutamate, and is an intermediate in the Krebs cycle. In many oxygenases, 2-Ketoglutaric acid helps the reaction by being oxidized together with the main substrate. In fact, one of the α-ketoglutarate-dependent oxygenases is an O2 sensor, informing the organism the oxygen level in its environment.
Physical properties about 2-Ketoglutaric acid are: (1)ACD/LogP: -1.721; (2)ACD/LogD (pH 5.5): -5.62; (3)ACD/LogD (pH 7.4): -6.46; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.494; (12)Molar Refractivity: 28.372 cm3; (13)Molar Volume: 97.44 cm3; (14)Polarizability: 11.248 10-24cm3; (15)Surface Tension: 67.9229965209961 dyne/cm; (16)Density: 1.499 g/cm3; (17)Flash Point: 177.02 °C; (18)Enthalpy of Vaporization: 64.799 kJ/mol; (19)Boiling Point: 345.615 °C at 760 mmHg
When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear eye/face protection;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);
4.Wear suitable protective clothing, gloves and eye/face protection;
The toxicity data is as follows:
(1)InChI=1S/C5H6O5/c6-3(5(9)10)1-2-4(7)8/h1-2H2,(H,7,8)(H,9,10);
(2)InChIKey=KPGXRSRHYNQIFN-UHFFFAOYSA-N;
(3)SmilesC(=O)(CCC(=O)O)C(=O)O;
