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Oxaloacetic acid : ウィキペディア英語版
Oxaloacetic acid

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Oxaloacetic acid (also known as oxalacetic acid) is a crystalline organic compound with the chemical formula HO2CC(O)CH2CO2H. Oxaloacetic acid, in the form of its conjugate base oxaloacetate, is a metabolic intermediate in many processes that occur in animals. It takes part in the: gluconeogenesis, urea cycle, glyoxylate cycle, amino acid synthesis, fatty acid synthesis and citric acid cycle.〔
==Properties==
Oxaloacetic acid undergoes successive deprotonations to give the dianion:
:HO2CC(O)CH2CO2H \overrightarrow O2CC(O)CH2CO2H + H+ pKa = 2.22
:O2CC(O)CH2CO2H \overrightarrow O2CC(O)CH2CO2 + H+, pKa = 3.89
At high pH, the enolizable proton is ionized:
:O2CC(O)CH2CO2 \overrightarrow O2CC(O)CHCO2 + H+, pKa = 13.03
The enol forms of oxaloacetic acid are particularly stable, so much so that the two tautomer have different melting points (152 °C for the ''cis'' isoform and 184 °C for the ''trans'' isoform).

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