INVESTIGATIONS ON THE BIOSYNTHESIS OF THE ANGUCYCLINE GROUP ANTIBIOTICS AQUAYAMYCIN AND THE URDAMYCIN-A AND URDAMYCIN-B - RESULTS FROM THE STRUCTURAL-ANALYSIS OF NOVEL BLOCKED MUTANT PRODUCTS
J. Rohr et al., INVESTIGATIONS ON THE BIOSYNTHESIS OF THE ANGUCYCLINE GROUP ANTIBIOTICS AQUAYAMYCIN AND THE URDAMYCIN-A AND URDAMYCIN-B - RESULTS FROM THE STRUCTURAL-ANALYSIS OF NOVEL BLOCKED MUTANT PRODUCTS, Journal of organic chemistry, 58(9), 1993, pp. 2547-2551
In order to investigate mid and early biosynthetic steps of angucyclin
e group antibiotics, approximately 400 mutants of the urdamycin produc
er Streptomyces fradiae (strain Tu 2717) were prepared, of which ca. 1
0 % were selected for further investigations. The selection criterion,
i. e., the consideration of only pale-colored metabolite-producing bl
ocked mutants, yielded several mutants whose block was in close proxim
ity to the known late-stage biosynthetic steps. The product patterns w
ere characterized by TLC and HPLC methods, and the structures of five
new and one known (but previously not detectable) metabolites were elu
cidated (3-8). Their roles in the biosynthetic pathway leading to aqua
yamycin (1) and on to the urdamycins A (2) and B (9) are proposed. The
glycosylation sequence of the urdamycin group and two additional earl
ier biosynthetic steps leading to aquayamycin (1), the most important
angucyclinone, were established in this way.