On the biosynthesis of guanidinosuccinate

We report a study motivated by a report that guanidinosuccinate is formed by transamidination from arginine to aspartate by perfused liver [J. Clin. Invest 57, 807 (1976)]. We prepared viable liver cells and incubated them with [14C]arginine labeled at the guanidino carbon and aspartate labeled at the methylene groups with tritium. A diacetyl-reacting band, similar to that reported with the perfusate in the above reference, was obtained by column chromatography. This band did not give a Sakaguchi reaction and contained no measurable tritium or 14C. Thus it did not derive from aspartate or arginine. On electrophoresis at pH 5.0, the diacetyl-reacting material moves to the cathode, guanidinosuccinate to the anode. The absorption spectrum of the diacetyl-reacting band showed a double peak, with maxima at 539 and 432 nm; guanidinosuccinate has only one maximum, at 533 nm. The diacetyl reagent reacts with sulfhydryl compounds and polypyrroles (e.g., bilirubin) to produce blue colors with significant absorbance in the 432-nm range. We saw no evidence for guanidinosuccinate formation by transamidination in these experiments with viable liver cells.