Abstract
Iron added to a chemically defined liquid medium suppressed hydroxamic acid production at 37 degrees C by yeast cells of Histoplasma capsulatum. Four hydroxamic acids, HA-I, HA-II, HA-III, and HA-IV, present in the low-iron fluid after the culture of H. capsulatum were isolated by extraction and cation-exchange chromatography through cellulose phosphate (0.35% formic acid). Visible spectra of prepared ferrihydroxamates indicated that HA-II and HA-III were monohydroxamates, whereas HA-I and HA-IV were identified as di- and trihydroxamates, respectively. Reductive hydrolysis of HA-I (the major hydroxamic acid isolated) yielded ornithine. Hydrolysis of HA-IV in water or in 0.1 N NaOH resulted in the formation of HA-I (dihydroxamic acid) and HA-II (monohydroxamic acid). Based on their charge at pH 5.2 and 2 determined by paper electrophoresis, Rf values on thin-layer chromatography, infrared spectra, and reactivity to ninhydrin, three of the isolated hydroxamic acids were identified as deferricoprogen B (HA-IV) and its breakdown products, dimerumic acid (HA-I) and trans fusarinine (HA-II). HA-I and HA-IV exhibited growth factor activity for both yeast and mycelial forms of growth of H. capsulatum.
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- Atkin C. L., Neilands J. B., Phaff H. J. Rhodotorulic acid from species of Leucosporidium, Rhodosporidium, Rhodotorula, Sporidiobolus, and Sporobolomyces, and a new alanine-containing ferrichrome from Cryptococcus melibiosum. J Bacteriol. 1970 Sep;103(3):722–733. doi: 10.1128/jb.103.3.722-733.1970. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Atkin C. L., Neilands J. B. Rhodotorulic acid, a diketopiperazine dihydroxamic acid with growth-factor activity. I. Isolation and characterization. Biochemistry. 1968 Oct;7(10):3734–3739. doi: 10.1021/bi00850a054. [DOI] [PubMed] [Google Scholar]
- Burt W. R., Underwood A. L., Appleton G. L. Hydroxamic acid from Histoplasma capsulatum that displays growth factor activity. Appl Environ Microbiol. 1981 Sep;42(3):560–563. doi: 10.1128/aem.42.3.560-563.1981. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Diekmann H. Stoffwechselprodukte von Mikroorganismen. 81. Vorkommen und Strukturen von Coprogen B und Dimerumsäure. Arch Mikrobiol. 1970;73(1):65–76. [PubMed] [Google Scholar]
- Emery T. Isolation, characterization, and properties of fusarinine, a delta-hydroxamic acid derivative of ornithine. Biochemistry. 1965 Jul;4(7):1410–1417. doi: 10.1021/bi00883a028. [DOI] [PubMed] [Google Scholar]
- Frederick C. B., Bentley M. D., Shive W. Structure of triornicin, a new siderophore. Biochemistry. 1981 Apr 28;20(9):2436–2438. doi: 10.1021/bi00512a011. [DOI] [PubMed] [Google Scholar]
- Frederick C. B., Szaniszlo P. J., Vickrey P. E., Bentley M. D., Shive W. Production and isolation of siderophores from the soil fungus Epicoccum purpurascens. Biochemistry. 1981 Apr 28;20(9):2432–2436. doi: 10.1021/bi00512a010. [DOI] [PubMed] [Google Scholar]
- McVeigh I., Morton K. Nutritional studies of Histoplasma capsulatum. Mycopathol Mycol Appl. 1965 Apr 14;25(3):294–308. doi: 10.1007/BF02049917. [DOI] [PubMed] [Google Scholar]
- Moore R. E., Emery T. Nalpha-acetylfusarinines: isolation, characterization, and properties. Biochemistry. 1976 Jun 29;15(13):2719–2723. doi: 10.1021/bi00658a001. [DOI] [PubMed] [Google Scholar]
- PINE L. Studies on the growth of Histoplasma capsulatum. I. Growth of the yeast phase in liquid media. J Bacteriol. 1954 Dec;68(6):671–679. doi: 10.1128/jb.68.6.671-679.1954. [DOI] [PMC free article] [PubMed] [Google Scholar]
- PINE L. Studies on the growth of Histoplasma capsulatum. II. Growth of the yeast phase on agar media. J Bacteriol. 1955 Oct;70(4):375–381. doi: 10.1128/jb.70.4.375-381.1955. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Sayer J. M., Emery T. F. Structures of the naturally occurring hydroxamic acids, fusarinines A and B. Biochemistry. 1968 Jan;7(1):184–190. doi: 10.1021/bi00841a023. [DOI] [PubMed] [Google Scholar]
- Sutcliffe M. C., Savage A. M., Alford R. H. Transferrin-dependent growth inhibition of yeast-phase Histoplasma capsulatum by human serum and lymph. J Infect Dis. 1980 Aug;142(2):209–219. doi: 10.1093/infdis/142.2.209. [DOI] [PubMed] [Google Scholar]
- Weinberg E. D. Iron and infection. Microbiol Rev. 1978 Mar;42(1):45–66. doi: 10.1128/mr.42.1.45-66.1978. [DOI] [PMC free article] [PubMed] [Google Scholar]
- Yancey R. J., Breeding S. A., Lankford C. E. Enterochelin (enterobactin): virulence factor for Salmonella typhimurium. Infect Immun. 1979 Apr;24(1):174–180. doi: 10.1128/iai.24.1.174-180.1979. [DOI] [PMC free article] [PubMed] [Google Scholar]