Polyoxypeptin A is a hexadepsipeptide, isolated from Streptomyces, containing the novel amino acid (2S,3R)-3-hydroxy-3-methylproline. Its biosynthetic pathway is studied by incorporation of stable isotope-labelled amino acids and carboxylic acids. (2S,3R)-3-Hydroxy-3-methylproline is shown to be derived from isoleucine but not from proline. Isoleucine is also incorporated into the alkyl moiety of the C15 acyl side chain, possibly through α-methylbutyryl-CoA. The piperazic acid moieties are synthesized from glutamate. Other hydroxylated amino acids are shown to be derived from each corresponding amino acid.
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Umezawa et al. (2001) studied this question.