The anodic oxidations of seventeen aliphatic amines have been examined by cyclic voltammetry at a glassy-carbon electrode in aqueous alkaline solution. All are irreversibly oxidized. Primary amines show no wave. Secondary amines show one wave. Most tertiary amines show two waves and the peak potentials of their first waves are less positive than those of secondary amines. The peak potentials of the first wave of substituted tertiary amines shift to more positive values with increasing electronegativityof the substituent, and some amines with a stronglyelectronwithdrawing group give one wave or no wave. A linear relationship is obtained between the pK, values and peak potentials of the first waves for tertiary amines. The postulated reaction mechanism for tertiary amines involves loss of two electrons, followed by reaction with water to form a secondary amine and an aldehyde.

The oxidized (UQox) and reduced (UQred) forms of ubiquinone (UQ) homologues in rat tissues and subcellular fractions were analyzed to elucidate their distribution and physiological role. UQ-9 and UQ-10 were detected in all tissues studied, and UQ-9 was the predominant homologue. The total amount of UQox-10 and UQred-10 was 20-50% that of UQox-9 and UQred-9. The levels of these homologues were highest in heart with lesser amounts occurring in kidney, liver and other organs. In liver and blood plasma, the UQred homologue amounted to 70-80% of the total UQ (UQox + UQred = t-UQ). UQred was less than 30% of t-UQ in other tissues and blood cells. t-UQ was much higher in leukocytes and platelets in blood than in erythrocytes. In erythrocytes, t-UQ was exclusively located in the cell membranes. UQox and UQred were also found in all subcellular fractions isolated from liver and kidney in about the same ratio as UQred/t-UQ was present in the whole organ. The levels of UQox and UQred per mg protein in subcellular fractions from liver were highest in mitochondria, with lesser amounts present in plasma membranes, lysosomes, Golgi complex, nuclei, microsomes and cytosol. In the mitochondria, the outer membranes were richer in t-UQ than the inner membranes. In the Golgi complex, the light and intermediate fractions were rich in t-UQ when compared to the heavy fraction. The possible physiological role of UQox and UQred in tissues and subcellular fractions is discussed.

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NN-Dimethyl tertiary amines undergo oxidative dealkylation on anodic oxidation in aqueous alkaline solution at a glassy-carbon electrode, and the major products are secondary amines and the appropriate aldehydes. On prolonged electrolysis the secondary amines produced undergo partial oxidative deal kylation to give primary amines and the appropriate aldehydes. The relative amount of dealkylation in unsymmetrical amines is predominantly governed by the acidity and the number of a-protons, but is also affected by the ease of oxidation of the radical Rl2N=CH Ra. Decarboxylation of the cation radical Me2N+CH2C0,-is involved in the anodic oxidation of NN-dimethylglycine. 6 R. M. Herbest and H. T. Clarke, J . B i d Chem., 1934, 104, 769;