Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof
Patent
1997-01-10
1998-04-14
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acids and salts thereof
562526, C07C22924, C07C22926, C07C22922
Patent
active
057393958
ABSTRACT:
A method of synthesizing rhizoferrin and analogues thereof comprising acylating a protected polyamine with a citric acid diester; hydrolyzing the resulting amide to produce an N-protected rhizoferrin or analog thereof; and de-protecting the intermediate to produce rhizoferrin or the analog thereof.
REFERENCES:
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Tschierske et al., "Production . . . Fermentation", Appl. Microbiol. Biotech., vol. 45, No. 5, pp. 664-670, Jun. 1996.
Willaims et al., "Carbanion-Mediated . . Amides", Tetrahedron Letters, vol. 30, No. 4, pp. 451-454, 1989.
Drechsel et al, Biol. Metals, vol. 4, "Rhizoferrin-a novel siderophore from the fungus Rhizopus microsporus var. rhizopodiformis," pp. 238-243 (1991).
Thieken et al, FEMS Microbiology Letters, vol. 94, "Rhizoferrin: A complexone type siderophore of the Mucorales and Entomophthorales (Zygomycetes)," pp. 37-42 (1992).
Drechsel et al, Biol. Metals, vol. 5, "Stereochemical characterization of rhizoferrin and identification of its dehydration products," pp. 141-148 (1992).
Smith, Tetrahedron Letters, vol. 30, No. 3, "Total Synthesis and Absolute Configuration of Rhizobactin, a Structurally Novel Siderophore," pp. 313-316 (1989).
Konetschny-Rapp et al, Eur. J. Biochem., vol. 191, "Staphyloferrin A: a structurally new siderophore from staphylococci," pp. 65-74 (1990).
Bergeron et al, CRC Handbook of Microbial Iron Chelates, "Synthesis of Catecholamide and Hydroxamate Siderophores," pp. 271-307 (1991).
Samejima et al, Chem. Pharm. Bull, vol. 32, No. 9, "Synthesis of N-Enriched Polyamines," pp. 3428-3435 (1984).
Clarke Dennis P.
Geist Gary
Keys Rosalynd
University of Florida Research Foundation Inc.
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