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Biochemistry, Biophysics, and Structural Biology

Fordham University

Chemistry Faculty Publications

1978

Amino acid analogs--4-fluoroisoleucine synthesized and evaluated for antimicrobial activity

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Amino Acid Analogs Iv: 4-Fluoroisoleucine / Herman Gershon, Larry Shanks, And Donald D. Clark, Herman Gershon, Larry Shanks, Donald Dudley Clarke Phd Jan 1978

Amino Acid Analogs Iv: 4-Fluoroisoleucine / Herman Gershon, Larry Shanks, And Donald D. Clark, Herman Gershon, Larry Shanks, Donald Dudley Clarke Phd

Chemistry Faculty Publications

4-Fluoroisoleucine was produced by ammonolysis of 2- bromo-4-fluoro-3-methylpentanoic acid, which resulted from the bromofluorination of 4-methyl-2-pentenoic acid. It did not inhibit Plasmodium berghei in mice at 640 mg/kg and was not toxic to the animals. The fluoroamino acid inhibited Aspergillus niger, Trichoderma viride, Myrothecium verrucaria, Trichophyton mentagrophytes, and Mucor mucedo in Czapek solution agar at a concentration between 104 and 103 μg/ml. Growth of Escherichia coli was inhibited 25% at 900 μg/ml in a defined medium