Dehydropipecolic acid

The elimination of the 6-amino group could occur via the action of an amine oxidase as has been suggested orPisum sativum (Mann and Smithies, 1955) or via the formation of saccharopine (Nabeta et al., 1973). Labeled pipecolic acid was found to serve as a precursor for the hydroxypipecolic acids of Umonium (Larher, 1976) and this conversion could proceed via the hydroxylation of 4,5-dehydropipecolic acid (baikiain). 

The simple structures of many alkaloids in the pyrrolidine/piperidine group enables them also to compete with protein amino acids. Molecular size, as well as similarity in structure, is important in whether or not substitution in a protein will occur. For example, 3,4-dehydroproline, a toxicant known to compete with proline for prolyl-tRNA synthetase, will incorporate into protein. The nontoxic baikiain (4,5-dehydropipecolic acid), the higher piperidine homologue, however, does not. The size of the molecules offers the... 

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