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By E. P. Abraham, G. G. F. Newton (auth.), David Gottlieb, Paul D. Shaw (eds.)

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Natl. Acad. Sci. U. S. 39, 583 (1953). : Biosynthesis of aspergillic acid. l BioI. Chern. 236, 512 (1961). : Biosynthesis of pulcherriminic acid. Biochem. l 96, 533 (1965). MICETlCH, R. , and l C. MACDoNALD: Biosynthesis of neoaspergillic and neoh ydroxyaspergillic acids. J. BioI. Chern. 240, 1692 (1965). : Some aspects of microbial iron metabolism. Bacteriol. Rev. 21, 101 (1957). SNOW, G. : Isolation and structure of mycobactin T, a growth factor from Mycobacterium tuberculosis. Biochem. l 97, 166 (1965).

Can. J. Microbiol. 10, 705 (1964). Aspergillic Acid and Related Compounds J. C. MacDonald Aspergillic Acid and Hydroxyaspergillic Acid Aspergillic acid and hydroxyaspergillic acid are antibiotics produced by certain strains of Aspergillus flavus. Chemical studies by DUTCHER (1947a and b), NEWBOLD and SPRING (1947), DUNN et al. (1949a and c) and NEWBOLD, SHARP, and SPRING (1951) demonstrated that aspergillic acid has the structure shown in Fig. 1. MACDoNALD (1961) found that the optical configuration of the asymmetric carbon atom of the sec-butyl side chain of aspergillic acid was the same as that of carbon 3 of L-isoleucine.

It has been suggested (HAYAISHI, 1962) that the reduction of oxygen to water by the cytochrome chain competes for oxygen with certain oxygenase reactions, and the latter reactions are thereby apparently inhibited because of the limitation of the availability of oxygen. If this view is correct, it would at the same time offer an explanation of the inhibitory effect of iron on hydroxamate synthesis. In the presence of iron, the cell can produce cytochromes, which rapidly reduce oxygen to water, thereby making oxygen unavailable for the oxygenation reaction.

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