Metabolism of 2-amino-3-phosphono[3-14C]propionic acid in cell-free preparations of rat liver.
Incubation of 2-amino-3-phosphono[3-14C]propionic acid with cell-free preparations of rat liver yielded labelled 3-phosphonopyruvic acid, 2-phosphonoacetaldehyde, 2-aminoethylphosphonic acid and acetaldehyde. No radioactivity was found in phosphoenolpyruvate, pyruvic acid, alanine, and phosphonoacetic acid. When added to the cell-free preparations, 3-phosphonopyruvic acid trapped the radioactivity, resulting in decrease of incorporation of the radioactivity into 2-phosphonoacetaldehyde, 2-aminoethylphosphonic acid and acetaldehyde. Incorporation of the radioactivity into 2-aminoethylphosphonic acid and acetaldehyde was also decreased by 2-phosphonoacetaldehyde. Thus it appears that the main metabolic pathway of 2-amino-3-phosphonopropionic acid is deamination to produce 3-phosphonopyruvic acid which is, in turn, converted to 2-phosphonoacetaldehyde by decarboxylation, followed by both dephosphonylation and amination of the aldehyde to give acetaldehyde and 2-aminoethylphosphonic acid, respectively.
D000409:Alanine / Q000031:analogs & derivatives* / Q000378:metabolism; D000596:Amino Acids / Q000378:metabolism; D000818:Animals; D002474:Cell-Free System; D008099:Liver / Q000378:metabolism*; D063065:Organophosphonates / Q000378:metabolism; D009943:Organophosphorus Compounds / Q000378:metabolism*; D010728:Phosphoenolpyruvate / Q000378:metabolism; D011773:Pyruvates / Q000378:metabolism; D051381:Rats
D000596:Amino Acids; D063065:Organophosphonates; D009943:Organophosphorus Compounds; D011773:Pyruvates; D010728:Phosphoenolpyruvate; D000409:Alanine