Abstract
Glutamate 1-semialdehyde is formed in high yields by ozonolysis of 4-vinyl-4-aminobutyric acid and purification of the reaction products by cation exchange chromatography. The structure of the product and its pyrrole derivative have been confirmed by1H-NMR and13C-NMR spectroscopy, and by its conversion to σ-aminolevulinate by purified glutamate 1-semialdehyde aminotransferase, and to uroporphyrinogen with porphobilinogen and uroporphyrinogen synthetase. The NMR spectra provide evidence for the presence in solution of a hydrate of glutamate 1-semialdehyde. Concentration dependent formation of dimers of the hydrate was also shown. It is suggested that chemical conversion of glutamate 1-semialdehyde to σ-aminolevulinate proceeds through dimeric intermediate stages.
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