Antimetabolites produced by microorganisms. XIII The synthesis and microbiological production of a novel amino acid, L 2 amino 4 (2 aminoethoxy) butanoic acid

Article abstract of DOI:10.7164/antibiotics.29.38

A novel amino acid, L 2 amino 4 (2 aminoethoxy) butanoic acid, was isolated from a fermentation broth of Streptomyces sp. X 11,085. It was shown to be identical with the chemical reduction product of an antimetabolite antibiotic, L 2 amino 4 (2 aminoethoxy) trans 3 butenoic acid, a co product in the fermentation. Addition of the title compound to the fermentation led to an enhanced yield of the antimetabolite suggesting that the saturated amino acid serves as a precursor for the antimetabolite. A de novo chemical synthesis and enzymatic resolution of the title compound are also reported.