Spontaneous decarboxylation of oxalacetic acid

Tsai, Chien-Sheng

doi:10.1139/v67-145

Cited by 44 publications

(34 citation statements)

References 19 publications

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“…Increasing concentrations of the sodium acetateacetic acid buffer do not seem to have much effect upon the rate of micellar-catalyzed decarboxylation at p H 4.13. This result is rather surprising as acetate has been reported to promote the catalysis of OAA by aniline (14).…”

Section: Resultsmentioning

confidence: 90%

“…2). The pH-rate profile for aniline-catalyzed decarboxylation (4), nBAcatalyzed decarboxylation, and spontaneous decarboxylation (14) are bell-shape. The p H maxima are, respectively, 3.9, 4.2, and 3.5.…”

Section: Resultsmentioning

confidence: 99%

“…For this same reason the catalytic effects of various metal cations (8)(9)(10)(11)(12)(13)(14)(15), amines (1, 4, [16][17][18], and amino acids (19,20) upon the decarboxylation have been investigated.…”

Section: Introductionmentioning

confidence: 99%

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Micellar Effects upon p-n-Butylaniline Catalyzed Decarboxylation of Oxalacetic Acid

Lam¹,

Schmidt²

1973

Can. J. Chem.

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p-n-Butylaniline ([nBA] = 1 × 10−3 M) incorporated in cationic micelles of cetyltrimethylammonium bromide ([CTABr] = 6 × 10−3M) was found to enhance the rate of decarboxylation of oxalacetic acid (OAA) 45-fold while nBA alone only increases the rate six-fold as compared to the rate of spontaneous decarboxylation at the same pH. Anionic micelles of sodium dodecyl sulfate ([SDS] = 6 × 10−3 M) completely inhibited the catalytic effect of nBA. Together with the effects of added salts and the change of pH on the rate of the reaction the role of micelles in the decarboxylation of OAA is discussed.

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Section: Resultsmentioning

confidence: 90%

Section: Resultsmentioning

confidence: 99%

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Micellar Effects upon p-n-Butylaniline Catalyzed Decarboxylation of Oxalacetic Acid

Lam¹,

Schmidt²

1973

Can. J. Chem.

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“…When viewed as selected ion chromatograms at the appropriate (M − H) − m/z value, this allowed unequivocal identification of the peaks resulting from each anion. Oxaloacetate could not be measured as a result of its short half-life (approximately 69 s) in aqueous systems (Tsai, 1967).…”

Section: Methodsmentioning

confidence: 99%

Unexplained acidosis of malnutrition: a study by ion-exchange chromatography/mass spectrometry

Hilton¹,

McKinnon²,

Lord³

et al. 2006

Biomed. Chromatogr.

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Keto-acidosis is usually associated with uncontrolled diabetes and typically poses few diagnostic problems when presenting as hyperglycaemia, metabolic acidosis and a high anion gap. An emaciated patient suffering from Duchenne Muscular Dystrophy and volume depletion presented with acidosis of unknown origin. Preliminary investigations appeared to rule out lactic acidosis, diabetic keto-acidosis and acidosis due to base loss. We have previously reported a technique utilizing liquid chromatography coupled to mass spectrometry (LC-MS) which can be used to characterize the underlying aetiology of acidosis and applied it to ultrafiltrate derived from a blood sample taken from this patient. The anion profile obtained on the chromatogram showed elevated levels of acetoacetate and hydroxybutyrate but no evidence of lactic acidosis, nor was the profile typical of that seen in 'unexplained' acidosis. We concluded that the patient was suffering from keto-acidosis associated with starvation and dehydration, the biochemical features being obscured by both the patient's chronic malnutrition and minimal muscle mass. A combination of enteral feeding and rehydration led to prompt resolution of the patient's metabolic acidosis.

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“…All the enzymatic assays relied upon the interconversion of NAD + and NADH or NADP + and NADPH and utilized the change in absorbance due to the reduced co-enzyme at 340 nm. Owing to its short half-life in aqueous solution, oxaloacetate proved impossible to measure (Tsai, 1967).…”

Section: Introductionmentioning

confidence: 99%

Elevation of anions in exercise‐induced acidosis: a study by ion‐exchange chromatography/mass spectrometry

McKinnon

Pentecost

Lord

et al. 2007

Biomedical Chromatography

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Acidosis is a major factor that determines the upper limit of exercise endurance. We have previously shown that anions usually associated with intermediary metabolism are elevated in critically ill patients with metabolic acidosis and contribute significantly to acidosis generation. This study was to determine whether volunteers with normal metabolism would exhibit similar elevations in anions associated with intermediate metabolism when exposed to a short-term physiological stress leading to a brief lactic acidosis. Physiological stress was induced on five healthy male subjects by means of a ramped exercise protocol. Blood was obtained immediately prior to and post-exercise, plasma ultrafiltrate was prepared and analysed immediately both by enzyme assay and liquid chromatography coupled to electrospray-mass spectrometry (LC/ESI-MS). Metabolic acidosis concomitant with a significant increase in blood lactate occurred in each subject, but in addition, anions normally associated with intermediate metabolism were significantly elevated after exercise. The contribution of these anions to generating an acidosis, and thus potentially limiting the extent of exercise, has never been acknowledged.

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Spontaneous decarboxylation of oxalacetic acid

Cited by 44 publications

References 19 publications

Micellar Effects upon p-n-Butylaniline Catalyzed Decarboxylation of Oxalacetic Acid

Micellar Effects upon p-n-Butylaniline Catalyzed Decarboxylation of Oxalacetic Acid

Unexplained acidosis of malnutrition: a study by ion-exchange chromatography/mass spectrometry

Elevation of anions in exercise‐induced acidosis: a study by ion‐exchange chromatography/mass spectrometry

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