Zur Biogenese der Makrolide

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Abstract
Other precursors besides acetate and proprionate form the lactone ring of magnamycin (I). These precursors which are more easily formed from glucose or succinic acid than from acetate, take part in the formation of C-atoms 1-8 as indicated by: with acetate-1- or -[2-C14] as the precursor, the activity in different degradation products of I corresponds to the incorporation of only 7 acetate units; glucose-[U-C14] and glucose-[3,4-C14] are incorporated predominantly into C-1- C-11 of the lactone (C12-acid); further degradation to the C8-acid (C-5-C-11) shows that the activity of glucose-[3,4-C14] is located almost exclusively in C-1-C-4. With succinic acid-1,4-C14 and succinic acid-2,3-C14 as precursors, up to 80% of the activity is located in the C12-acid. The distribution of activity in L-mycarose and D-mycaminose with glucose-3,4-C14 and glucose-6-C14 as precursors confirms that these sugars are formed from D-glucose without an intermediate breakdown. It excludes the possibility of an inversion of the hexose chain during the biosynthesis. With methionine-methyl-C14 as the precursor, the activity is evenly distributed between the C-methyl group at C-3 of mycarose, the dimethylamino group of mycaminose and the O-methyl group of the lactone.

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