A new pactamycin analogue, 5''-fluoropactamycin, was prepared by direc
ted biosynthesis. Supplementation of the fermentation medium of Strept
omyces pactum, var. pactum with 3-amino-5-fluorobenzoic acid, an analo
gue of 3-aminobenzoic acid, an advanced precursor in pactamycin biosyn
thesis, resulted in co-production of pactamycin and the new pactamycin
analogue. A similar feeding experiment with 3-amino-5-methylbenzoic a
cid did not result in formation of the corresponding methylated pactam
ycin analogue, but only in inhibition of pactamycin production. Compar
ison of antimicrobial and cytotoxic activities of pactamycin and 5''-f
luoropactamycin showed no significant differences.