alpha-Ketoglutaric Acid

Title: a-Ketoglutaric Acid
CAS Registry Number: 328-50-7
CAS Name: 2-Oxopentanedioic acid
Additional Names: 2-oxoglutaric acid; 2-oxo-1,5-pentanedioic acid
Molecular Formula: C5H6O5
Molecular Weight: 146.10
Percent Composition: C 41.10%, H 4.14%, O 54.75%
Line Formula: HOOCCH2CH2COCOOH
Literature References: Plays an important role in amino acid metabolism (transamination) see Severo Ochoa, "Enzymic Mechanisms in the Citric Acid Cycle" in Adv. Enzymol. 15, 183-270 (1954). Prepn: Friedman, Kosower, Org. Synth. coll. vol. III, 510 (1955); Bottorff, Moore, ibid. coll. vol. V, 687 (1973). Microbial synthesis using a strain of Pseudomonas: Lockwood et al., US 2443919 (1948); Berger, Witt, US 2841616 (1958).
Properties: Crystals from acetone-benzene, mp 113.5°. Freely sol in water, alcohol. Very sparingly sol in ether.
Melting point: mp 113.5°
Derivative Type: Diethyl ester
Molecular Formula: C9H14O5
Molecular Weight: 202.20
Percent Composition: C 53.46%, H 6.98%, O 39.56%
Properties: Liq, bp23 160°, bp13 144°.
Boiling point: bp23 160°; bp13 144°
Derivative Type: Compound with L(+)-ornithine
Additional Names: L(+)-Ornithine a-ketoglutarate
Trademarks: Ornicetil (Logeais; Nordmark)
Molecular Formula: C10H18N2O7
Molecular Weight: 278.26
Percent Composition: C 43.16%, H 6.52%, N 10.07%, O 40.25%
Use: Can be converted to L-glutamic acid by Aeromonas spp. see Good, US 2933434 (1960 to International Minerals & Chem. Corp.).
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