BIOSYNTHESIS OF NATURAL-PRODUCTS WITH A P-C BOND - INCORPORATION OF D-[1-H-2(1)]GLUCOSE INTO 2-AMINOETHYLPHOSPHONIC ACID IN TETRAHYMENA-THERMOPHILA AND OF D-[1-H-2(1)]GLUCOSE AND L-[METHYL-H-2(3)]METHIONINE INTO FOSFOMYCIN IN STREPTOMYCES-FRADIAE

D-[1-H-2(1)]Glucose was fed to Tetrahymena thermophila and to Streptomyces fradiae producing 2-aminoethylphosphonic acid and fosfomycin, respectively. The labelled products isolated indicate that the phosphoenol pyruvate mutase catalyzes the stereospecific transfer of the phospho group of (Z)-phosphoenol [3-H-2(1)]pyruvate from oxygen to carbon from the si-face. The methyl group of L-[methyl-H-2(3)]-methionine is transferred intact to a precursor for fosfomycin.