Early studies on the biosynthesis of Sarubicin A, 1, had suggested the
intermediacy of the novel aromatic amino acid 6-hydroxyanthranilic acid,
17. To investigate the biosynthetic steps beyond 17, [¹³C-¹⁵N carboxamide]
6-hydroxyanthranilamide, 27a, was synthesized, and fed to fermentations
of Streptomyces helicus. Incorporation of 27a into 1 provided suggestive
evidence...
Two labelled arginines, DL-[2,3,3,-²H₃]arginine, 8,
and DL-[ ¹³C, 2-¹⁵N]arginine, 9, were synthesized. These
were fed to cultures of Streptomyces griseochromogenes in
order to probe the mechanism of the apparent arginine-2,3-
aminomutase reaction occurring in biosynthesis of blasticidin
S, 1. In previous studies of the enzymes lysine-2,3-
aminomutase and tyrosine-2,3-aminomutase different...