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Whether glutamate-1-semialdehyde (G-1-SA) or 4,5 dioxovalerate (DOVA) is the intermedi­ate between glutamate and ALA in the C-5 tetrapyrrol pathway is still a matter of controversy. Since no data characterizing G-1-SA are available it is not possible either to identify G-1-SA as intermediate or a precursor of ALA. Therefore, attempts were made to establish a chemical synthesis of this compound. Two strategies were developed: starting from protected glutamate via an open chain mechanism or from the cyclic compound pyroglutamic acid or derivatives. None of the attempts were successful. Both approaches yielded undefined polymeric products when it was tried to liberate G-1-SA from the last intermediate of the synthesis sequence.

Glutamic Acid-1-semialdehyde, a Hypothetical Intermediate in the Biosynthesis of 5-Aminolevulinic Acid